USRE40183EExpiredUtilityPatentIndex 84
7-Substituted-9-substituted amino-6-demethyl-6-deoxytetracyclines
Est. expiryOct 4, 2011(expired)· nominal 20-yr term from priority
C07D 333/34C07C 237/26C07D 277/46C07D 205/04C07D 333/24C07C 2603/46C07D 307/68C07D 333/38
84
PatentIndex Score
16
Cited by
166
References
103
Claims
Abstract
The invention is drawn to 7-substituted-9-(substituted amino)-6-demethyl-6-deoxytetracycline compounds of the formula wherein R, X, R 5 and R 6 are defined in the specification. The compounds of the invention are useful as broad spectrum antibiotics.
Claims
exact text as granted — not AI-modified1. A compound of the formula
wherein:
X is selected from amino, NR 1 R 2 , or halogen; the halogen is selected from bromine, chlorine, fluorine or iodine; R 1 is selected from hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl and 1-methylpropyl; R 2 is selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, and 1,1-dimethylethyl such that when X=NR 1 R 2 and R 1 =hydrogen,
R 2 =methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl or 1,1-dimethylethyl; and when R 1 =methyl or ethyl;
R 2 =methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl or 2-methylpropyl; and when R 1 =n-propyl,
R 2 =n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl or 2-methylpropyl;
and when R 1 =1-methylethyl,
R 2 =n-butyl, 1-methylpropyl or 2-methylpropyl;
and when R 1 =n-butyl,
R 2 =n-butyl, 1-methylpropyl or 2-methylpropyl;
and when R 1 =1-methylpropyl,
R 2 =2-methylpropyl;
R is selected from R 4 (CH 2 ) n CO— or R 4′ (CH 2 ) n SO 2 —; and n=0-4;
and when R=R 4 (CH 2 ) n CO— and n−0 n= 0 ,
R 4 is selected from amino; monosubstituted amino selected from straight or branched (C 1 -C 6 )alkylamino, cyclopropylamino, cyclobutylamino, benzylamino or phenylamino; disubstituted amino selected from dimethylamino, diethylamino, ethyl(1-methylethyl)amino, monomethylbenzylamino, piperidinyl, morpholinyl, 1-imidazolyl, 1-pyrrolyl, 1-(1,2,3-triazolyl) or 4-(1,2,4-triazolyl); a substituted (C 3 -C 6 )cycloalkyl group with substitution selected from cyano, amino or (C 1 -C 3 )acyl; a substituted (C 6 -C 10 )aryl group with substitution selected from halo, (C 1 -C 4 )alkoxy, trihalo (C 1 -C 3 )-alkyl, nitro, amino, cyano, (C 1 -C 4 )alkoxycarbonyl (C 1 -C 3 )alkylamino or carboxy; α-amino-(C 1 -C 4 )alkyl selected from aminomethyl, α-aminoethyl, α-aminopropyl or α-amino-butyl; carboxy (C 2 -C 4 )-alkylamino selected from aminoacetic acid, α-aminobutyric acid or α-aminopropionic acid and the optical isomers thereof; (C 7 -C 9 )aralkylamino; (C 1 -C 4 )alkoxycarbonylamino substituted (C 1 -C 4 ) alkyl group;
α-hydroxy(C 1 -C 3 )alkyl selected from hydroxymethyl, α-hydroxyethyl or α-hydroxy-1-methylethyl or α-hydroxypropyl; α-mercapto (C 1 -C 3 )alkyl selected from mercaptomethyl, α-mercaptoethyl, α-mercapto-1-methylethyl or α-mercaptopropyl; halo-(C 1 -C 3 )alkyl group; a heterocycle selected from the group consisting of a five membered aromatic or saturated ring with one N, O, S or Se heteroatom optionally having a benzo or pyrido ring fused thereto, a five membered aromatic ring with two N, O, S, or Se heteroatoms optionally having a benzo or pyrido ring fused thereto, a six membered aromatic ring with one to three N, O, S or Se heteroatoms, or a six membered saturated ring with one or two N, O, S or Se heteroatoms and an adjacent appended O heteroatom; acyl or haloacyl group selected from acetyl, propionyl, chloroacetyl, trifluoroacetyl; (C 3 -C 6 )cycloalcylcarbonyl, (C 6 -C 10 )aroyl selected from benzoyl or naphthoyl; halo substituted (C 6 -C 10 )aroyl; (C 1 -C 4 ) alkylbenzoyl, or (heterocycle)-carbonyl, the heterocycle as defined hereinabove;
