US2013116241A1PendingUtilityA1
Novel inhibitor compounds of phosphodiesterase type 10a
Est. expiryNov 9, 2031(~5.3 yrs left)· nominal 20-yr term from priority
Inventors:Hervé GenesteMichael OchseKarla DrescherSean Colm TurnerBerthold BehlLoic LaplancheJurgen DingesClarissa JakobLawrence A. Black
A61P 43/00A61P 25/24A61P 25/04A61P 25/18A61P 25/28A61P 25/22A61P 25/14A61P 3/04A61P 25/00C07D 413/14C07D 401/06C07D 401/14C07D 417/14C07D 495/04C07D 471/04C07D 519/00C07D 405/14C07D 491/048C07D 401/08
54
PatentIndex Score
0
Cited by
0
References
0
Claims
Abstract
The present invention relates to novel compounds of the formula I which are inhibitors of phosphodiesterase type 10A and to their use for the manufacture of a medicament and which thus are suitable for treating or controlling of medical disorders selected from neurological disorders and psychiatric disorders, for ameliorating the symptoms associated with such disorders and for reducing the risk of such disorders. wherein Q is O or S, X 1 is N or CH, X 2 is N or C—R 7 ; X 3 is O, S—X 4 ═C(R 8 )—, where C(R 8 ) is bound to the carbon atom which carries R 2 , or —X 5 ═C(R 9 )—, where X 5 is bound to the carbon atom which carries R 2 ; X 4 is N or C—R 9 ; X 5 is N; Het is selected from optionally substituted phenyl, monocyclic hetaryl and fused bicyclic hetaryl; R 1 is selected inter alia from hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkylsulfanyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, the moiety Y 1 -Cyc 1 ; R 2 is selected inter alia from hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, etc; A represents one of the following groups A 1 , A 2 , A 3 , A 4 or A 5 : where * indicates the points of attachment to Het and to the nitrogen atom, respectively; and where R 3 to R 9 , R 3e , R 3f , A′, Y 1 and Cyc 1 are defined in the claims.
Claims
exact text as granted — not AI-modifiedWe claim:
1 . Compound of formula I
wherein
Q is O or S;
X 1 is N or CH;
X 2 is N or C—R 7 ;
X 3 is O, S, —X 4 ═C(R 8 )—, where C(R 8 ) is bound to the carbon atom which carries R 2 or —X 5 ═C(R 9 )—, where X 5 is bound to the carbon atom which carries R 2 ;
X 4 is N or C—R 9 ;
X 5 is N;
Het is selected from
i. monocyclic hetaryl having 1 or 2 nitrogen atoms and optionally a further heteroatom selected from O, S and N as ring members, which is unsubstituted or may carry 1, 2, 3 or 4 identical or different substituents R x ,
ii. fused bicyclic hetaryl having 1 or 2 nitrogen atoms and optionally a further heteroatom selected from O, S and N as ring members, benzothienyl or benzofuryl, where bicyclic hetaryl, benzothienyl and benzofuryl are, independently of each other, unsubstituted or may carry 1, 2, 3 or 4 identical or different substituents R x , and
iii. phenyl, which carries a monocyclic hetaryl radical having 1 or 2 nitrogen atoms and optionally a further heteroatom selected from O, S and N as ring members, which in addition to monocyclic hetaryl, may carry 1, 2 or 3 identical or different substituents R x ,
where
R x is selected from the group consisting of H, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, C 3 -C 6 -cycloalkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, OH, hydroxy-C 1 -C 4 -alkyl, O—C 3 -C 6 -cycloalkyl, benzyloxy, C(O)O—(C 1 -C 4 -alkyl), O—(C 1 -C 4 -alkyl)-CO 2 H, N(R x1 )(R x2 ), C(O)N(R x1 )(R x2 ), C 1 -C 4 -alkyl-N(R x1 )(R x2 ), —NR x3 —C(O)—N(R x1 )(R x2 ), NR x3 —C(O)O—(C 1 -C 4 -alkyl), —N(R x3 )—SO 2 —R x4 , phenyl, CN, —SF 5 , —OSF 5 , —SO 2 R x4 , —SR x4 and trimethylsilyl, where R x1 , R x2 , R x3 and R x4 , independently of each other are selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -fluoroalkyl and C 3 -C 6 -cycloalkyl or R x1 and R x2 form together with the N atom to which they are attached a 3- to 7-membered, nitrogen heterocycle which may have 1, 2 or 3 further different or identical heteroatoms or heteroatom containing groups selected from the group of O, N, S, SO and SO 2 as ring members and which may carry 1, 2, 3, 4, 5 or 6 substituents selected from C 1 -C 4 -alkyl;
or two radicals R x which are bound at adjacent carbon atoms may form a fused 5- or 6-membered saturated carbocyclic radical or a fused 5- or 6-membered heterocyclic radical having 1, 2 or 3 heteroatoms as ring members, which are selected from O, S and N;
R 1 is selected from the group consisting of hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkylsulfanyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 4 -alkylsulfanyl-C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl, CN, NR x1 R x2 , NR x1 R x2 —C 1 -C 4 -alkoxy and the moiety Y 1 -Cyc 1 ;
R 2 is selected from the group consisting of hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl, CN and NR x1 R x2 ;
A represents one of the following groups A 1 , A 2 , A 3 , A 4 or A 5 :
where * indicates the points of attachment to Het and to the nitrogen atom, respectively,
R 3 , R 4 , R 5 , R 6 independently of each other are selected from the group consisting of hydrogen, halogen, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, C 3 -C 6 -cycloalkyl, or the radicals together with the carbon atoms to which they are bound form a saturated 3- to 6-membered carbocycle or a saturated 3- to 6-membered heterocycle having 1 or 2 non-adjacent heteroatoms as ring members, where the carbocycle and the heterocycle are unsubstituted or may carry 1, 2, 3 or 4 substituents selected from fluorine and methyl or either the radicals R 3 , R 4 or the radicals R 5 , R 6 together with the carbon atom to which they are bound form a saturated 3- to 6-membered carbocycle or a saturated 3- to 6-membered heterocycle having 1 or 2 non-adjacent heteroatoms as ring members, where the carbocycle and the heterocycle are unsubstituted or may carry 1, 2, 3 or 4 substituents selected from fluorine and methyl;
A′ is a O, NR 3a , CR 3b R 3c or linear C 2 -C 3 -alkandiyl, where one of the CH 2 -moieties of C 2 -C 3 -alkandiyl may be replaced by oxygen or NR 3a , and where 1, 2, 3, or 4 of the hydrogen atoms of C 2 -C 3 -alkandiyl may be replaced by a radical R 3d , where
R 3a is hydrogen or C
R 3b , R 3c independently of each other are selected from the group consisting of hydrogen, halogen, C 1 -C 4 -alkyl or R 3b and R 3c together form C 2 -C 3 -alkandiyl;
R 3d is selected from the group consisting of halogen and C 1 -C 4 -alkyl;
R 3e , R 3f independently of each other are selected from the group consisting of hydrogen and C 1 -C 4 -alkyl;
R 7 is selected from the group consisting of hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkylsulfanyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 4 -alkylsulfanyl-C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl, CN, NR x1 R x2 , NR x1 R x2 —C 1 -C 4 -alkoxy and the moiety Y 2 -Cyc 2 ;
R 8 is selected from the group consisting of hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl, CN and NR x1 R x2 ;
R 9 is selected from the group consisting of hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkylsulfanyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 4 -alkylsulfanyl-C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl, CN, NR x1 R x2 , NR x1 R x2 —C 1 -C 4 -alkoxy and the moiety Y 3 -Cyc 3 ;
Y 1 , Y 2 , Y 3 independently of each other are selected from a chemical bond, CH 2 , O, O—CH 2 , NR y , NR y —CH 2 , NR y —S(O) 2 , S, S(O), S(O) 2 , 1,2-ethandiyl, 1,2-ethendiyl or 1,2-ethynediyl, where R y is selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkylsulfonyl, C 1 -C 4 -fluoroalkylsulfonyl;
Cyc 1 , Cyc 2 , Cyc 3 independently of each other are selected from the group consisting of phenyl, naphthyl, 4- to 8-membered saturated or partially unsaturated heteromonocyclic radicals, saturated or partially unsaturated 7- to 10 membered heterobicyclic radicals, 5- or 6-membered monocyclic hetaryl, and 8- to 10 membered bicyclic hetaryl, where the saturated or partially unsaturated heteromonocyclic and heterobicyclic radicals have 1, 2, 3 or 4 heteroatoms or heteroatom containing groups as ring members, which are selected from O, S, SO, SO 2 and N, and where the 5- or 6-membered monocyclic hetaryl and the 8- to 10-membered bicyclic hetaryl have 1, 2, 3 or 4 heteroatoms as ring members, which are selected from O, S and N,
