Indazole Compounds

Abstract

Novel compounds of Formula (I) or pharmaceutically acceptable salts, prodrugs and biologically active metabolites thereof of Formula (I) wherein the substituents are as defined herein, which are useful as therapeutic agents.

What is claimed is: 
     
         1 . A compound of Formula (I) 
       
         
           
           
               
               
           
         
         wherein 
         R 1  is selected from the group consisting of H, benzyl substituted with OCH 3 , optionally substituted (C 1 -C 3 )alkyl, pyrimidine substituted with NH 2  and amino(C 1 -C 3 )alkyl; 
         R 3  is selected from the group consisting of H, halogen, NH 2 , OH, COOH, —C(O)—NH—CH 2 —C(O)—OCH 3 , —NH—CH 2 -phenyl, —C(O)-pyridinyl, —NH—C(O)-cyclobutyl and —NH—C(O)-phenyl wherein phenyl is optionally substituted with either N(CH 3 ) 2  or OCH 3 ; or 
         R 3  is selected from the optionally substituted group consisting of (C 1 -C 6 )alkyl, benzo[b]thienyl, 2,3-dihydrobenzofuranyl, indolyl, isoquinolinyl, morpholinyl, naphthyl, phenyl, piperazinyl, pyrazolyl, pyridinyl, pyrimidinyl, pyrrolyl, quinolinyl and thienyl;
 wherein the substituent is selected from one or more CH 3 , NH 2 , Cl, F, dimethylamino, OH, CH 2 OH, —C(O)NH 2 , COOH, CF 3 , isopropyl, OCF 3 , OCH 3 , —O—CH 2 -phenyl, CN, OCH 2 CH 3 , —NH—C(O)-cyclobutyl, —NH—C(O)-phenyl, NH—C(O)—CH 3 , NHC(O)CH 3 , N(CH 3 ) 2 , S(O) 2 CH 3  and C(O)NH-phenyl; or 
 
         R 3  is —C(O)—NY 100 —(C(Y 100 ) 2 ) x —R a  wherein
 x is 0, 1, 2 or 3; 
 Y 100  is independently H or (C 1 -C 3 )alkyl; and 
 R a  is —C(O)—CH 3  or is selected from the optionally substituted group (C 1 -C 3 )alkyl, amino, aminoalkyl, benzimidazolyl, benzo[b]thienyl, benzotriazolyl, biphenyl, 1,3-dihydrobenzimidazolyl, 1,3-dihydrobenzimidazolyl-2-one, imidazolyl, indolyl, naphthyl, phenyl, pyrazolyl, pyridinyl, pyrimidinyl, tetrahydropyranyl and thiazolyl; or 
 
         R 3  is A-B wherein A is connected to the indazole and
 A is selected from the group consisting of —C≡C, —C≡C-phenyl, indazolyl, phenyl, pyridinyl and thienyl; 
 B is selected from the group consisting of benzyloxy, morpholinyl, phenyl, thienyl, t-butyl, —NH—C(O)-cyclobutyl and —NH—C(O)-phenyl; 
 
         R 4  is H or NH 2 ; 
         R 5  is selected from the group consisting of H, NH 2 , NO 2 , halo; or 
         R 5  is selected from the optionally substituted group consisting of benzimidazolyl, 3,4-dihydrobenzo[1,4]thiazinyl, benzyloxyphenyl, furo[3,2-c]pyridine, indazolyl, indolyl, isoquinolinyl, phenyl, piperidinyl, pyrazolo[3,4-d]pyrimidine, pyrazinyl, pyrazolyl, pyridinyl, pyrrolo[2,3-b]pyridinyl, pyrrolo[2,3-c]pyridinyl, pyrrolo[2,3-d]pyridinyl, pyrimidinyl, pyrrolo[3,2-d]pyridine, pyrrolo[2,3-d]pyrimidinyl, pyridinyl, pyrrolyl, quinolinyl, quinazolinyl, thienyl, thieno[2,3-c]pyridinyl, thieno[2,3-d]pyrimidine, thieno[3,2-c]pyridine, 7-azaindolinyl and 7-azaindolyl; or 
         R 5  is —C(O)—R b ; wherein
 R b  is selected from the group consisting of OH, (C 1 -C 3 )alkoxy, phenyl, optionally substituted piperidinyl, optionally substituted pyridinyl and optionally substituted pyrrolidinyl; or 
 R b  is D-E wherein D is attached to the C(O) and
 D is selected from the group consisting of piperidinyl and pyrrolidinyl; 
 E is selected from the group consisting of pyridinyl and pyrimidinylaminemethyl; 
 
 
         R 5  is —C(O)—NH—(CH 2 ) a —R c ; wherein
 a is 0, 1, 2 or 3; 
 R c  is —CONH 2  or 
 R c  is selected from the optionally substituted group consisting of benzimidazolyl, benzothiazolyl, benzo[b]thiophenyl, dimethylamino, fluorene, imidazolyl, indanyl, indazolyl, isoxazolyl, oxazolyl, phenyl, piperidinyl, pyrazolyl, pyridinyl, quinazolinyl, thiadiazolyl and 1,2,4-triazolyl; or 
 R c  is J 100 -J 200  wherein J 100  is attached to (CH 2 ) x  and
 J 100  is selected from the optionally substituted group consisting of isoxazolyl, piperazinyl, pyrazolyl pyridinyl, and phenyl; and 
 J 200  is selected from the group consisting of benzimidazolyl, benzoxazolyl, cyclohexyl, furanyl, imidazo[1,2-a]pyridinyl, indolyl, isoxazolyl, —NH—C(O)-phenyl, phenoxy and optionally substituted phenyl; 
 