(C 1 -C 4 )alkoxycarbonyl selected from methoxycarbonyl, ethoxycarbonyl, straight or branched propoxylcarbonyl, straight or branched butoxycarbonyl or allyloxycarbonyl; a substituted vinyl group with substitution selected from halogen, halo(C 1 -C 3 )alkyl, or a substituted (C 6 -C 10 )aryl group with substitution selected from halo, (C 1 -C 4 )-alkoxy, trihalo(C 1 -C 3 )alkyl, nitro, amino, cyano, (C 1 -C 4 )alkoxycarbonyl, (C 1 -C 3 )alkylamino or carboxy;
(C 1 -C 4 )alkoxy group; C 6 -aryloxy selected from phenoxy or substituted phenoxy with substitution selected from halo, (C 1 -C 4 ) alkyl, nitro, cyano, thiol, amino, carboxy, di(C 1 -C 3 )alkylamino; (C 7 -C 10 )aralkyloxy; vinyloxy or a substituted vinyloxy group with substitution selected from (C 1 -C 4 )alkyl, cyano, carboxy, or (C 6 -C 10 )aryl selected from phenyl, α-naphthyl, or β-naphthyl; R a R b amino(C 1 -C 4 )alkoxy group, wherein R a R b is a straight or branched (C 1 -C 4 )alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, or 2-methylpropyl or R a R b is (CH 2 ) m , m=2-6, or (CH 2 ) 2 W(CH 2 )2— (CH 2 ) 2 W ( CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )alkyl, O, S, —NH, —NOB and B is selected from hydrogen or (C 1 -C 3 )alkyl; or R a R b aminoxy group, wherein R a R b is straight or branched (C 1 -C 4 )alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, or 1,1-dimethylethyl or R a R b is (CH 2 ) m , m=2-6, or —(CH 2 ) 2 W(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )alkyl, O, S, —NH, —NOB and B is selected from hydrogen or (C 1 -C 3 )alkyl;
and when R=R 4 (CH 2 ) n CO— and n=1-4, R 4 is selected from amino;
a substituted (C 3 -C 6 )cycloalkyl group with substitution selected from cyano, amino or (C 1 -C 3 )acyl; a substituted(C 6 -C 10 )-aryl group with substitution selected from halo, (C 1 -C 4 )-alkoxy, trihalo(C 1 -C 3 )alkyl, nitro, amino, cyano, (C 1 -C 4 )alkoxycarbonyl, (C 1 -C 3 )alkylamino or carboxy; acyloxy or haloacyloxy group selected from acetyl, propionyl, chloroacetyl, trichlorocetyl, (C 3 -C 6 )cycloalkylcarbonyl, (C 6 -C 10 )aroyl selected from benzoyl or naphthoyl, halo substituted (C 6 -C 10 )aroyl, (C 1 -C 4 )alkylbenzoyl, or (heterocycle)-carbonyl, the heterocycle as defined hereinabove;
(C 1 -C 4 )alkoxy; C 6 -aryloxy selected from phenoxy or substituted phenoxy with substitution selected from halo, (C 1 -C 4 )-alkyl, nitro, cyano, thiol, amino, carboxy, di(C 1 -C 3 )-alkylamino; (C 7 -C 10 )aralkyloxy; (C 1 -C 3 )alkylthio group selected from methylthio, ethylthio, propylthio or allythio; C 6 -arylthio group selected from phenylthio or substituted phenylthio with substitution selected from halo, (C 1 -C 4 )alkyl, nitro, cyano, thiol, amino, carboxy, di(C 1 -C 3 )alkylamino; C 6 -arylsulfonyl group selected from phenylsulfonyl or substituted phenylsulfonyl with substitution selected from halo, (C 1 -C 4 )alkoxy, trihalo(C 1 -C 3 )alkyl, nitro, amino, cyano, (C 1 -C 4 )alkoxycarbonyl, (C 1 -C 3 )alkylamino or carboxy; (C 7 -C 8 )aralkylthio group; a heterocycle as defined hereinabove; hydroxy; mercapto; mono- or di-straight or branched chain (C 1 -C 6 )-alkylamino with the alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, 