where phenyl, naphthyl, the saturated or partially unsaturated heteromonocyclic and heterobicyclic radicals and the mono and bicyclic heteroaromatic radicals are unsubstituted or carry 1, 2, 3, 4 or 5 radicals R C1 or one radical Y′—R C2 and 0, 1, 2, 3 or 4 radicals R C1 ; where
R C1 is selected from hydrogen, halogen, OH, CN, NO 2 , C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylsulfanyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, cyano-C 1 -C 4 -alkyl, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, C 1 -C 4 -alkylsulfonyl, C(O)R a , Z—C(O)OR b , Z—C(O)NR c R d , S(O) 2 NR c R d and Z—NR e R f , where
R a is selected from the group consisting of C 1 -C 4 -alkyl and C 1 -C 4 -fluoroalkyl,
R b is selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl and C 1 -C 4 -fluoroalkyl,
R c , R d is selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -alkoxy and C 1 -C 4 -fluoroalkoxy,
R e , R f is selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -alkoxy and C 1 -C 4 -fluoroalkoxy,
Z is a covalent bond or C 1 -C 4 -alkandiyl,
or two radicals R C1 which are bound at adjacent carbon atoms may form a fused 5- or 6-membered carbocyclic radical or a fused 5- or 6-membered heterocyclic radical having 1, 2 or 3 heteroatoms as ring members, which are selected from O, S and N;
or two radicals R C1 which are bound at the same carbon atom may form a spiro 5- or 6-membered carbocyclic radical or a spiro 5- or 6-membered heterocyclic radical having 1 or 2 heteroatoms as ring members, which are selected from O, S and N,
or two radicals R C1 which are bound at the same carbon atom may form an oxygen atom,
where the fused and the spiro radicals are unsubstituted or carry 1, 2, 3 or 4 radicals R C3 ;
Y′ is a chemical bond, CH 2 , O, O—CH 2 , S(O) 2 , NR y ′, NR y ′—CH 2 or NR y ′—S(O) 2 , where R y ′ is selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkylsulfonyl, C 1 -C 4 -fluoroalkylsulfonyl;
R C2 is a carbocyclic or heterocyclic radical selected from the group consisting of phenyl, 3- to 7-membered saturated or partially unsaturated monocarbocyclic radicals, 3- to 7-membered saturated or partially unsaturated heteromonocyclic radicals, having 1, 2 or 3 heteroatoms as ring members, which are selected from O, S and N, and 5- or 6-membered heteroaromatic radicals, having 1, 2 or 3 heteroatoms as ring members, which are selected from O, S and N, where the carbocyclic and the heterocyclic radical is unsubstituted or carries 1, 2, 3, 4 or 5 radicals R C3 ;
R C3 is selected from hydrogen, halogen, OH, CN, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, hydroxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, cyano-C 1 -C 4 -alkyl, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, C 2 -C 6 -alkenyl, C(O)R a , benzyl, Z—C(O)OR b , Z—C(O)NR c R d , S(O) 2 NR c R d and Z—NR e R f , where, Z, R a , R b , R c , R d , R e and R f are as defined above or two radicals R C3 which are bound at the same atom may form an oxygen atom;
provided that for X 3 being O or S, at least one of the radicals R 1 and R 7 is a moiety Y 1 -Cyc 1 or Y 2 -Cyc 2 , respectively;
further provided that for X 3 being X 4 ═C(R 8 ), one or two of the radicals R 1 , R 7 and R 9 are a moiety Y 1 -Cyc 1 , Y 2 -Cyc 2 or Y 3 -Cyc 3 , respectively;
further provided that for X 3 being X 5 ═C(R 9 ), one or two of the radicals R 1 , R 7 and R 9 are a moiety Y 1 -Cyc 1 , Y 2 -Cyc 2 or Y 3 -Cyc 3 , respectively;
and the N-oxides, the prodrugs, the tautomers and the hydrates thereof, and the pharmaceutically acceptable salts thereof.
2 . The compound as claimed in claim 1 ,
wherein X 3 is O, S or —X 4 ═C(R 8 )—, where C(R 8 ) is bound to the carbon atom which carries R 2 ; X 4 is N or C—R 9 ; Het is selected from
i. monocyclic hetaryl having 1 or 2 nitrogen atoms and optionally a further heteroatom selected from O, S and N as ring members, which is unsubstituted or may carry 1, 2, 3 or 4 identical or different substituents R x ,
ii. fused bicyclic hetaryl having 1 or 2 nitrogen atoms and optionally a further heteroatom selected from O, S and N as ring members, benzothienyl or benzofuryl, where bicyclic hetaryl, benzothienyl and benzofuryl are, independently of each other, unsubstituted or may carry 1, 2, 3 or 4 identical or different substituents R x , and
iii. phenyl, which carries a monocyclic hetaryl radical having 1 or 2 nitrogen atoms and optionally a further heteroatom selected from O, S and N as ring members, which in addition to monocyclic hetaryl, may carry 1, 2 or 3 identical or different substituents R x ,
where
R x is selected from the group consisting of H, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, C 3 -C 6 -cycloalkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, OH, hydroxy-C 1 -C 4 -alkyl, O—C 3 -C 6 -cycloalkyl, benzyloxy, C(O)O—(C 1 -C 4 -alkyl), O—(C 1 -C 4 -alkyl)-CO 2 H, N(R x1 )(R x2 ), C(O)N(R x1 )(R x2 ), C 1 -C 4 -alkyl-N(R x1 )(R x2 ), —NR x3 —C(O)—N(R x1 )(R x2 ), NR x3 —C(O)O—(C 1 -C 4 -alkyl), —N(R x3 )—SO 2 —R x4 , phenyl, CN, —SF 5 , —OSF 5 , —SO 2 R x4 , —SR x4 and trimethylsilyl, where R x1 , R x2 , R x3 and R x4 , independently of each other are selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -fluoroalkyl and C 3 -C 6 -cycloalkyl or R x1 and R x2 form together with the N atom to which they are attached a 3- to 7-membered, nitrogen heterocycle which may have 1, 2 or 3 further different or identical heteroatoms or heteroatom containing groups selected from the group of O, N, S, SO and SO 2 as ring members and which may carry 1, 2, 3, 4, 5 or 6 substituents selected from C 1 -C 4 -alkyl;
A represents one of the following groups A 1 , A 2 , A 3 or A 4 :
where * indicates the points of attachment to Het and to the nitrogen atom, respectively,
R 3 , R 4 , R 5 , R 6 independently of each other are selected from the group consisting of hydrogen, halogen, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, C 3 -C 6 -cycloalkyl, or the radicals together with the carbon atoms to which they are bound form a saturated 3- to 6-membered carbocycle or a saturated 3- to 6-membered heterocycle having 1 or 2 non-adjacent heteroatoms as ring members, where the carbocycle and the heterocycle are unsubstituted or may carry 1, 2, 3 or 4 substituents selected from fluorine and methyl or either the radicals R 3 , R 4 or the radicals R 5 , R 6 together with the carbon atom to which they are bound form a saturated 3- to 6-membered carbocycle or a saturated 3- to 6-membered heterocycle having 1 or 2 non-adjacent heteroatoms as ring members, where the carbocycle and the heterocycle are unsubstituted or may carry 1, 2, 3 or 4 substituents selected from fluorine and methyl;
A′ is a O, NR 3a , CR 3b R 3c or linear C 2 -C 3 -alkandiyl, where one of the CH 2 -moieties of C 2 -C 3 -alkandiyl may be replaced by oxygen or NR 3a , and where 1, 2, 3, or 4 of the hydrogen atoms of C 2 -C 3 -alkandiyl may be replaced by a radical R 3d , where
R 3a is hydrogen or C 1 -C 4 -alkyl,
R 3b , R 3c independently of each other are selected from the group consisting of hydrogen, halogen, C 1 -C 4 -alkyl or R 3b and R 3c together form C 2 -C 3 -alkandiyl;
R 3d is selected from the group consisting of halogen and C 1 -C 4 -alkyl
R 8 is selected from the group consisting of hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl, CN and NR x1 R x2 ;
R 9 is selected from the group consisting of hydrogen, halogen, OH, C 1 -C 4 -alkyl, trimethylsilyl, C 1 -C 4 -alkylsulfanyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 4 -alkylsulfanyl-C 1 -C 4 -alkoxy, C 2 -C 4 -alkenyloxy, C 1 -C 4 -fluoroalkyl, fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl, CN, NR x1 R x2 , NR x1 R x2 —C 1 -C 4 -alkoxy and the moiety Y 3 -Cyc 3 .