 
         R 5  is —NH—C(O)—(CH 2 ) n —R d ; wherein
 n is 0 to 3; 
 R d  is —C(CH 3 ) 2 —CH 2 —C(O)—CH 3 ; or 
 R d  is selected from the optionally substituted group of (C 1 -C 2 )alkoxy, alkylamino, benzimidazolyl, benzo[1,3]dioxazolyl, benzo[1,2,5]oxadiazolyl, benzotriazolyl, benzo[b]thienyl, benzofuranyl, benzyloxy, cyclopropyl, cyclohexyl, chromenyl, dimethylamino, furanyl, hexahydropyrimidinyl, imidazolyl, imidazo[2,1-b]thiazolyl, imidazo[2,1-b]thiazolyl, imidazolidinyl, indolyl, isoxazolyl, morpholinyl, phenyl, piperazinyl, piperidinyl, pyrazinyl, pyrazolyl, pyrazolo[1,5-a]pyrimidinyl, pyridazinyl, pyridinyl, pyrimidinyl, pyrrolidinyl, pyrrolyl, quinolinyl, quinoxalinyl, tetrahydrobenzofuranyl, tetrahydrofuranyl, thiazolyl, thieno[2,3-d]pyrimidinyl, thienyl, 2,3-dihydrothiazolo[3,2-a]pyrimidine, —S-pyrimidinyl, —O-phenyl, —O—Si(CH 3 ) 2 —C(CH 3 ) 3 , —NH—S(O) 2 -phenyl, —NH—C(O)—NH 2 , 1,2,3,4-tetrahydronaphthyridinyl or N(CH 3 ) 2 ; or 
 R d  is M-Q wherein M is attached to the (CH 2 ) n  and 
 M is selected from the group consisting of optionally substituted methylene, cyclopropylidene, optionally substituted isoxazolyl, phenyl, pyrazolyl, —NH—C(O) and optionally substituted 1,3,5-triazinyl; 
 Q is selected from the group consisting of furanyl, morpholinyl, phenyl, phenylamine and optionally substituted 1,3,4-thiadiazolyl; 
 
         R 5  is —NH—CH 2 —C(Y 200 ) 2 —R e  wherein Y 200  is independently H or (C 1 -C 3 )alkyl and R e  is selected from the optionally substituted group of (C 1 -C 6 )alkoxy, imidazolyl, phenyl, piperidinyl, pyrrolidinyl and 1,2,3,4-tetrahydro[1,8]naphthyridine; or 
         R 5  is —NH—C(O)—N(R f ) 2  wherein R f  is independently H or optionally substituted (C 1 -C 3 )alkyl; or 
         R 5  is —NH—(C(O)) m —NY 300 —(CH 2 ) p —R g ; wherein
 m is 0, 1 or 2; 
 Y 300  is H or optionally substituted (C 1 -C 3 )alkyl; 
 p is 1 or 2; and 
 R g  is selected from the optionally substituted group of amino, (C 1 -C 2 )alkoxy, benzo[1,3]dioxazolyl, benzothiazolyl, benzo[1,4]oxazinyl, benzo[1,2,5]thiadiazolyl, imidazol[1,2-a]pyridinyl, imidazolyl, isoxazolyl, morpholinyl, oxazolyl, phenyl, piperidinyl, pyrazinyl, pyrazolyl, pyridinyl, pyrrolyl, tetrahydropyranyl, thiazolyl and triazolyl; or 
 R g  is W—X wherein W is attached to the (CH 2 ) p  and
 W is thiazolyl and X is thienyl; 
 
 
         R 5  is —NH—S(O) 2 R h  wherein R h  is selected from the group of optionally substituted benzo[1,2,5]oxodiazolyl, benzo[1,2,5]thiadiazolyl, imidazolyl, isoxazolyl, oxazolyl, benzo[1,4]oxazinyl, pyrazolyl, phenyl, quinolinyl, thiazolyl, thienyl and thienyl; or
 R h  is T-U wherein T is attached to the S(O) 2  and
 T is phenyl or thienyl; 
 U is selected from the group consisting of pyridinyl, optionally substituted thiazolyl and —NH-pyrimidinyl wherein the pyrimidinyl can be optionally substituted; or 
 