2-methylbutyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 3-methylbutyl, n-hexyl, 1-methylpentyl, 1,1-methylbutyl, 2,2-dimethylbutyl, 2-methylpentyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl or 1-methyl-1-ethylpropyl; (C 2 -C 5 )azacycloalkyl group; a carboxy(C 2 -C 4 ) alkylamino group with the carboxy alkyl selected from aminoacetic acid, α-aminopropionic acid, α-aminobutyric acid and the optical isomers thereof; α-hydroxy(C 1 -C 3 )alkyl selected from hydroxymethyl, α-hydroethyl or α-hydroxy-1-methylethyl or α-hydropropyl; halo(C 1 -C 3 )alkyl group; acyl or haloacyl selected from acetyl, propionyl, chloroacetyl, trifluoroacetyl; (C 3 -C 6 )cycloalkylcarbonyl; (C 6 -C 10 )aroyl selected from benzoyl or naphthoyl; halo substituted (C 6 -C 10 )aroyl; (C 1 -C 4 )alkylbenzoyl, or (heterocycle)carbonyl, the heterocycle as defined hereinabove;
(C 1 -C 4 )alkoxycarbonylamino, group selected from tert-butoxycarbonylamino, allyloxycarbonylamino, methoxycarbonylamino, ethoxycarbonylamino or propoxycarbonylamino; (C 1 -C 4 )alkoxycarbonyl group selected from methoxycarbonyl, ethoxycarbonyl, straight or branched propoxycarbonyl, allyloxycarbonyl or straight or branched butoxycarbonyl; R a R b -amino(C 1 -C 4 )alkoxy group wherein R a R b is straight or branched (C 1 -C 4 )alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, or 2-methylpropyl or R a R b is (CH) m (CH 2 ) m m=2-6 or —(CH 2 ) 2 W(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )-alkyl, O, S, —NH, —NOB, and B is selected from hydrogen or (C 1 -C 3 )alkyl; or R a R b aminoxy group, wherein R a R b is straight or branched (C 1 -C 4 )-alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl or R a R b is (CH 2 ) m , m=2-6, or —(CH 2 ) 2 W(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )-alkyl, O, S, —NH, —NOB and B is selected from hydrogen or (C 1 -C 3 )alkyl, and when R═R 4′ (CH 2 )SO 2 — R═R 4′ ( CH 2 ) n SO 2 — and n=0
R 4′ is selected from amino; monosubstituted amino selected from straight or branched (C 1 -C 6 )alkylamino, cyclopropylamino, cyclobutylamino, benzylamino or phenylamino; disubstituted amino selected from dimethylamino, diethylamino, ethyl(1-methylethyl)amino, monomethylbenzlamino, piperidinyl, morpholinyl, 1-imidazoyl, 1-pyrrolyl, 1-(1,2,3-triazolyl) or 4-(1,2,4-triazolyl); a substituted (C 3 -C 6 )cycloalkyl group with substitution selected from cyano, amino or (C 1 -C 3 )acyl; halo(C 1 -C 3 )alkyl group; a heterocycle as defined hereinabove;
R a R b amino (C 1 -C 4 )alkoxy group, wherein R a R b is a straight or branched (C 1 -C 4 )-alkyl selected from methyl, ethyl, n-propyl, 1-methyl-ethyl, n-butyl, 1-methylpropyl, or 2-methylpropyl or R a R b is (CH 2 ) m , m=2-6, or —(CH 2 ) 2 W—(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 ) alkyl, O, S, —NH, —NOB and B is selected from hydrogen or (C 1 -C 3 )-alkyl; or R a R b aminoxy group, wherein R a R b is a straight or branched (C 1 -C 4 )alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methyl-propyl, or 2-methyl-propyl or R a R b is (CH 2 ) m , m=2-6, or —(CH 2 ) 2 W(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )alkyl, O, S, —NY —NH, —NOB and B is selected from hydrogen or (C 1 -C 3 ) alkyl; and when R═R 4′ (CH 2 ) n SO 2 — and n=1-4,