3 . The compound of claim 1 , where X 3 is selected from O, S, —X 4 ═C(R 8 )—, where C(R 8 ) is bound to the carbon atom which carries R 2 .
4 . The compound of claim 1 , where A is selected from A 1 , A 2 , A 3 and A 4 .
5 . The compound of claim 1 , where X 2 is C—R 7 .
6 . The compound of claim 5 , where R 7 is hydrogen or Y 2 -Cyc 2 .
7 . The compound of claim 1 , where X 1 is N.
8 . The compound of claim 1 , where X 1 is CH.
9 . The compound of claim 1 , where X 3 is S.
10 . The compound of claim 1 , where X 3 is O.
11 . The compound of claim 1 , where X 3 is C(R 9 )═C(R 8 ).
12 . The compound of claim 1 , where X 3 is N═(CR 9 ).
13 . The compound of claim 11 , where R 9 is hydrogen or Y 3 -Cyc 3 .
14 . The compound of claim 1 , where X 3 is N═C(R 8 ).
15 . The compound of claim 11 , where R 8 is hydrogen.
16 . The compound of claim 1 , where R 1 is a radical Y 1 -Cyc 1 .
17 . The compound of claim 1 , where R 2 is selected from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, and fluorinated cyclopropyl.
18 . The compound of claim 17 , where R 2 is hydrogen.
19 . The compound of claim 1 , where A is A 1 .
20 . The compound of claim 19 , where R 3 , R 4 are selected from hydrogen and fluorine.
21 . The compound of claim 19 , where R 5 and R 6 are, independently of each other, selected from the group consisting of hydrogen, fluorine and methyl.
22 . The compound of claim 1 , where A is A 2 .
23 . The compound of claim 1 , where A is A 3 .
24 . The compound of claim 23 , where R 4 , R 5 are selected from hydrogen and fluorine.
25 . The compound of claim 1 , where A is A 4 .
26 . The compound of claim 25 , where A′ is CR 3b R 3c , where R 3b and R 3c are independently of each other selected from the group consisting of hydrogen, fluorine and methyl or together form CH 2 CH 2 .
27 . The compound of claim 26 , where R 3b and R 3c are hydrogen.
28 . The compound of claim 1 , where A is A 5 .
29 . The compound of claim 28 , where R 3e , R 3f , R 4 and R 5 are each hydrogen.
30 . The compound of claim 1 , where Het is selected from the group consisting of C-bound 6-membered monocyclic hetaryl, which has 1 or 2 nitrogen atoms as ring members, benzofuryl and C-bound, fused bicyclic hetaryl, which has 1 or 2 nitrogen atoms as ring members and optionally a further heteroatom selected from O, S and N as ring member;
where monocyclic hetaryl, benzofuryl and bicyclic hetaryl may be unsubstituted or may carry 1, 2, 3 or 4 substituents R x .
31 . The compound of claim 30 , where Het has at least one imino-nitrogen as ring member, which is located in the position adjacent to the carbon atom which is bound to A.
32 . The compound of claim 31 , where Het is selected from the group consisting of 2-pyridyl, 2-pyrimidinyl, 4-pyrimidinyl, 2-pyrazinyl, 3-pyridazinyl, 2-quinolinyl, 3-isoquinolinyl, 2-quinazolinyl, 2-quinoxalinyl, 1,5-naphthyridin-2-yl, 1,8-naphthyridin-2-yl, benzothiazol-1-yl, benzoxazol-1-yl, benzimidazol-2-yl, 1-methylbenzimidazol-2-yl, imidazo[1,2-a]pyridine-2-yl, thieno[3,2-b]pyridine-5-yl, imidazo-[2,1-b]-thiazol-6-yl and 1,2,4-triazolo[1,5-a]pyridine-2-yl, where the aforementioned radicals may carry 1, 2 or 3 radicals selected from fluorine, chlorine, methyl, fluoromethyl, difluoromethyl, trifluoromethyl, methoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, and fluorinated cyclopropyl.
33 . The compound of claim 1 , where Y 1 , Y 2 and Y 3 , independently of each other, are selected from the group consisting of a chemical bond, O and NH.
34 . The compound of claim 1 , where Y 1 , Y 2 and Y 3 are each a chemical bond.
35 . The compound of claim 1 , where Q is O.
36 . The compound of claim 1 , which is of the formulae I-1.A or I-2.A
where Het, R 1 , R 2 , R 5 , R 6 and R 7 are as defined in claim 1 .
37 . The compound of claim 1 , which is of the formulae I-1.B or I-2.B
where Het, R 1 , R 2 , R 3b , R 3c and R 7 are as defined in claim 1 and R 5 is hydrogen.
38 . The compound of claim 1 , which is of the formulae I-1.0 or I-2.C
where Het, R 1 , R 2 , R 5 , and R 7 are as defined in claim 1 .
39 . The compound of claim 36 , where R 1 is a radical Y 1 -Cyc 1 and R 7 is selected from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl and Y 2 -Cyc 2 .
40 . The compound of claim 36 , where R 1 is selected from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups and fluorinated cyclopropyl and R 7 is a moiety Y 2 -Cyc 2 .
41 . The compound of claim 1 , which is of the formulae I-3.A or I-4.A
where Het, R 1 , R 2 , R 5 , R 6 , R 7 , R 8 and R 9 are as defined in claim 1 .
42 . The compound of claim 1 , which is of the formulae I-3.B or I-4.B
where Het, R 1 , R 2 , R 3b , R 3c , R 7 , R 8 and R 9 are as defined in claim 1 and R 5 is hydrogen.
43 . The compound of claim 1 , which is of the formulae I-3.C or I-4.C
where Het, R 1 , R 2 , R 5 , R 7 , R 8 and R 9 are as defined in claim 1 .
44 . The compound of claim 41 , where R 1 is a radical Y 1 -Cyc 1 and R 7 and R 9 are selected, independently of each other, from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl and Y 2 -Cyc 2 or Y 3 -Cyc 3 , respectively.
45 . The compound of claim 41 , where R 1 is selected from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups and fluorinated cyclopropyl and R 7 and R 9 are selected, independently of each other, from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl and Y 2 -Cyc 2 or Y 3 -Cyc 3 , respectively, provided that either R 7 is Y 2 -Cyc 2 or R 9 is Y 3 -Cyc 3 .
46 . The compound of claim 1 , which is of the formulae I-5.A or I-6.A
where Het, R 1 , R 2 , R 5 , R 6 , R 7 and R 8 are as defined in claim 1 .