 
         R 5  is —N(Y 400 )—R i  wherein
 Y 400  is H or Y 400  is selected from the optionally substituted group consisting of (C 1 -C 3 )alkyl, amino(C 1 -C 3 )alkyl and pyridinylmethyl; and 
 R i  is selected from the optionally substituted group of (C 1 -C 3 )alkyl, 6-azaindolyl cyclobutenyl, phenyl, purinyl, pyrazinyl, pyrazolo[1,5-a]pyrimidine, pyridazinyl, pyridinyl, pyrimidinyl, pyrrolo[2,3-c]pyridinyl, pyrrolo[2,3-b]pyrimidinyl, pyrrolo[3,2-d]pyrimidinyl, pyrrolo[3,4-b]pyrimidinyl, pyrrolo[2,3-d]pyrimidinyl, quinazolinyl, thieno[3,2-d]pyrimidinyl, thieno[3,2-b]pyridinyl, and triazinyl; or 
 R i  is V—W wherein V is attached to the nitrogen and
 V is a bond or is selected from the optionally substituted group consisting of isoquinolinyl, pyridinyl, pyrimidinyl and pyrrolo[3,2-d]pyrimidinyl; 
 W is selected from the optionally substituted group consisting of (C 1 -C 3 )alkyl, alkoxyalkyl, cyclopentyl, morpholinyl, phenyl, pyrimidinyl, pyrrolidinyl, thieno[3,2-b]pyridinyl, —NH-phenyl, —NH—CH 2 —CH 2 —N(CH 3 ) 2 , —NH—NH 2 , NH—C(O)—CH 3 , CH 2 -phenyl, NH—C(O)-furanyl, S-isopropyl, S-naphthyl, S-phenyl and S—CH 2 —CH 2 —NH 2 ; or 
 
 
         R 5  is Z 100 —Z 200  wherein Z 100  is attached to the indazole and
 Z 100  is selected from the group consisting of butyl, ethyl, indazolyl, optionally substituted phenyl, optionally substituted pyridinyl, optionally substituted pyrimidinyl, pyrrolo[3,2-d]pyrimidinyl and optionally substituted thienyl; 
 Z 200  is selected from the group consisting of —C(O)—NH—CH 2 CH 2 —NH 2 , NH 2 , —NH—C(O)-thienyl, —NH—C(O)—CH(CH 3 ) 2 , —NH—C(O)—CH 3 , —NH—C(O)C(CH 3 ) 3 , —NH—C(O)—NH-furanyl, —NH—C(O)—NH-phenyl, benzo[b]thienyl, morpholinylethyl, phenyl, piperazinyl, piperidinyl, pyrazolyl and tetrazolyl; or 
 
         R 5  is —NH—C(O)—Y 500 —C(O)—R k ; wherein
 Y 500  is optionally substituted (C 1 -C 3 )alkyl; and 
 R k  is H or R k  is selected from the optionally substituted group consisting of phenyl, phenylamino and thienyl; or 
 
         R 5  is —NH—C(O)—(CH 2 ) y —NH-T-R m ; wherein
 y is 1 or 2; 
 T is C(O) or S(O) 2 ; and 
 R m  is selected from the group consisting of furanyl, phenyl and thienyl; 
 
         R 6  is H or R 6  is selected from the optionally substituted group consisting of (C i )alkoxy, (C 1 -C 3 )alkyl, benzo[b]thienyl, —NH-pyrimidinyl, —NH—S(O) 2 -phenyl-NH-pyrimidinyl, —NH—C(O)-benzo[b]thienyl, pyrrolo[2,3-b]pyrimidinyl and pyridinyl; and 
         R 7  is selected from the group consisting of H, halo, NH 2 , or R 7  is selected from optionally substituted group consisting of (C 2 -C 5 )alkenyl, (C 2 -C 5 )alkynyl, aminoalkynyl, benzofuranyl, benzothiazolyl, benzo[b]thienyl, furanyl, indolyl, isoquinolinyl, naphthyl, phenyl, phenylalkyl, phenyl(C 2 -C 5 )alkenyl, phenyl(C 2 -C 5 )alkynyl, pyridinyl, pyrimidinyl, pyrrolyl, quinolinyl, quinoxalinyl, thieno[2,3-b]pyridinyl, thienyl, —NH—S(O) 2 —CH 3 , —NH—C(O)—CH 3 , —NH—C(O)-phenyl, —C(O)—NH—CH 2 -phenyl and —C(O)—NH-phenyl; or 
         R 7  is Y—Z wherein Y is attached to the indazole; and
 Y is benzo[b]thienyl or thienyl; and 
 Z is selected from the group consisting of phenyl, thienyl, CH 2 NHCH 2 CH 2 -morpholinyl and substituted piperazinyl; or 
 
         R 7  is —C(O)—NH—(CH 2 ) r -phenyl wherein r is 0 or 1 and the phenyl is optionally substituted; 
         provided that the compound is not 
       
       
         
           
           
               
               
           
         
         wherein 
         R 3  is selected from the group consisting of H, OH and COOH; 
         R 5  is H or NO 2 ; 
         R 7  is H or NH 2    
         R 100  is OCH 3  and 
         R 200  is H or —C(O)—OCH 3 ; 
         provided that the compound is not 
       
       
         
           
           
               
               
           
         
         wherein 
         R 3  is NH 2  or phenyl; and 
         R 5  is H or NO 2 ; 
         provided that the compound is not 
       
       
         
           
           
               
               
           
         
         wherein 
         R 1  is H, methyl or propyl; 
         R 7  is H, F or methyl; and 
         R is H, methyl, OH, NH, or OCH 3 ; 
         provided that the compound is not 
       
       
         
           
           
               
               
           
         
         wherein R 3  is selected from the group consisting of I, Br, COOH, NH 2 , thienyl, pyridinyl, pyrrolyl, —C(O)—NH—CH—(CH 2 OH) 2 , —C(O)—NH—CH 2 —X 100 , 
       