R 4′ is selected from (C 1 -C 4 )carboxyalkyl; a substituted (C 3 -C 6 )cyclalkyl group with substitution selected from cyano, amino or (C 1 -C 3 )-acyl; (C 1 -C 4 )alkoxy; C 6 -aryloxy selected from phenoxy or substituted phenoxy with substitution selected from halo, (C 1 -C 3 )alkyl, nitro, cyano, thiol, amino, carboxy, di(C 1 -C 3 ) alkylamino; (C 7 -C 10 )aralkyoxy; R a R b amino (C 1 -C 4 ) alkoxy, wherein R a R b is a straight or branched (C 1 -C 4 )-alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, or 2-methylpropyl or R a R b is (CH 2 ) m , m=2-6, or —(CH 2 ) 2 W(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )alkyl, O, S, —NY —NH or —NOB and B is selected from hydrogen or (C 1 -C 3 )alkyl; or R a R b aminoxy group, wherein R a R b is straight or branched (C 1 -C 4 )alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, or 2-methylpropyl or R a R b is (CH 2 ) m , m=2-6, or —(CH 2 ) 2 W(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )alkyl, O, S, —NH, —NOB and B is selected from hydrogen or (C 1 -C 3 )alkyl; (C 1 -C 3 ) alkylthio selected from methylthio, ethylthio or n-propylthio; C 6 -arylthio selected from phenylthio or substituted phenylthio with substitution selected from halo, (C 1 -C 3 )alkyl, nitro, cyano, thiol, amino, carboxy, di(C 1 -C 3 )alkylamino; (C 7 -C 8 ) aralkylthio; a heterocycle as defined hereinabove; hydroxy; mercapto; mono- or di-straight or branched (C 1 -C 6 )alkyl- amino group the alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, 2-methylbutyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 3-methylbutyl, n-hexyl, 1-methylpentyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 2-methylpentyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl or 1-methyl-1-ethylpropyl; halo (C 1 -C 3 ) alkyl; acyl or haloacyl selected from acetyl, propionyl, chloro-acetyl, trifluoroacetyl; (C 3 -C 6 ) cycloalkylcarbonyl; (C 6 -C 10 ) aroyl selected from benzoyl or naphthoyl; halo substituted (C 6 -C 10 )aroyl, (C 1 -C 4 ) alkylbenzoyl, or (heterocycle) carbonyl, the heterocycle as defined hereinabove; (C 1 -C 4 )alkoxycarbonyl selected from methoxycarbonyl, ethoxycarbonyl, straight or branched propoxycarbonyl, allyloxycarbonyl or straight or branched butoxycarbonyl; R 5 is selected from hydrogen; straight or branched (C 1 -C 3 ) alkyl selected from methyl, ethyl n-propyl or 1-methylethyl; (C 6 -C 10 )aryl selected from phenyl, α-naphthyl or β-naphthyl; (C 7 -C 9 ) aralkyl group; a heterocycle as defined hereinabove; or —(CH 2 ) n COOR 7 where n=0-4 and R 7 is selected from hydrogen; straight or branched (C 1 -C 3 )alkyl group selected from methyl, ethyl, n-propyl or 1-methylethyl; or (C 6 -C 10 )aryl group selected from phenyl, α-naphthyl or β-naphthyl;
R 6 is selected from hydrogen, straight or branched (C 1 -C 3 )alkyl group selected form methyl, ethyl, n-propyl or 1-methylethyl; (C 6 -C 10 )aryl group selected from phenyl, α-naphthyl or β-naphthyl; (C 7 -C 9 )-aralkyl group; a heterocycle as defined hereinabove; or —CH 2 ) n (COOR 7′ —( CH 2 ) n COOR 7′ where n=0-4 and R 7′ is selected from hydrogen; straight or branched (C 1 -C 3 )alkyl selected from methyl, ethyl, n-propyl or 1-methylethyl; or (C 6 -C 10 )aryl selected from phenyl, α-naphthyl or β-naphthyl; with the proviso that R 5 and R 6 cannot both be hydrogen ; or R 5 and R 6 taken together are —(CH 2 ) 2 W(CH 2 ) 2 —, wherein W is selected from (CH 2 ) q and q=0-1, —NH, —N(C 1 -C 3 )-alkyl, —N(C 1 -C 4 ) alkoxy, oxygen, sulfur or substituted congeners selected from (L or D) proline, ethyl (L or D) prolinate, morpholine, pyrrolidine or piperidine; and the pharmacologically acceptable organic and inorganic salts or metal complexes.