47 . The compound of claim 1 , which is of the formulae I-5.B or I-6.B
where Het, R 1 , R 2 , R 3b , R 3c , R 7 and R 8 are as defined in claim 1 and R 5 is hydrogen.
48 . The compound of claim 1 , which is of the formulae I-5.C or I-6.C
where Het, R 1 , R 2 , R 5 , R 7 and R 8 are as defined in claim 1 .
49 . The compound of claim 46 , where R 1 is a radical Y 1 -Cyc 1 and R 7 is selected from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl and Y 2 -Cyc 2 .
50 . The compound of claim 46 , where R 1 is selected from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups and fluorinated cyclopropyl and R 7 is Y 2 -Cyc 2 .
51 . The compound of claim 1 , which is of the formulae I-7.A, I-8.A, I-7.B, I-8.B, I-7.C, I-8.C,
where Het, R 1 , R 2 , R 3b , R 3c , R 5 , R 6 , R 7 and R 8 are as defined in claim 1 .
52 . The compound of claim 51 , where R 1 is a radical Y 1 -Cyc 1 and R 7 is selected from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl and Y 2 -Cyc 2 .
53 . The compound of claim 1 , which is of formulae
where Het, R 1 , R 2 , R 3b , R 3c , R 5 , R 6 , R 7 , and R 9 are as defined in claim 1 .
54 . The compound of claim 53 , where R 1 is a radical Y 1 -Cyc 1 and R 7 and R 9 are selected, independently of each other, from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl and Y 2 -Cyc 2 or Y 3 -Cyc 3 , respectively.
55 . The compound of claim 1 , which is of the formulae I-1.D, I-2.D, I-3.D, I-4.D, I-5.D, I-6.D, I-7.D, I-8.D, I-9.D, I-10.D
where Het, R 1 , R 2 , R 3e , R 3f , R 7 , R 8 and R 9 are as defined in claim 1 .
56 . The compound of claim 55 , where R 1 is a radical Y 1 -Cyc 1 and R 7 is selected from the group consisting of hydrogen, fluorine, C 1 -C 4 -alkyl, C 1 -C 2 -fluoroalkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -fluoroalkoxy, cyclopropyl, optionally substituted by 1, 2 or 3 methyl groups, fluorinated cyclopropyl and Y 2 -Cyc 2 .
57 . The compound of claim 36 , where R 3b , R 3c , R 5 , R 6 , if present, are hydrogen.
58 . The compound of claim 1 , where Cyc 1 is selected from the group consisting of saturated 4-, 5-, 6-, 7- or 8-membered heteromonocycles and saturated 7-, 8-, 9- or 10-membered heterobicycles, where the heteromonocycles and the heterobicycles have one nitrogen or oxygen atom as ring member and may have one further heteroatom or heteroatom group as ring member, which is selected from the group consisting of O, S, S(═O), S(═O) 2 and N, where the saturated heteromonocycle and the saturated heterobicycle are unsubstituted or carry 1, 2, 3, 4 or 5 radicals R C1 or one radical Y′—R C2 and 0, 1, 2, 3 or 4 radicals R C1 , where R C1 , R C2 and Y′ are as defined in claim 1 .
59 . The compound of claim 1 , where Y 1 -Cyc 1 , is selected from the group consisting of 1-piperidinyl, 4,4-difluoro-1-piperidinyl, 4-piperidinyl, 1-methyl-4-piperidinyl, 1-piperazinyl, 4-methyl-1-piperazinyl, morpholin-4-yl, azepane-1-yl, 1,4-ox azepan-4-yl, hexahydrofuro[3,4-c]pyrrol-5-yl, 2,5-diazabicyclo[2.2.1]heptan-2-yl, 3,8-diazabicyclo[3.2.1]octan-8-yl, thiomorpholin-4-yl, 1-oxothiomorpholin-4-yl, N-(oxetan-3-yl)amino, 1,1-dioxothiomorpholin-4-yl and oxetan-3-ylamino.
60 . The compound of claim 1 , where Cyc 1 is selected from the group consisting of phenyl, 5- or 6 membered monocyclic hetaryl, and 9- or 10 membered bicyclic hetaryl, where hetaryl has one heteroatom, selected from O, S and N as ring member and optionally one or two further nitrogen atoms as ring members, where phenyl and the hetaryl radical are unsubstituted or either carry, independently of each other, 1, 2, 3, 4 or 5 radicals R C1 .
61 . The compound of claim 60 , where Y 1 is a chemical bond and Cyc 1 is selected from the group consisting of phenyl, 5- or 6-membered monocyclic hetaryl selected from the group consisting of pyridyl, pyrimidinyl, furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl and thiazolyl, 9- or 10-membered bicyclic hetaryl selected from the group consisting of indolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, benzotriazolyl, benzopyrazolyl and benzofuryl, where phenyl and hetaryl are unsubstituted or carry 1, 2 or 3 radicals R C1 which are selected from the group consisting of fluorine, chlorine, CN, methyl, difluoromethyl, trifluoromethyl, methoxy and NH 2 , or, if Cyc 1 is phenyl, two radicals R C1 which are bound to adjacent carbon atoms, together with the phenyl ring to which they are bound, form a bicyclic heterocyclic radical, which is selected from 2,3-dihydrobenzofuran-5-yl, 2,3-dihydrobenzofuran-6-yl, 1,3-dihydroindol-2-on-5-yl, 1,3-dihydroindol-2-on-6-yl, benzo-1,3-dioxolan-5-yl, benzo-1,3-dioxolan-6-yl, benzo-1,4-dioxan-5-yl, benzo-1,4-dioxan-6-yl, benzo-1,5-dioxepan-6-yl and benzo-1,4-dioxepan-7-yl.
62 . The compound of claim 1 , where Cyc 2 and Cyc 3 , independently of each other, are selected from the group consisting of saturated 4-, 5-, 6-, 7- or 8-membered heteromonocycles and saturated 7-, 8-, 9- or 10-membered heterobicycles, where the heteromonocycles and the heterobicycles have one nitrogen or oxygen atom as ring member and may have one further heteroatom or heteroatom group as ring member, which is selected from the group consisting of O, S, S(═O), S(═O) 2 and N, where the saturated heteromonocycle and the saturated heterobicycle are unsubstituted or carry 1, 2, 3, 4 or 5 radicals R C1 or one radical Y′—R C2 and 0, 1, 2, 3 or 4 radicals R C1 , where R C1 , R C2 and Y′ are as defined in claim 1 .
63 . The compound of claim 62 , where Y 2 -Cyc 2 and Y 3 -Cyc 3 , independently of each other, are is selected from the group consisting of phenyl, 5- or 6-membered monocyclic hetaryl selected from the group consisting of pyridyl, pyrimidinyl, furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl and thiazolyl, 9- or 10-membered bicyclic hetaryl selected from the group consisting of indolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, benzotriazolyl, benzopyrazolyl and benzofuryl, where phenyl and hetaryl are unsubstituted or carry 1, 2 or 3 radicals R C1 which are selected from the group consisting of fluorine, chlorine, CN, methyl, difluoromethyl, trifluoromethyl, methoxy and NH 2 , or, if Cyc 2 or Cyc 3 are phenyl, two radicals R C1 which are bound to adjacent carbon atoms, together with the phenyl ring to which they are bound, form a bicyclic heterocyclic radical, which is selected from 2,3-dihydrobenzofuran-5-yl, 2,3-dihydrobenzofuran-6-yl, 1,3-dihydroindol-2-on-5-yl, 1,3-dihydroindol-2-on-6-yl, benzo-1,3-dioxolan-5-yl, benzo-1,3-dioxolan-6-yl, benzo-1,4-dioxan-5-yl, benzo-1,4-dioxan-6-yl, benzo-1,5-dioxepan-6-yl and benzo-1,4-dioxepan-7-yl.