       
         
           
           
               
               
           
         
         
           wherein X 100  is pyridinyl or phenyl optionally substituted with methyl; 
         
         provided that the compound is not 
       
       
         
           
           
               
               
           
         
         wherein 
         R 3  is morpholinyl or 4-methylpiperazinyl; 
         R c  is H, C 1  or NO 2 ; 
         R 6  is H or C 1  and 
         R 7  is H, C 1  or NO 2 ; 
         provided that the compound is not 
       
       
         
           
           
               
               
           
         
         wherein 
         R 6  is H, methyl or OCH 3 ; 
         R 6  is H or OCH 3 ; 
         L 100  is H or isopropyl; and 
         X 200  is phenyl or 4-chlorophenyl; 
         provided that the compound is not 
       
       
         
           
           
               
               
           
         
         wherein 
         R 1  is H or CH 3  and X 300  is benzyl, phenyl, 2-aminophenyl or 2-hydroxyphenyl; and 
         provided that the compound is not 
       
       
         
           
           
               
               
           
         
         wherein 
         R 1  is H, CH 2 OH, methyl, phenyl or 4-methoxybenzyl; 
         R 3  is H, I, pyridinyl or 
       
       
         
           
           
               
               
           
         
       
       and
 R 5  is H, Br, F, C(OH), —C(O)—OCH 2 CH 3  or —NH—C(O)—NH-benzyl. 
 
     
     
         2 . The compound of  claim 1  wherein
 R 1  is H or pyrimidinyl substituted with NH 2 ; 
 R 3  is selected from the group consisting of H, CH 3 , OH, Cl, benzo[b]thienyl, 2,3-dihydrobenzofuranyl, indolyl, naphthyl, phenyl, pyrazolyl, pyridinyl, pyrimidinyl, pyrrolyl, quinolinyl, thienyl, —NH—C(O)-cyclobutyl and —NH—C(O)-phenyl; wherein
 the indolyl is optionally substituted with CH 3 ; 
 the naphthyl is optionally substituted with OCH 3  or OH; and 
 the phenyl optionally substituted with one or more substituents selected from the group consisting of CH 3 , NH 2 , Cl, F, N(CH 3 ) 2 , OH, CH 2 OH, C(O)NH 2 , COOH, CF 3 , OCF 3 , OCH 3 , CN, OCH 2 CH 3 , NHC(O)CH 3 , —S(O) 2 CH 3  and —C(O)—NH-pheny; or 
 
 R 3  is —C(O)—NY 100 —(C(Y 100 ) 2   )   x —R a  wherein
 x is 0 or 1; 
 Y 100  is H; 
 R a  is selected from the optionally substituted group consisting of benzo[b]thienyl, benzimidazolyl, 1,3-dihydrobenzimidazolyl-2-one, benzotriazolyl, biphenyl, 1,3-dihydrobenzimidazolyl, indolyl, naphthyl and phenyl; wherein
 the naphthyl is substituted with OH or OCH 3 ; 
 the phenyl is optionally substituted with one or more Cl, F, OH, CH 2 OH, CH 2 CH 2 OH, COOH, C(O)NH 2 , N(CH 3 ) 2  or methyl; or 
 
 
 R 3  is A-B wherein
 A is selected from the group consisting of —C≡C, —C≡C-phenyl, phenyl and thienyl; and 
 B is selected from the group consisting of benzyloxy, phenyl, thienyl, —NH—C(O)-cyclobutyl and —NH—C(O)-phenyl; 
 
 R 4  is H; 
 R 5  is pyridinyl substituted with C(O)H, CH 2 OH, SCH 2 CH 2 NH 2  or NH 2 ; or 
 R 5  is selected from the group consisting of 
 
       
         
           
           
               
               
           
         
          wherein
 E is selected from the group consisting of H, OH, CH 3 , —CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 OH, CH 2 CH 2 OCH 3 , CH 2 CH 2 CH 2 NH 2 , CH 2 C(O)OH, CH 2 CH 2 C(O)OH, CH 2 CH 2 C(O)NH 2 , CH 2 CH 2 C(O)OCH 3 , CH 2 CH 2 CH 2 OCH 3 , NHCH 2 CH 2 CH 3 , CH 2 CH 2 C(O)NH(CH 3 ), CH 2 CH 2 C(O)N(CH 3 ) 2 , C(O)NHCH 2 CH 2 NH(CH 3 ), NHCH 2 CH 2 OCH 3 , NHCH 2 CH 2 OH, NHCH 2 CH 2 N(CH 3 ) 2 , isopropyl, CH 2 C(O)NH 2 , CH 2 CH(CH 3 )C(O)OH, CH 2 CH 2 CH 2 C(O)OH, CH 2 CH(CH 3 )C(O)OCH 3 , CH 2 CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 C(O)NH 2 , N(CH 3 ) 2 , morpholinylethyl, piperidinylethyl, 
 
       
       
         
           
           
               
               
           
         
         
            and 4-methylpiperazinylcyclohexyl; 
           E 300  is H or CH 2 CH 2 OCH 3 ; 
           G is selected from the group consisting of H, C 1 , NH 2 , CH 2 CH 2 C(O)NHCH 2 CH 2 NH 2 , C(O)NH 2 , C(O)NHCH 2 CH 2 NH 2 , C(O)NHCH 2 CH 2 N(CH 3 ) 2 , CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 C(O)OH, CH 2 CH 2 C(O)NH 2 , NHCH 2 CH 2 N(CH 3 ) 2 , NHCH 2 CH 2 -pyridinyl and NHCH 2 CH 2 NH 2 ; or 
         