2. The compound according to claim 1 , wherein:
X is selected form from amino, NR 1 R 2 , or halogen;
the halogen is selected from bromine, chlorine, fluorine or iodine;
and when X=NR 1 R 2 and R 1 =methyl or ethyl,
R 2 =methyl or ethyl
R is selected from R 4 (CH 2 ) n CO— or R 4′ (CH 2 ) n SO 2 —;
and when R=R 4 (CH 2 ) n CO— and n=0,
R 4 is selected from substituted (C 6 -C 10 )aryl group with substitution selected from halo, (C 1 -C 4 )alkoxy, nitro, amino, or (C 1 -C 2 )alkoxycarbonyl; (C 1 -C 4 )alkoxycarbonyl group selected from methoxycarbonyl, ethoxycarbonyl, straight or branched propoxyl-carbonyl, straight or branched butoxycarbonyl or allyl-oxycarbonyl; a substituted (C 6 -C 10 )aryl group with substitution selected from halo, (C 1 -C 4 )alkoxy, nitro, amino, (C 1 -C 4 ) alkoxycarbonyl, trihalo-(C 1 -C 3 )alkyl group; (C 1 -C 4 )alkoxy group; C 6 -aryloxy group selected from phenoxy or substituted phenoxy with substitution selected from halo, (C 1 -C 4 )alkyl; (C 7 -C 10 )aralkyloxy group; vinyloxy or substituted vinyloxy group with substitution selected from (C 1 -C 2 )-alkyl; R a R b amino(C 1 -C 4 )alkoxy group, wherein R a R b is a straight or branched (C 1 -C 4 )alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl; or R a R b aminoxy group, wherein R a R b is a straight or branched (C 1 -C 4 )-alkyl selected from methyl, ethyl, n-propyl, 1-methyl-ethyl, n-butyl, 1-methylpropyl, or 2-methylpropyl;
and when R=R 4 (CH 2 ) n CO— and n=1-4,
R 4 is selected from amino; monosubstituted amino selected from straight or branched (C 1 -C 6 )alkyl-amino, cyclopropylamino, cyclobutylamino, benzylamino or phenylamino, said ( C 1 -C 6 )- alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl, 1 , 1 - dimethylethyl, 2 - methylbutyl, 1 , 1 - dimethylpropyl, 2 , 2 - dimethylpropyl, 3 - methylbutyl, n - hexyl, 1 - methylpentyl, 1 , 1 - dimethylbutyl, 2 , 2 - dimethylbutyl, 2 - methylpentyl, 1 , 2 - dimethylbutyl, 1 , 3 - dimethylbutyl or 1 - methyl - 1 - ethylpropyl ; disubstituted amino selected from dimethylamino, diethylamino, ethyl(1-methylethyl)amino, monomethylbenzylamino, piperidinyl, morpholinyl , 1-imidazolyl, or 1-pyrrolyl or 1-(1,2,3-triazolyl) ; a substituted (C 6 -C 10 )aryl group with substitution selected from halo, (C 1 -C 4 )alkoxy, nitro, amino, (C 1 -C 4 )alkoxycarbonyl; acyloxy or haloacyloxy group selected from acetyl, propionyl or chloroacetyl; (C 1 -C 4 )alkoxy group; R a R b amino(C 1 -C 4 )alkoxy group, wherein R a R b is a straight or branched (C 1 -C 4 )alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, or 2-methylpropyl or R a R b is (CH 2 ) m , m=2-6, or —(CH 2 ) 2 W(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )alkyl, O, S, —NH, —NOB and B is selected from hydrogen or (C 1 -C 3 )alkyl; or R a R b aminoxy group, wherein R a R b is a straight or branched (C 1 -C 4 )alkyl selected from methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, or 2-methylpropyl or R a R b is (CH 2 ) m , m=2-6, or —(CH 2 ) 2 W—(CH 2 ) 2 — wherein W is selected from —N(C 1 -C 3 )-alkyl, O, S, —NY —NH, —NOB and B is selected from hydrogen or (C 1 -C 3 )-alkyl; halo (C 1 -C 3 )-alkyl group; (C 1 -C 4 )alkoxycarbonylamino selected from tert-butoxycarbonylamino, allyloxycarbonylamino, methoxycarbonylamino, ethoxycarbonylamino or propoxycarbonylamino;
and when R═R 4′ (CH 2 ) n SO 2 — and n=0,
R 4′ is selected from a substituted (C 6 -C 10 )aryl group with substitution selected from halo, (C 1 -C 4 )alkoxy, nitro, (C 1 -C 4 ) alkoxycarbonyl; R 5 is selected from hydrogen; straight or branched (C 1 -C 3 )alkyl selected from methyl, ethyl, n-propyl or 1-methylethyl; R 6 is selected from hydrogen; straight or branched (C 1 -C 3 )alkyl selected from methyl, ethyl, n-propyl or 1-methylethyl; with the proviso that R 5 and R 6 cannot both be hydrogen; or R 5 or R 6 taken together are —(CH 2 ) 2 W(CH 2 ) 2 —, wherein W is selected from (CH 2 ) q and q=0-1, —NH, —N(C 1 -C 3 )-alkyl, —N(C 1 -C 4 )alkoxy, oxygen, sulfur or substituted congeners selected from (L or D)proline, ethyl(L or D)prolinate, morpholine, pyrrolidine or piperidine; and the pharmacologically acceptable organic and inorganic salts or metal complexes.
3. The compound according to claim 1 wherein said inorganic salts comprise hydrochloric, hydrobromic, hydroiodic, phosphoric, nitric or sulfate.
4. The compound according to claim 1 wherein said organic salts comprise acetate, benzoate, citrate, cysteine or other amino acids, fumarate, glycolate, maleate, succinate, tartrate, alkylsulfonate or arylsulfonate.