64 . The compound of claim 1 , which is selected from the group consisting of
3,7-di(pyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 7-(pyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(pyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(pyridin-4-yl)-5-[2-(pyridin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3,7-di(pyridin-4-yl)-5-[2-(pyridin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(quinolin-2-yl)ethyl]-3-[4-(trifluoromethyl)phenyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(4-methylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-[4-(propan-2-yl)phenyl]-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(4-ethylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 4-{4-oxo-5-[2-(quinolin-2-yl)ethyl]-4,5-dihydrothieno[2,3-d]pyridazin-3-yl}benzonitrile; 3-(4-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(4-fluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(4-ethoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-[4-(dimethylamino)phenyl]-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; (4-{4-oxo-5-[2-(quinolin-2-yl)ethyl]-4,5-dihydrothieno[2,3-d]pyridazin-3-yl}phenyl)acetonitrile; 3-(4-hydroxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-chlorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-methylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-ethylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-fluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-ethoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-hydroxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(quinolin-2-yl)ethyl]-3-[2-(trifluoromethyl)phenyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-[3-(methoxymethyl)phenyl]-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3-ethoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-[3-(dimethylamino)phenyl]-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-[4-Oxo-5-(2-quinolin-2-yl-ethyl)-4,5-dihydro-thieno[2,3-d]pyridazin-3-yl}benzonitrile; 3-(3-fluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3-hydroxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; N,N-dimethyl-3-{4-oxo-5-[2-(quinolin-2-yl)ethyl]-4,5-dihydrothieno[2,3-d]pyridazin-3-yl}benzamide; 3-(3-methylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(quinolin-2-yl)ethyl]-3-(thiophen-2-yl)thieno[2,3-d]pyridazin-4(5H)-one; 3-(1-methyl-1H-indol-5-yl)-5-(2-quinolin-2-yl-ethyl)-5H-thieno[2,3-d]pyridazin-4-one; 3-(1H-indol-6-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(pyrimidin-5-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-methoxypyridin-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(pyridin-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(4-methoxypyridin-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(furan-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(quinolin-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(isoquinolin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(isoquinolin-5-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(1H-indol-4-yl)-5-(2-quinolin-2-yl-ethyl)-5H-thieno[2,3-d]pyridazin-4-one; 3-(2,3-dihydrobenzofuran-5-yl)-5-(2-quinolin-2-yl-ethyl)-5H-thieno[2,3-d]pyridazin-4-one; 3-(quinolin-5-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(6-methoxypyridin-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-methylpyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(5-methoxypyridin-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-[6-(morpholin-4-yl)pyridin-3-yl]-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(1,3-benzodioxol-5-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(quinolin-6-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(1-methyl-1H-pyrazol-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-[1-(2-methylpropyl)-1H-pyrazol-4-yl]-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; tert-butyl 2-{4-oxo-5-[2-(quinolin-2-yl)ethyl]-4,5-dihydrothieno[2,3-d]pyridazin-3-yl}-1H-pyrrole-1-carboxylate; 3-(2-methoxypyrimidin-5-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(quinolin-2-yl)ethyl]-3-(2,3,4-trifluorophenyl)thieno[2,3-d]pyridazin-4(5H)-one; 3-(4-fluoro-3-methylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(4-fluoro-2-methylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3-chloro-4-fluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-chloro-4-fluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3,4-dimethylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,4-dimethylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,4-difluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,4-dimethoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,5-dimethoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,3-difluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3,4-dimethoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3,4-difluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(5-fluoro-2-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(4-fluoro-2-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3,5-dimethoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,5-difluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,3-dimethoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3-fluoro-4-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-fluoro-3-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3,5-difluorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(3-fluoro-5-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-methoxy-5-methylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2,5-dichlorophenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(naphthalen-2-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-phenyl-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(1-benzofuran-2-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(1H-indazol-5-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(1-methyl-1H-pyrazol-5-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(4,5-difluoro-2-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-fluoro-4-methylphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(2-fluoro-5-methoxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-methyl-4-{4-oxo-5-[2-(quinolin-2-yl)ethyl]-4,5-dihydrothieno[2,3-d]pyridazin-3-yl}benzonitrile; 5-[2-(6-fluoroquinolin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2,2-difluoro-2-(quinolin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 3-(pyridin-4-yl)-5-[2-(thieno[3,2-b]pyridin-5-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(7-fluoroimidazo[1,2-a]pyridin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 8-(pyridin-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(quinolin-2-yl)ethyl]-8-[4-(trifluoromethyl)phenyl]phthalazin-1(2H)-one; 8-(4-methylphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[4-(propan-2-yl)phenyl]-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(4-ethylphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 4-{4-oxo-3-[2-(quinolin-2-yl)ethyl]-3,4-dihydrophthalazin-5-yl}benzonitrile; 8-(4-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(4-fluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; (4-{4-oxo-3-[2-(quinolin-2-yl)ethyl]-3,4-dihydrophthalazin-5-yl}phenyl)acetonitrile; 8-(4-hydroxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-chlorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-methylphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-ethylphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-fluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 3-{4-oxo-3-[2-(quinolin-2-yl)ethyl]-3,4-dihydrophthalazin-5-yl}benzonitrile; 8-(3-fluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3-hydroxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; N,N-dimethyl-3-{4-oxo-3-[2-(quinolin-2-yl)ethyl]-3,4-dihydrophthalazin-5-yl}benzamide; 8-(3-methylphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(quinolin-2-yl)ethyl]-8-(thiophen-2-yl)phthalazin-1(2H)-one; 8-(1-methyl-1H-indol-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3,5-dimethyl-1H-pyrazol-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1H-indol-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1H-indol-6-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(pyrimidin-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-methoxypyridin-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(pyridin-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(furan-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(quinolin-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1H-indol-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,3-dihydro-1-benzofuran-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1-benzofuran-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(6-methoxypyridin-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-methylpyridin-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(5-methoxypyridin-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(5-fluoropyridin-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1,3-benzodioxol-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1-methyl-1H-pyrazol-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[1-(2-methylpropyl)-1H-pyrazol-4-yl]-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; tert-butyl 2-{4-oxo-3-[2-(quinolin-2-yl)ethyl]-3,4-dihydrophthalazin-5-yl}-1H-pyrrole-1-carboxylate; 