         R 5  is —C(O)—NH—(CH 2 ) a —R c  wherein
 a is 0 
 R c  is benzimidazolyl or fluorene substituted with oxo; or 
 R c  is J 100 -J 200  wherein
 J 100  is selected from the group consisting of pyrazolyl, pyridinyl, piperazinyl and phenyl; wherein
 the phenyl is optionally substituted with one or more substituents selected from the group consisting of F, OH and OCH 3 ; 
 the piperazinyl is substituted with methyl; and 
 
 J 200  is selected from the group consisting of benzoxazolyl, benzimidazolyl, furanyl, imidazo[1,2-a]pyridinyl and 1,8a-dihydroimidazo[1,2-a]pyridinyl; or 
 
 
         R 5  is —NH—C(O)—(CH 2 ) n —R d  wherein
 n is 0, 1 or 2; and 
 R d  is benzimidazolyl, benzo[b]thienyl, imidazolyl, phenyl or pyrazolo[1,5-a]pyrimidinyl; wherein
 the phenyl is substituted with NO 2 ; 
 
 
         R 5  is —NH—(C(O)) m —NY 300 —(CH 2 ) p —R g  wherein
 m is 2; 
 Y 300  is H; 
 p is 1; and 
 R g  is benzo[1,3]dioxazolyl; or 
 
         R 5  is N(Y 400 )—R i  wherein
 Y 400  is selected from H, CH 2 CH 2 CH 2 OH, CH 2 CH 2 NH 2  or pyridinylmethyl; 
 R i  is V—W wherein 
 V is a bond or pyrimidinyl; and 
 W is pyrimidinyl substituted with NH 2  or pyrrolidinyl substituted with OH; or 
 
         R 5  is Z 100 —Z 200  wherein
 Z 100  is thienyl or pyridinyl substituted with CH 3  and Z 200  is thienyl or NH—C(O)-furanyl; 
 
         R 6  is selected from the group consisting of H, pyrrolo[2,3-b]pyrimidinyl and 
       
       
         
           
           
               
               
           
         
       
       and
 R 7  is selected from the optionally substituted group consisting of H, Br, Cl, I, benzofuranyl, benzo[b]thienyl, furanyl, indolyl, naphthyl, phenyl, pyridinyl, pyrrolyl, quinolinyl, quinoxalinyl, thieno[2,3-b]pyridinyl, thienyl, —CH═CH-phenyl, —C≡C-phenyl, —C(O)—NH—CH 2 -phenyl and —C(O)—NH-phenyl wherein
 the naphthyl is optionally substsituted with OH or OCH 3 ; 
 the benzo[b]thienyl is optionally substituted with OH, CH 3 , OCH 3 , N(CH 3 ) 2 , OH, CH 2 ═CHNHCH 3 , CH 2 NH 2 , CH 2 CH 2 NH 2  or CH 2 NHCH 2 CH 2 N(CH 3 ) 2 ; 
 the indolyl is substituted with C(O)N(CH(CH 3 ) 2 ) 2 , CH 2 OH, CH 2 C(O)NH 2 , COOH, C(O)NH 2 , N(CH 3 ) 2  or S(O) 2 CH 3 ; and 
 the phenyl is optionally substituted with one or more substituents selected from the group consisting of Cl, F, CH 3 , CH 2 OH, CN, —C(O)NH 2 , OH, OCH 3 , N(CH 3 ) 2 , NH—C(O)CH 3 , —NH—S(O) 2 —CH 3 ; 
 the thienyl is substituted with CH 2 OH; or 
 
 R 7  is Y—Z wherein
 Y is benzo[b]thienyl or thienyl; and 
 Z is selected from the optionally substituted group consisting of CH═CHNHCH 3 , NHCH 3 , CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NHCH 3 , CH 2 NHCH 2 CH 2 N(CH 3 ) 2 , N(CH 3 ) 2 , CH 2 NHCH 2 CH 2 -morpholinyl, benzo[b]thienyl, morpholinylmethyl, piperazinylmethylphenyl and thienyl; or 
 
 R 7  is —C(O)—NH—(CH 2 ) r -phenyl wherein
 r is 0 or 1; 
 the phenyl is optionally substituted with NH 2 . 
 