5. The compound according to claim 1 wherein said metal complexes comprise aluminium, calcium, iron, magnesium, manganese and complex salts.
6. A compound according to claim 1 [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6,11, 12a-octahydro-3, 10,12,12a-tetrahydroxy-1,11-dioxo- 9-[(trifluoroacetyl)amino]-2-naphthacenecarboxamide sulfate.
7. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6, 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-9-[(methoxyacetyl)amino]-1,11-dioxo-2-naphthacenecarboxamide.
8. A compound according to claim 1 , [4S-(4α,12aα)]-9-[(4-Bromo-1-oxobutyl)amino]-4,7-bis(dimethylamino)-1,4, 4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide.
9. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6, 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-1,11-dioxo- 9-[(1-oxo-2-propenyl)amino]-2-naphthacenecarboxamide.
10. A compound according to claim 1 , [4S-(4α,12aα)]-9-[[(Acetyloxy)acetyl]amino]-4,7-bis (dimethylamino)-1,4, 4a,5,5a,6,11,12a-octahydro-3,10, 12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide sulfide.
11. A compound according to claim 1 , [4S-(4α,12aα)]-9-(Benzoylamino)-4,7-bis(dimethylamino)- 1,4,4a,5,5a,6,11, 12a-octahydro-3,10,12,12a-tetrahydroxy- 1,11-dioxo-2-naphthacenecarboxamide.
12. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a,5 5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-[(4-methyoxybenzoyl)amino]-1,11-dioxo-2-naphthacenecarboxamide.
13. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a,5 5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-[(2-methylbenzoyl)amino]-1,11-dioxo-2-naphthacenecarboxamide.
14. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[(2-fluorobenzoyl)amino]-1,4,4a,5,5a,6,11,12a-octahydro-3, 10,12,12a-tetrahydroxy-1,11-dioxo-2-naphathacenecarboxamide.
15. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a, 5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-[(pentafluorobenzoyl)amino]-1,11 -dioxo-2-naphthacenecarboxamide hydrochloride.
16. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a,5 , 5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo- 9-[[3-(trifluoromethyl)benzoyl]amino]-2-naphthacenecarboxamide.
17. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[(2-furanylcarbonyl)amino]- 1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide.
18. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a, 5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy- 1,11-dioxo-9-[(2-thienylcarbonyl)amino]-2-naphthacenecarboxamide.
19. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a, 5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-[ (4-nitrobenzonyl)amino]-1, 11-dioxo-2-naphthacenecarboxamide.
20. A compound according to claim 1 , [4S-(4α,12aα)]-9-[(4-Aminobenzoyl)amino]-4,7-bis-dimethylamino)- 1,4, 4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy- 1,11-dioxo-2-naphthacenecarboxamidesulfate.
21. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-[[(4-dimethylamino)benzoyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide.
22. A compound according to claim 1 , [7S-(7α,10aα)]-[2-[[(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a, 7,10,10a,12-octahydro-1,8,10a, 11-tetrahydroxy-10,12-dioxo-2-naphthacenyl]amino]- 2-oxoethyl]carbamic acid 1,1-dimethylethyl ester.
23. A compound according to claim 1 , [4S-(4α,12aα)]-9-[(Aminoacetyl)amino]-4,7-bis(dimethylamino)- 1,4,4a,5, 5a,6,11,12a-octahydro-3,10,12, 12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide mono(trifluoroacetate).
24. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6, 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-1,11-dioxo- 9-[(phenylsulfonyl)amino]-2-naphthacenecarboxamide.
25. A compound according to claim 1 , [4S-(4α,12aα)]-9-[[(4-Chlorophenyl)sulfonyl]amino]- 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-tetrahydroxy- 1,11-dioxo-2-naphthacenecarboxamide.
26. A compound according to claim 1 , [4S-(4α,12aα)]-4,7-Bis(dimethylamino)-1,4,4a,5, 5a,6,11,12a-octahydro-3, 10,12,12a-tetrahydroxy-9-[(3-nitrophenyl)sulfonyl]amino-1,11-dioxo-2-naphthacenecarboxamide.
27. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,- 5a,6,11,12a-octahydro-3,10, 12,12a-tetrahydroxy-9-[ [(4-nitrophenyl)sulfonyl]amino]-1, 11-dioxo-2-naphthacenecarboxamide.
28. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5, 5a,6,11,12a-octahydro-3, 10,12,12a-tetrahydroxy-1,11-dioxo- 9-[(2-thienylsulfonyl)amino]-2-naphthacenecarboxamide.