8-(3-chloro-4-fluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-chloro-4-fluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3,4-dimethylphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,4-dimethoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,5-dimethoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,3-difluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3,4-dimethoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3,4-difluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(5-fluoro-2-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(4-fluoro-2-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3,5-dimethoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,5-difluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3-fluoro-4-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-fluoro-3-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3,5-difluorophenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(3-fluoro-5-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(naphthalen-2-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-phenyl-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1-benzofuran-2-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1-methyl-1H-pyrazol-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(4,5-difluoro-2-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-fluoro-4-methylphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2-fluoro-5-methoxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(pyridin-3-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(pyridin-4-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(3-methoxypyridin-4-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(pyrimidin-5-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(1-methyl-1H-pyrazol-3-yl)phthalazin-1(2H)-one; 8-(furan-3-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(2-oxo-2,3-dihydro-1H-indol-6-yl)phthalazin-1(2H)-one; 8-(3,4-dihydro-2H-chromen-6-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(1,1-dioxidothiomorpholin-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(morpholin-4-yl)phthalazin-1(2H)-one; 8-(1,1-dioxidothiomorpholin-4-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(tetrahydro-1H-furo[3,4-c]pyrrol-5(3H)-yl)phthalazin-1(2H)-one; 8-(5,5-difluorohexahydrocyclopenta[c]pyrrol-2(1H)-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(piperazin-1-yl)phthalazin-1(2H)-one; 8-(4,4-difluoropiperidin-1-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[4-(chloromethyl)-4-(hydroxymethyl)piperidin-1-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(piperidin-1-yl)phthalazin-1(2H)-one; 8-(2,3-dihydro-4H-1,4-benzoxazin-4-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[4-(trifluoromethyl)piperidin-1-yl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(4-methylpiperazin-1-yl)phthalazin-1(2H)-one; 8-(1,3-dihydro-2H-isoindol-2-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(7-benzyl-2,7-diazaspiro[4.4]non-2-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-({[(3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-yl]methyl}amino)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; tert-butyl (3R)-3-({3-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-4-oxo-3,4-dihydrophthalazin-5-yl}amino)pyrrolidine-1-carboxylate; 8-(2,6-dimethylmorpholin-4-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(1,4-ox azepan-4-yl)phthalazin-1(2H)-one; tert-butyl 4-{3-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-4-oxo-3,4-dihydrophthalazin-5-yl}-3,6-dihydropyridine-1(2H)-carboxylate; 5-(pyridin-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 5-(pyrimidin-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 5-(1-methyl-1H-pyrazol-5-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 5-(1,1-dioxidothiomorpholin-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-5-(pyridin-3-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-5-(pyrimidin-5-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-5-(morpholin-4-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-5-(tetrahydro-1H-furo[3,4-c]pyrrol-5(3H)-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-4-(pyrimidin-5-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-4-(morpholin-4-yl)phthalazin-1(2H)-one; 3-(3-methoxypyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[3,2-c]pyridin-4(5H)-one; 3-(3-hydroxypyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[3,2-c]pyridin-4(5H)-one; 3-(1-methyl-1H-pyrazol-5-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[3,2-c]pyridin-4(5)H-one; 3-(pyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[3,2-c]pyridin-4(5H)-one; 3-(pyrimidin-5-yl)-5-(2-quinolin-2-yl)ethyl)thieno[3,2-c]pyridin-4(5H)-one; 3-(2-oxoindolin-6-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[3,2-c]pyridin-4(5H)-one; 3-(3-hydroxyphenyl)-5-[2-(quinolin-2-yl)ethyl]thieno[3,2-c]pyridin-4(5H)-one; 5-[2-(5-ethylpyridin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 5-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 3-(morpholin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[3,2-c]pyridin-4(5H)-one; tert-butyl-4-(4-oxo-5-(2-quinolin-2-yl)ethyl)-4,5-dihydrothieno[3,2-c]pyridin-3-yl)-5,6-dihydropyridine-1(2H) carboxylate; 5-(2-(quinolin-2-yl)ethyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; tert-butyl-4-(4-oxo-5-(2-quinolin-2-yl)ethyl)-4,5-dihydrothieno[3,2-c]pyridin-3-yl)-piperidine-1 carboxylate; 3-(piperidin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[3,2-c]pyridin-4(5H)-one; 3-methyl-7-(pyridin-4-yl)-5-(2-(quinolin-2-yl)ethyl)thieno[3,2-c]pyridin-4(5H)-one; 3-(pyridin-4-yl)-5-[2-(5,6,7,8-tetrahydroquinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; (R)-tert-butyl 3-(3-(2-(imidazo[1,2-a]pyridin-2-yl)ethyl)-4-oxo-3,4-dihydrophthalazin-5-ylamino)pyrrolidine-1-carboxylate; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[(3R)-pyrrolidin-3-ylamino]phthalazin-1(2H)-one; 5-(3-hydroxyphenyl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; (E)-8-(pyridin-4-yl)-2-(2-(quinolin-2-yl)vinyl)isoquinolin-1(2H)-one; anti (rac) 8-(pyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti (+)-8-(pyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti (−)-8-(pyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; 8-(pyridin-4-yl)-2-(2-quinolin-2-yl-ethyl)isoquinolin-1(2H)-one; anti (rac) 3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti (+) 3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti (−) 3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; (E)-8-pyridin-4-yl-2-(2-quinolin-2-yl-vinyl)-2H-phthalazin-1-one; anti (rac) 8-pyridin-4-yl-2-(2-quinolin-2-yl-cyclopropyl)-2H-phthalazin-1-one; anti (+) 8-pyridin-4-yl-2-(2-quinolin-2-yl-cyclopropyl)-2H-phthalazin-1-one; anti (−) 8-pyridin-4-yl-2-(2-quinolin-2-yl-cyclopropyl)-2H-phthalazin-1-one; and the N-oxides, the prodrugs, the tautomers and the hydrates thereof, and the pharmaceutically acceptable salts thereof.
65 . The compound of claim 1 , which is selected from the group consisting of
7-(pyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]furo[3,2-c]pyridin-4(5H)-one; 3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)ethyl)furo[3,2-c]pyridin-4(5H)-one; 5-(2-(1H-benzo[d]imidazol-2-yl)ethyl)-3-(pyridin-4-yl)furo[3,2-c]pyridin-4(5H)-one; 5-(2-(imidazo[1,2-a]pyridin-2-yl)ethyl)-3-(pyridin-4-yl)furo[3,2-c]pyridin-4(5H)-one; 3-(pyrimidin-5-yl)-5-(2-(quinolin-2-yl)ethyl)furo[3,2-c]pyridin-4(5H)-one; 4-(pyridin-4-yl)-6-(2-(quinolin-2-yl)allyl)pyrido[2,3-d]pyridazin-5(6H)-one; syn 8-(pyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyridazin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)furo[3,2-c]pyridin-4(5H)-one; syn 3-(pyridazin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)furo[3,2-c]pyridin-4(5H)-one; anti 3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)furo[3,2-c]pyridin-4(5H)-one; syn 3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)furo[3,2-c]pyridin-4(5H)-one; anti 8-(oxetan-3-ylamino)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(oxetan-3-ylamino)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(pyridazin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(pyridazin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(6-fluoropyridin-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(6-fluoropyridin-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(2-fluoropyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(2-fluoropyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(pyridin-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(pyridin-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(pyrimidin-5-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(pyrimidin-5-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(1-methyl-1H-pyrazol-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(1-methyl-1H-pyrazol-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(3-fluoropyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(3-fluoropyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(2-fluoropyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(2-fluoropyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-((3S)-3-hydroxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-((3S)-3-hydroxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(3-methoxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(3-methoxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-morpholino-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-morpholino-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 1-(1-oxo-2-(2-(quinolin-2-yl)cyclopropyl)-1,2-dihydroisoquinolin-8-yl)piperidine-4-carbonitrile; syn 