 
     
     
         3 . The compound of  claim 2  wherein
 R 1  is H or pyrimidinyl substituted with NH 2 ; 
 R 3  is selected from the group consisting of H, CH 3 , OH, Cl, benzo[b]thienyl, 2,3-dihydrobenzofuranyl, indolyl, naphthyl, phenyl, pyrazolyl, pyridinyl, pyrimidinyl, pyrrolyl, quinolinyl, thienyl, —NH—C(O)-cyclobutyl and —NH—C(O)-phenyl; wherein
 the indolyl is optionally substituted with CH 3 ; 
 the naphthyl is optionally substituted with OH; and 
 the phenyl optionally substituted with one or more substituents selected from the group consisting of OH, F, CH 3 , CF 3 , CN, —C(O)NH 2 , NH 2 , NHC(O)CH 3 , OCH 3 , OCF 3 , OCH 2 CH 3 , N(CH 3 ) 2 , —C(O)—NH-phenyl and —S(O) 2 CH 3 ; or 
 
 R 3  is —C(O)—NY 100 —(C(Y 100 ) 2 ) x —R a  wherein
 Y 100  is H; 
 x is 0; 
 R a  is selected from the optionally substituted group consisting of benzimidazolyl, 1,3-dihydrobenzimidazolyl-2-one, benzotriazolyl, biphenyl, indolyl, naphthyl and phenyl; wherein
 the naphthyl is substituted with OH or OCH 3 ; 
 the phenyl is optionally substituted with one or more Cl, F, OH, CH 2 OH, CH 2 CH 2 OH, C(O)NH 2 , N(CH 3 ) 2  or methyl; or 
 
 
 R 3  is A-B wherein
 A is selected from the group consisting of phenyl and thienyl; and 
 B is selected from the group consisting of benzyloxy, phenyl, thienyl, —NH—C(O)-cyclobutyl and —NH—C(O)-phenyl; 
 
 R 5  is pyridinyl substituted with NH 2 ; or 
 R 5  is selected from the group consisting of 
 
       
         
           
           
               
               
           
         
          wherein
 E is selected from the group consisting of H, CH 3 , CH 2 C(O)OH, CH 2 CH 2 CH 2 OH, CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 C(O)OH, CH 2 CH 2 C(O)NH 2 , CH 2 CH 2 C(O)OCH 3 , CH 2 CH 2 CH 2 OCH 3 , NHCH 2 CH 2 CH 3 , CH 2 CH 2 C(O)NH(CH 3 ), NHCH 2 CH 2 OCH 3 , NHCH 2 CH 2 OH, isopropyl, CH 2 C(O)NH 2 , CH 2 CH(CH 3 )C(O)OH, morpholinylethyl, piperidinylethyl, CH 2 CH 2 CH 2 C(O)OH, CH 2 CH(CH 3 )C(O)OCH 3 , CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 C(O)NH 2 , CH 2 CH 2 C(O)N(CH 3 ) 2 , and N(CH 3 ) 2 ; and 
 G is selected from the group consisting of H, NH 2 , Cl, CH 2 CH 2 C(O)NHCH 2 CH 2 NH 2 , C(O)NHCH 2 CH 2 NH 2 , C(O)NHCH 2 CH 2 N(CH 3 ) 2 , NHCH 2 CH 2 N(CH 3 ) 2 , NHCH 2 CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 C(O)OH, CH 2 CH 2 C(O)NH 2  and NHCH 2 CH 2 -pyridinyl; 
 
         R 5  is —C(O)—NH—(CH 2 ) a —R e  wherein
 a is 0; 
 R c  is J 100 -J 200  wherein
 J 100  is pyrazolyl or phenyl wherein the phenyl is optionally substituted with OCH 3 ; and 
 J 200  is benzoxazolyl, benzimidazolyl, furanyl, imidazo[1,2-a]pyridinyl or 1,8a-dihydroimidazo[1,2-a]pyridinyl; or 
 
 
         R 5  is —NH—C(O)—(CH 2 ) n —R d  wherein
 n is 0, 1 or 2; and 
 R d  is selected from the group consisting of benzimidazolyl, benzo[b]thieny, imidazolyl and pyrazolo[1,5-a]pyrimidinyl; 
 
         R 5  is —N(Y 400 )—R i  wherein
 Y 400  is selected from H, CH 2 CH 2 CH 2 OH, CH 2 CH 2 NH 2  or pyridinylmethyl; 
 R i  is V—W wherein 
 V is a bond or pyrimidinyl and W is pyrimidinyl substituted with NH 2  or pyrrolidinyl substituted with OH; 
 
         R 5  is Z 100 —Z 200  wherein
 Z 100  is thienyl; 
 Z 200  is thienyl; 
 
         R 6  is H or 
       
       
         
           
           
               
               
           
         
       
       and
 R 7  is selected from the optionally substituted group consisting of H, benzofuranyl, benzo[b]thienyl, furanyl, indolyl, naphthyl, quinolinyl, phenyl, pyrrolyl, quinoxalinyl, thienyl, thieno[2,3-b]pyridinyl, —CH═CH-phenyl, —C≡C-phenyl, —C(O)—NH—CH 2 -phenyl and —C(O)—NH-phenyl wherein
 the benzo[b]thienyl is optionally substituted with OH, CH 3 , OCH 3 , N(CH 3 ) 2 , CH 2 ═CHNHCH 3 , CH 2 NH 2 , CH 2 CH 2 NH 2  or CH 2 NHCH 2 CH 2 N(CH 3 ) 2 ; 
 the indolyl is substituted with methyl, CN, C(O)H, CH 2 CH 2 CH 2 NH 2 , CH 2 NHCH 2 CH═CH 2 , C(O)CH 3 , C(O)OCH 3 , OCH 3 , C(O)N(CH(CH 3 ) 2 ) 2 , CH 2 OH, CH 2 C(O)NH 2 , C(O)NH 2 , CH 2 NHCH 2 CH 2 N(CH 3 ) 2  or piperidinylmethyl; and 
 the phenyl is optionally substituted with one or more substituents selected from the group consisting of Cl, F, CH 3 , CH 2 OH, CN, —C(O)NH 2 , OH, OCH 3 , N(CH 3 ) 2  and —NH—S(O) 2 —CH 3 ; or 
 
 R 7  is Y—Z wherein
 Y is benzo[b]thienyl or thienyl; and 
 Z is selected from the optionally substituted group consisting of CH═CHNHCH 3 , NHCH 3 , CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NHCH 3 , CH 2 NHCH 2 CH 2 N(CH 3 ) 2 , N(CH 3 ) 2 , CH 2 NHCH 2 CH 2 -morpholinyl, benzo[b]thienyl, morpholinylmethyl and piperazinylmethyl; wherein
 the piperazinyl is optionally substituted with methyl. 
 
 
 
     
     
         4 . The compound of  claim 3  wherein
 R 1  and R 4  are H; 
 R 3  is selected from the optionally substituted group consisting of H, OH, 2,3-dihydrobenzofuranyl, naphthyl, pyrazolyl and pyrrolyl; wherein 
 R 3  is —C(O)—NY 100 —(C(Y 100 ) 2 ) x —R a  wherein
 Y 100  is H; 
 x is 0; 
 R a  is selected from the optionally substituted group consisting of naphthyl and phenyl; wherein
 the naphthyl is optionally substituted with OH; 
 the phenyl is optionally substituted with OH; or 
 
 
 R 3  is selected from the group consisting of —NH—C(O)-cyclobutyl and —NH—C(O)-phenyl; 
 R 3  is A-B wherein
 A is selected from the group consisting of phenyl and thienyl; and 
 B is selected from the group consisting of benzyloxy, phenyl and thienyl; 
 
 R 5  is selected from the group consisting of 
 
       
         
           
           
               
               
           
         
          wherein
 E is selected from the group consisting of H, CH 2 C(O)NH 2 , CH 2 CH(CH 3 )C(O)OCH 3 , CH 2 CH 2 CH 2 OH, CH 2 CH 2 C(O)OCH 3 , CH 2 CH 2 CH 2 OCH 3 , CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 C(O)OH, CH 2 CH 2 C(O)NH 2 , CH 2 CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 OCH 3 , CH 2 CH 2 CH 2 C(O)OH, CH 2 CH 2 CH 2 C(O)NH 2 , CH 2 CH(CH 3 )C(O)OH, CH 2 CH 2 C(O)NH(CH 3 ), CH 2 CH 2 C(O)N(CH 3 ) 2 , N(CH 3 ) 2 , isopropyl, morpholinylethyl and piperidinylethyl; and 
 G is H, NH 2  or NHCH 2 CH 2 -pyridinyl or 
 
         R 5  is —C(O)—NH—(CH 2 ) a —R c  wherein
 a is 0 
 R c  is J 100 -J 200  wherein
 J 100  is phenyl optionally substituted with OCH 3  and 
 J 200  is imidazo[1,2-a]pyridinyl or 1,8a-dihydroimidazo[1,2-a]pyridinyl; or 
 
 
         R 5  is —NH—C(O)—(CH 2 ) n —R d  wherein
 n is 2 and R d  is imidazolyl; or 
 
         R 5  is Z 100 —Z 200  wherein
 Z 100  is thienyl; 
 Z 200  is thienyl; 
 
         R 6  is H or 
       
       
         
           
           
               
               
           
         
       
       and
 R 7  is selected from the optionally substituted group consisting of H, benzofuranyl, benzo[b]thienyl, indolyl, naphthyl, quinolinyl, CH═CH-phenyl, —C≡C-phenyl, —C(O)—NH—CH 2 -phenyl and —C(O)—NH-phenyl wherein
 the benzo[b]thienyl is optionally substituted with OH, CH 3 , OCH 3 , N(CH 3 ) 2 , CH 2 ═CH 2 NHCH 3 , CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NHCH 2 CH 2 N(CH 3 ) 2 , piperidinylmethyl or CH 2 NHCH 2 N(CH 3 ) 2 ; and 
 the indolyl is optionally substituted with methyl, CN, C(O)H, CH 2 CH 2 CH 2 NH 2 , CH 2 NHCH 2 CH═CH 2 , C(O)CH 3 , C(O)OCH 3 , or OCH 3 ; methyl, CN, C(O)H, CH 2 CH 2 CH 2 NH 2 , CH 2 NHCH 2 CH═CH 2 , C(O)CH 3 , C(O)OCH 3 , or OCH 3    
 the phenyl is optionally substituted with one or more substituents selected from the group consisting of OH and OCH 3 ; or 
 
 R 7  is Y—Z wherein
 Y is benzo[b]thienyl or thienyl; and 
 Z is selected from the group consisting of CH═CHNHCH 3 , NHCH 3 , CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NHCH 3 , CH 2 NHCH 2 CH 2 N(CH 3 ) 2 , N(CH 3 ) 2 , CH 2 NHCH 2 CH 2 -morpholinyl, benzo[b]thienyl, morpholinylmethyl and piperazinylmethyl;
 wherein the piperazinyl is optionally substituted with methyl. 
 