1-(1-oxo-2-(2-(quinolin-2-yl)cyclopropyl)-1,2-dihydroisoquinolin-8-yl)piperidine-4-carbonitrile; anti 8-((3R,4R)-4-fluoro-3-hydroxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-((3R,4R)-4-fluoro-3-hydroxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-((3S)-3-hydroxypyrrolidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-((3S)-3-hydroxypyrrolidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-((3R)-3-hydroxypyrrolidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-((3R)-3-hydroxypyrrolidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(methyl(oxetan-3-yl)amino)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(methyl(oxetan-3-yl)amino)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(4-methoxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(4-methoxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(4-hydroxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(4-hydroxypiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(1-acetylpiperidin-4-ylamino)-2-(2-quinolin-2-cyclopropyl)isoquinolin-1(2H)-one; syn 8-(1-acetylpiperidin-4-ylamino)-2-(2-quinolin-2-cyclopropyl)isoquinolin-1(2H)-one; anti 8-(piperidin-4-ylamino)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(piperidin-4-ylamino)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 2-(2-(quinolin-2-yl)cyclopropyl)-8-(tetrahydro-2H-pyran-4-yl)isoquinolin-1(2H)-one; syn 2-(2-(quinolin-2-yl)cyclopropyl)-8-(tetrahydro-2H-pyran-4-yl)isoquinolin-1(2H)-one; anti 2-(2-(quinolin-2-yl)cyclopropyl)-8-(2-oxa-6-azaspiro[3.4]octan-6-yl)isoquinolin-1(2H)-one; syn 2-(2-(quinolin-2-yl)cyclopropyl)-8-(2-oxa-6-azaspiro[3.4]octan-6-yl)isoquinolin-1(2H)-one; anti 8-(dihydro-1H-furo[3,4-c]pyrrol-5(3H,6H,6aH)-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(dihydro-1H-furo[3,4-c]pyrrol-5(3H,6H,6aH)-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(4,4-difluoropiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(4,4-difluoropiperidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-morpholino-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-morpholino-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(3-(difluoromethyl)pyrrolidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(3-(difluoromethyl)pyrrolidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-((1R,5S)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-((1R,5S)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(4-methylpiperazin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(4-methylpiperazin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(3-(fluoromethyl)pyrrolidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(3-(fluoromethyl)pyrrolidin-1-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-((1R,5S)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-((1R,5S)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(4-fluorophenyl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(4-fluorophenyl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(furan-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(furan-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(4,5-dihydrofuran-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(4,5-dihydrofuran-3-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 8-(4-methoxyphenyl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 8-(4-methoxyphenyl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-morpholinoisoquinolin-1(2H)-one; syn 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-morpholinoisoquinolin-1(2H)-one; anti 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-(pyridin-3-yl)isoquinolin-1(2H)-one; syn 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-(pyridin-3-yl)isoquinolin-1(2H)-one; anti 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-(pyrimidin-5-yl)isoquinolin-1(2H)-one; syn 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-(pyrimidin-5-yl)isoquinolin-1(2H)-one; anti 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-(pyridin-4-yl)isoquinolin-1(2H)-one; syn 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-(pyridin-4-yl)isoquinolin-1(2H)-one; anti 4-fluoro-8-(pyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 4-fluoro-8-(pyridin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 4-chloro-8-(pyrimidin-5-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 4-chloro-8-(pyrimidin-5-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; anti 4-(pyridin-4-yl)-6-(2-(quinolin-2-yl)cyclopropyl)pyrido[2,3-d]pyridazin-5(6H)-one; syn-4-(pyridin-4-yl)-6-(2-(quinolin-2-yl)cyclopropyl)pyrido[2,3-d]pyridazin-5(6H)-one; anti 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-(pyridin-4-yl)phthalazin-1(2H)-one; syn 2-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-8-(pyridin-4-yl)phthalazin-1(2H)-one; anti 7-fluoro-3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; syn 7-fluoro-3-(pyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(2-fluoropyridin-4-yl)-5-(2-(6-fluoroquinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; syn 3-(2-fluoropyridin-4-yl)-5-(2-(6-fluoroquinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 5-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; syn 5-(2-(6-fluoroquinolin-2-yl)cyclopropyl)-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyrimidin-5-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; syn 3-(pyrimidin-5-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyrimidin-5-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; syn 3-(pyrimidin-5-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyrimidin-5-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; syn 3-(pyrimidin-5-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(6-fluoropyridin-3-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; syn 3-(6-fluoropyridin-3-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(2-methylpyrimidin-5-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; syn 3-(2-methylpyrimidin-5-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyridazin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; syn 3-(pyridazin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl)thieno[3,2-c]pyridin-4(5H)-one; anti 3-(2-fluoropyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; syn 3-(2-fluoropyridin-4-yl)-5-(2-(quinolin-2-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; anti 3-(morpholin-4-yl)-5 [2-(quinolin-2-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; syn 3-(morpholin-4-yl)-5 [2-(quinolin-2-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyridin-3-yl)-5-[2-(thieno[3,2-b]pyridin-5-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; syn 3-(pyridin-3-yl)-5-[2-(thieno[3,2-b]pyridin-5-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyridin-3-yl)-5-[2-(quinolin-2-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; syn 3-(pyridin-3-yl)-5-[2-(quinolin-2-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyrimidin-5-yl)-5-[2-(quinolin-2-yl)cyclopropyl]thieno[2,3-d]pyridazin-4(5H)-one; syn 3-(pyrimidin-5-yl)-5-[2-(quinolin-2-yl)cyclopropyl]thieno[2,3-d]pyridazin-4(5H)-one; anti 3-(pyridin-4-yl)-5-[2-(thieno[3,2-b]pyridin-5-yl)cyclopropyl]thieno[2,3-d]pyridazin-4(5H)-one; syn-(pyridin-4-yl)-5-[2-(thieno[3,2-b]pyridin-5-yl)cyclopropyl]thieno[2,3-d]pyridazin-4(5H)-one; anti 3-(pyridin-4-yl)-5-[2-(thieno[3,2-b]pyridin-5-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; syn 3-(pyridin-4-yl)-5-[2-(thieno[3,2-b]pyridin-5-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyridin-4-yl)-5-[2-(quinolin-2-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; syn 3-(pyridin-4-yl)-5-[2-(quinolin-2-yl)cyclopropyl]thieno[3,2-c]pyridin-4(5H)-one; anti 3-(pyridin-4-yl)-5-[2-(quinolin-2-yl)cyclopropyl]thieno[2,3-d]pyridazin-4(5H)-one; syn 3-(pyridin-4-yl)-5-[2-(quinolin-2-yl)cyclopropyl]thieno[2,3-d]pyridazin-4(5H)-one; anti 5-(pyrimidin-5-yl)-2-[2-(quinolin-2-yl)cyclopropyl]isoquinolin-1(2H)-one; syn 5-(pyrimidin-5-yl)-2-[2-(quinolin-2-yl)cyclopropyl]isoquinolin-1(2H)-one; anti 5-(pyridin-4-yl)-2-[2-(quinolin-2-yl)cyclopropyl]isoquinolin-1(2H)-one; syn 5-(pyridin-4-yl)-2-[2-(quinolin-2-yl)cyclopropyl]isoquinolin-1(2H)-one; anti 5-(pyridin-3-yl)-2-[2-(quinolin-2-yl)cyclopropyl]isoquinolin-1(2H)-one; syn 5-(pyridin-3-yl)-2-[2-(quinolin-2-yl)cyclopropyl]isoquinolin-1(2H)-one; anti 5-(morpholin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl]isoquinolin-1(2H)-one; syn 5-(morpholin-4-yl)-2-(2-(quinolin-2-yl)cyclopropyl]isoquinolin-1(2H)-one; anti 4-fluoro-8-(pyrimidin-5-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; syn 4-fluoro-8-(pyrimidin-5-yl)-2-(2-(quinolin-2-yl)cyclopropyl)isoquinolin-1(2H)-one; 8-(pyridin-4-yl)-2-[2-(quinolin-2-yl)ethyl]pyrido[3,4-d]pyridazin-1(2H)-one; 5-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-7-(1-methyl-1H-imidazol-4-yl)-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-7-(1-methyl-1H-pyrazol-4-yl)-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-7-(pyridin-3-yl)-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(6-chloroquinolin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 5-[2-(3-methylquinolin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 5-[2-(8-fluoroquinolin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 5-[2-(6-fluoroquinolin-2-yl)ethyl]-3-(pyridin-3-yl)thieno[3,2-c]pyridin-4(5H)-one; 5-[2-(6-fluoroquinolin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 5-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-3-(pyridin-3-yl)thieno[3,2-c]pyridin-4(5H)-one; 3-(pyridin-4-yl)-5-[2-(quinoxalin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(1,5-naphthyridin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(1H-indazol-1-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 