 
 
     
     
         5 . The compound of  claim 4  wherein
 R 1  and R 4  are H; 
 R 3  is selected from the group consisting of H, OH, 2,3-dihydrobenzofuranyl, pyrrolyl and optionally substituted napthyl; or 
 R 3  is —C(O)—NY 100 —(C(Y 100 ) 2 ) x —R a  wherein
 Y 100  is H; 
 x is 0; and 
 R a  is phenyl substituted with OH; 
 
 R 5  is 
 
       
         
           
           
               
               
           
         
          wherein
 E is selected from the group consisting of H, CH 2 C(O)NH 2 , CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 OCH 3 , CH 2 CH 2 CH 2 OH, CH 2 CH 2 C(O)OH, CH 2 CH 2 CH 2 C(O)OH, CH 2 CH 2 C(O)NH 2 , CH 2 CH 2 CH 2 C(O)NH 2 , CH 2 CH(CH 3 )C(O)OCH 3 , CH 2 CH(CH 3 )C(O)OH, CH 2 CH 2 C(O)OCH 3 , CH 2 CH 2 C(O)NH(CH 3 ), CH 2 CH 2 C(O)N(CH 3 ) 2 , N(CH 3 ) 2 , isopropyl, morpholinylethyl and piperidinylethyl; and 
 G is H, NH 2  or NHCH 2 CH 2 -pyridinyl or 
 
         R 5  is —C(O)—NH—(CH 2 ) a —R c  wherein
 a is 0; and 
 R c  is J 100 -J 200  wherein 
 J 100  is phenyl and J 200  is 1,8a-dihydroimidazo[1,2a]pyridinyl; or 
 
         R 5  is —NH—C(O)—(CH 2 ) n —R d  wherein
 n is 2 and R d  is imidazolyl; or 
 
         R 5  is Z 100 —Z 200  wherein
 Z 100  is thienyl and Z 200  is thienyl; 
 
         R 6  is H or 
       
       
         
           
           
               
               
           
         
       
       and
 R 7  is selected from the optionally substituted group consisting of H, —CH═CH-phenyl, —C≡C-phenyl, benzofuranyl, benzo[b]thienyl, indolyl, quinolinyl, naphthyl, —C(O)—NH—CH 2 -phenyl and —C(O)—NH-phenyl;
 wherein the naphthyl is optionally substituted with OH, C(O)H or OCH 3 ; 
 the benzo[b]thienyl optionally substituted with OH, CH 3 , OCH 3 , CH 2 ═CH 3 —NHCH 3 , CH 2 NH 2 , CH 2 CH 2 NH 2 , CH 2 NHCH 2 CH 2 N(CH 3 ) 2 , N(CH 3 ) 2  or piperidinylmethyl; 
 the indolyl is optionally substituted with methyl, CN, C(O)H, CH 2 CH 2 CH 2 NH 2 , CH 2 NHCH 2 CH═CH 2 , C(O)CH 3 , C(O)OCH 3 , or OCH 3 ; 
 the phenyl is optionally substituted with OH or OCH 3 ; or 
 
 R 7  is Y—Z wherein
 Y is benzo[b]thienyl; and 
 Z is selected from the group consisting of CH 2 NHCH 2 CH 2 -morpholinyl, morpholinylmethyl and piperazinylmethyl wherein the piperazinyl is optionally substituted with methyl. 
 
 
     
     
         6 . The compound of  claim 5  wherein
 R 1 , R 3 , R 4  and R 6  are H; 
 R 5  is 
 
       
         
           
           
               
               
           
         
          wherein
 E is selected from the group consisting of H, —CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 OH, CH 2 CH 2 C(O)OH and CH 2 CH 2 C(O)NH 2 ; and 
 
         R 7  is selected from the group consisting of benzo[b]thienyl, indolyl, —C(O)—NH—CH 2 -phenyl and —C(O)—NH-phenyl wherein
 the benzo[b]theinyl is optionally substituted by piperidinylmethyl; 
 the indolyl is optionally substituted by CN, methyl or C(O)H. 
 
       
     
     
         7 . The compound of  claim 6  wherein
 R 1 , R 3 , R 4  and R 6  are H; 
 R 5  is 
 
       
         
           
           
               
               
           
         
          wherein
 E is H; and 
 
         R 7  is —C(O)—NH—CH 2 -phenyl or —C(O)—NH-phenyl. 
       
     
     
         8 . The compound of  claim 6  wherein
 R 1 , R 3 , R 4  and R 6  are H; 
 R 5  is 
 
       
         
           
           
               
               
           
         
          wherein
 E is selected from the group consisting of H, —CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 OH, CH 2 CH 2 C(O)OH and CH 2 CH 2 C(O)NH 2 ; and 
 
         R 7  is benzo[b]thienyl or indolyl wherein
 the benzo[b]theinyl is optionally substituted by piperidinylmethyl; 
 the indolyl is optionally substituted by CN, methyl or C(O)H. 
 
       
     
     
         9 . The compound of  claim 8  wherein R 1 , R 3 , R 4  and R 6  are H;
 R 5  is 
 
       
         
           
           
               
               
           
         
          wherein
 E is selected from the group consisting of —CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 NH 2 , CH 2 CH 2 CH 2 OH, CH 2 CH 2 C(O)OH and CH 2 CH 2 C(O)NH 2 ; and 
 
         R 7  is benzo[b]thienyl.