3-(1-methyl-1H-pyrazol-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(1H-pyrazol-3-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(1H-benzimidazol-1-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(1H-benzimidazol-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(6-chloroquinolin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 3-(pyridin-3-ylethynyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 3-(pyridin-4-ylethynyl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(3,5-dimethylpyridin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(7-fluoroquinolin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 5-[2-(pyrazin-2-yl)ethyl]-3-(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one; 2-[2-(1,6-naphthyridin-2-yl)ethyl]-8-(pyridin-4-yl)isoquinolin-1(2H)-one; 2-[2-(8-fluoroquinolin-2-yl)ethyl]-8-(pyridin-4-yl)isoquinolin-1(2H)-one; 8-(pyridin-4-yl)-2-[1-(quinolin-2-yl)propan-2-yl]isoquinolin-1(2H)-one; 2-[2-(3-methylquinolin-2-yl)ethyl]-8-(pyridin-4-yl)isoquinolin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(1H-pyrazol-3-yl)phthalazin-1(2H)-one; 8-(morpholin-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(1-oxa-4,9-diazaspiro[5.6]dodec-9-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(2-oxa-7-azaspiro[3.5]non-7-yl)phthalazin-1(2H)-one; 8-[(3R)-3-hydroxypiperidin-1-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[(3S)-3-hydroxypiperidin-1-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(2-oxa-6-azaspiro[3.3]hept-6-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(1,2-oxazolidin-2-yl)phthalazin-1(2H)-one; 8-(hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(tetrahydrofuran-3-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(3-oxa-8-azabicyclo[3.2.1]oct-8-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(2-oxa-6-azaspiro[3.4]oct-6-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(2,2,6,6-tetrafluoromorpholin-4-yl)phthalazin-1(2H)-one; 8-(4-hydroxypiperidin-1-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(2-methylpyrimidin-5-yl)phthalazin-1(2H)-one; 8-(2-cyclopropylpyrimidin-5-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(pyridazin-4-yl)phthalazin-1(2H)-one; 8-(5-fluoropyridin-3-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[2-(3-fluorophenyl)morpholin-4-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(2-methoxypyrimidin-5-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[2-(trifluoromethyl)pyridin-4-yl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[2-(trifluoromethyl)morpholin-4-yl]phthalazin-1(2H)-one; 8-(2,2-dimethylmorpholin-4-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[2-(4-chlorophenyl)morpholin-4-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[2-(3,4-difluorophenyl)morpholin-4-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(piperidin-4-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(tetrahydro-2H-pyran-4-yl)phthalazin-1(2H)-one; 8-(2,6-diazabicyclo[3.2.1]oct-6-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[(1S,5S)-3,6-diazabicyclo[3.2.0]hept-3-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(furan-2-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(1-methyl-1H-pyrazol-4-yl)phthalazin-1(2H)-one; 8-(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,7-diazaspiro[4.4]non-2-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,7-diazaspiro[3.5]non-7-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(2,6-diazaspiro[3.5]non-6-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-(piperidin-4-yl)-2-[2-(5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[2-(aminomethyl)-4-chloropyrrolidin-1-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-4,8-di(pyridin-4-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[(3aR,4S,7R,7aS)-octahydro-1H-4,7-epiminoisoindol-8-yl]phthalazin-1(2H)-one; 8-[5-(4-chlorophenyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 4-bromo-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(pyridin-4-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[(3aS,8aS)-octahydropyrrolo[3,4-c]azepin-2(1H)-yl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[(3aS,8aR)-octahydropyrrolo[3,4-c]azepin-2(1H)-yl]phthalazin-1(2H)-one; tert-butyl (3aR,4S,7R,7aS)-8-{3-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-4-oxo-3,4-dihydrophthalazin-5-yl}octahydro-2H-4,7-epiminoisoindole-2-carboxylate; 8-(hexahydro-5H-furo[2,3-c]pyrrol-5-yl)-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(1,2,3,6-tetrahydropyridin-4-yl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[(3S)-tetrahydrofuran-3-ylamino]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[(3R)-tetrahydrofuran-3-ylamino]phthalazin-1(2H)-one; 8-{[5-(hydroxymethyl)-1,4-dioxan-2-yl]methoxy}-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(oxetan-3-yloxy)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(pyridin-4-ylmethoxy)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(morpholin-4-ylmethyl)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(pyridin-3-yloxy)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[(oxetan-3-ylmethyl)amino]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(tetrahydro-2H-pyran-4-ylamino)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[(1-methylazetidin-3-yl)amino]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(1,3-oxazol-2-ylamino)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-[methyl(oxetan-3-yl)amino]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(piperidin-4-ylamino)phthalazin-1(2H)-one; 8-[(1-acetylpiperidin-3-yl)amino]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 8-[(1-acetylpiperidin-4-yl)amino]-2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(tetrahydrofuran-3-ylamino)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(tetrahydro-2H-pyran-3-ylamino)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(piperidin-3-ylamino)phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-{methyl[(3-methyloxetan-3-yl)methyl]amino}phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-(oxetan-3-ylamino)phthalazin-1(2H)-one; 8-{[(3aS,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylmethyl]amino}-2-[2-(5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one; 5-(morpholin-4-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(1H-benzimidazol-2-yl)ethyl]-5-(pyridin-4-yl)phthalazin-1(2H)-one; 4-(pyridin-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 5-(1,4-dihydropyrimidin-5-yl)-2-[2-(5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-2-yl)ethyl]phthalazin-1(2H)-one 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-5-(pyridin-4-yl)phthalazin-1(2H)-one; 5-(pyridin-3-yl)-2-[2-(quinolin-2-yl)ethyl]phthalazin-1(2H)-one; 2-[2-(imidazo[1,2-a]pyridin-2-yl)ethyl]-8-{[(3-methyloxetan-3-yl)methyl]amino}-phthalazin-1(2H)-one; 4-(pyridin-4-yl)-6-[2-(quinolin-2-yl)ethyl]pyrido[2,3-d]pyridazin-5(6H)-one; 4-(morpholin-4-yl)-6-[2-(quinolin-2-yl)ethyl]pyrido[2,3-d]pyridazin-5(6H)-one; 4-(oxetan-3-ylamino)-6-[2-(quinolin-2-yl)ethyl]pyrido[2,3-d]pyridazin-5(6H)-one; 2-[2-(6-methoxypyridin-2-yl)ethyl]-8-(pyridin-4-yl)isoquinolin-1(2H)-one; 2-[2-(1,3-benzothiazol-2-yl)ethyl]-8-(pyridin-4-yl)isoquinolin-1(2H)-one; 2-[2-(5-methylpyridin-2-yl)ethyl]-8-(pyridin-4-yl)isoquinolin-1(2H)-one; 5-[(E)-2-(6-methoxyquinolin-2-yl)ethenyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 8-(pyridin-4-yl)-2-[(E)-2-(quinazolin-2-yl)ethenyl]isoquinolin-1(2H)-one; 5-[(E)-2-(6-chloroquinolin-2-yl)ethenyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 5-[(E)-2-(3-methylquinolin-2-yl)ethenyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 8-(pyridin-4-yl)-2-[(E)-2-(quinolin-2-yl)ethenyl]isoquinolin-1(2H)-one; 5-[(E)-2-(1,3-benzothiazol-2-yl)ethenyl]-3-(pyridin-4-yl)thieno[3,2-c]pyridin-4(5H)-one; 3-(pyridin-4-yl)-5-[(E)-2-(quinolin-2-yl)ethenyl]thieno[3,2-c]pyridin-4(5H)-one; and the enantiomers, the N-oxides, the prodrugs, the tautomers and the hydrates thereof, and the pharmaceutically acceptable salts thereof.
66 . The compound of claim 1 for use in therapy.
67 . Pharmaceutical composition which comprises the compound of claim 1 and at least one excipient.
68 . The compound of claim 1 for treating a medical disorder, selected from neurological and psychiatric disorders which can be treated by inhibition of phosphodiesterase type 10A.
69 . The compound of claim 1 for treating CNS disorders in a mammalian.
70 . The compound of claim 1 for treating schizophrenia in a mammalian.
71 . The compound of claim 1 for treating cognitive dysfunction associated with schizophrenia in a mammalian.
72 . The compound of claim 1 for treating bipolar disorders in a mammalian.
73 . The compound of claim 1 for treating depression in a mammalian.
74 . The compound of claim 1 for treating cognitive dysfunction associated with Alzheimer's disease in a mammalian.
75 . The compound of claim 1 for treating diet-induced obesity in a mammalian.
76 . The compound of claim 1 for treating Huntington's disease in a mammalian.
77 . The compound of claim 1 for treating anxiety in a mammalian.
78 . A method for treating a medical disorder, selected from neurological and psychiatric disorders which can be treated by inhibition of phosphodiesterase type 10A, said method comprising administering an effective amount of the compound of claim 1 to a subject in need thereof.Cited by (0)
No later patents cite this yet.
References (0)
No backward citations on record.