29. A compound according to claim 1 , [4S-(4α,12aα)]-9-[[(2-(Acetylamino)-4-methyl- 5-thiazolylsulfonyl]amino]-4,7-bis(dimethylamino)-1,4, 4a,5,5a,6,11,12a-octahydro-3, 10,12,12a-tetrahydroxy- 1,11-dioxo-2-naphthacenecarboxamide.
30. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[ (ethylsulfonyl)amino]-1, 4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1, 11-dioxo-2-naphthacenecarboxamide.
31. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-(formylamino)- 1,4,4a,5a,6,11, 12a-octahydro-3,10,12,12a-tetrahydroxy- 1,11-dioxo-N-(1-pyrrolidinylmethyl)-2-naphthacenecarboxamide.
32. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6, 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-9-[ (methanesulfonyl)amino]-1,11-dioxo-2-naphthacenecarboxamide.
33. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6, 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-1,11-dioxo- 9-[[(phenylmethoxy-)acetyl]amino]-2-naphthacenecarboxamide.
34. A compound according to claim 1 , [7S-(7α,10aα)]-[[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphathacenyl]amino] oxoacetic acid ethyl ester.
35. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a, 6,11,12a-octahydro-3, 10,12,12a-tetrahydroxy-9-[ (hydroxyacetyl)amino]-1,11-dioxo-2-naphthacenecarboxamide.
36. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-[[(methylamino)acetyl] amino]-1, 4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1, 11-dioxo-2-napthacenecarboxamide hydrochloride.
37. A compound according to claim 1 , [7S-(7α,10aα)]-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphthacenyl]carbamic acid methyl ester.
38. A compound according to claim 1 , [7S-(7α,10aα)]-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphthacenyl]carbamic acid ethenyl ester.
39. A compound according to claim 1 , [7S-(7α,10aα)]-[9-(Aminocarbonyl)-4,7-bis(dimethyl-amino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphthacenyl]carbamic acid ethenyl ester.
40. A compound according to claim 1 , [7S-(7α,10aα)]-[9-(Aminocarbonyl)-4,7-bis(dimethyl-amino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphthacenyl]carbamic acid 2-propenyl ester.
41. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-[[(dimethylamino)acetyl] amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide sulfate.
42. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6, 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-9-[ (methoxyacetyl)amino]-1,11-dioxo-2-naphthacenecarboxamide hydrochloride.
43. A compound according to claim 1 , [4S-(4α,12aα)]-9-[[(4-Bromo-1-oxobutyl)amino]-4,7bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydroxy- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide sulfate.
44. A compound according to claim 1 [4S-(4α,12aα)]-9-[[(Acetyloxy)acetyl]amino]-4,7-bis (dimethylamino)-1,4, 4a,5,5a,6,11,12a-octahydro-3,10, 12,12a-tetrahydroxy-1,11-dioxo-2-napthacenecarboxamide.
45. A compound according to claim 1 , [4S-(4α,12aα)]-9-(Benzolyamino)-4,7-bis(dimethylamino)- 1,4,4a,5,5a,6, 11,12a-octahydro-3,10,12,12a-tetra-hydroxy- 1,11 -dioxo-2-naphthacenecarboxamide sulfate.
46. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a,5, 5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11 -dioxo- 9-[[3-(trifluoromethyl)benzoyl]amino]-2-naphthacenecarboxamide hydrochloride.
47. A compound according to claim 1 , [4S-(4α,12aα)]-9-[(4-Aminobenzoyl)amino]-4,7-bis(dimethylamino)- 1,4, 4a,5,5a,6,11,12a-octahydro-3,10,12, 12a-tetrahydroxy-1,11-dioxo-2-napthacenecarboxamide.
48. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-[[(4-dimethylamino)benzoyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide hydrochloride.
49. A compound according to claim 1 , [7S-(7α,10aα)]-[2-[[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a, 7,10,10a,12-octahydro-1,8,10a, 11-tetrahydroxy-10,12-dioxo-2-naphthacenyl]amino]- 2-oxoethyl]carbamic acid 1,1-dimethylethyl ester hydrochloride.
50. A compound according to claim 1 , [4S-(4α,12aα)]-9-[(Aminocarbonyl)-amino]-4,7-bis(dimethylamino)- 1,4,4a,5, 5a,6,11,12a-octahydro-3,10,12, 12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide.
51. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[ (ethylsulfonyl)amino]-1, 4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1, 11-dioxo-2-naphthacenecarboxamide hydrochloride.
52. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6, 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-9-[ (methansulfonyl)amino]-1,11-dioxo-2-naphthacenecarboxamide sulfate.
53. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a,6, 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-1,11-dioxo- 9-[[(phenylmethoxy-)acetyl]amino]-2-naphthacenecarboxamide hydrochloride.
54. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-1,4,4a,5,5a, 6 11,12a-octahydro-3, 10,12,12a-tetrahydroxy-9-[ (hydroxyacetyl)amino]-1,11-dioxo-2-naphthacenecarboxamide sulfate.
55. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-[[(dimethylamino)acetyl] amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide.
56. A compound according to claim 1 , [7S-(7α,10aα)]-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphthacenyl]carbamic acid methyl ester sulfate.
57. A compound according to claim 1 , [7S-(7α,10aα)]-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphthacenyl]carbamic acid (2-diethylamino)ethyl ester hydrochloride.
58. A compound according to claim 1 , [7S-(7α,10aα)]-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphthacenyl]carbamic acid ethenyl ester sulfate.
59. A compound according to claim 1 , [7S-(7α,10aα)]-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a,6,6a,7, 10,10a,12-octahydro-1,8,10a,11-tetrahydroxy- 10,12-dioxo-2-naphthacenyl]carbamic acid 2-propenyl ester hydrochloride.
60. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-[[(diethylamino) acetyl]amino]-1, 4,4a,5,5a,6,11,12a-octahydro-3,10,12, 12a-tetrahydroxy-1, 11-dioxo-2-naphthacenecarboxamide sulfate.
61. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-[[(diethylamino) acetyl]amino]-1, 4,4a,5,5a,6,11,12a-octahydro-3,10,12, 12a-tetrahydroxy-1, 11-dioxo-2-naphthacenecarboxamide hydrochloride.
62. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-[[(diethylamino) acetyl]amino]-1, 11-dioxo-2-naphthacenecarboxamide.
63. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[[(dimethylamino)acetyl] amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
64. A compound according to claim 1 , [4S-(4α,12aα)]-4, 7-Bis(dimethylamino)-9-(chloroacetylamino)- 1,4,4a,5,5a, 6,11,12a-octahydro-3,10,12,12a-tetrahydroxy- 1,11-dioxo-2-naphthacenecarboxamide.
65. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[(Chloroacetyl)amino]-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
66. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[(Bromoacetyl)amino]-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
67. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[(Bromoacetyl)amino]-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide (free base).
68. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[(Bromoacetyl)amino]-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide monohydrobromide.
69. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[(2-Bromo-1-oxopropyl)amino]- 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide hydrobromide.
70. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[(2-Bromo-1-oxopropyl)amino]- 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide hydrobromide.
71. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)- 1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy- 9-[[(methylamino)acetyl]amino]-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
72. A compound according to claim 1 , [7S-(7alpha,10aalpha)]-N-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a, 6,6a,7,10,10a,12-octahydro- 1,8,10a,11-tetrahydroxy-10, 12-dioxo-2-naphthacenyl]-4-morpholineacetamide dihydrochloride.
73. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[ [(ethyamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a,-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
74. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[[(Cyclopropylamino)acetyl]amino]- 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a,-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
75. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[ [(butylamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
76. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[[(Diethylamino)acetyl]amino]- 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
77. A compound according to claim 1 , [7S-(7alpha,10aalpha)]-N-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a, 6,6a,7,10,10a,12-octahydro- 1,8,10a,11-tetrahydroxy-10, 12-dioxo-2-naphthacenyl]-1-pyrrolidineacetamide dihydrochloride.
78. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-[ [[(2-methylpropyl)amino]acetyl]amino]-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
79. A compound according to claim 1 , [7S-(7alpha,10aalpha)]-N-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a, 6,6a,7,10,10a,12-octahydro-1,8,10a, 11-tetrahydroxy-10, 12-dioxo-2-naphthacenyl]-1-piperidineacetamide dihydrochloride.
80. A compound according to claim 1 , [7S-(7alpha,10aalpha)]-N-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a, 12-dioxo-2-naphthacenyl]-1H-imidazole- 1-acetamide dihydrochloride.
81. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a, 5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo- 9-[[(propylamino)acetyl]amino]-2-naphthacenecarboxamide dihydrochloride.
82. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[[(dimethylamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide.
83. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[ [(hexylamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
84. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[[2-(dimethylamino)-1-oxopropyl]amino]-1,4,4a,5,5a,6,11, 12a-octahydro-3,10, 12,12a-tetrahydroxy-1,11-dioxo-2-napthacenecarboxamide dihydrochloride.
85. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a, 5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-[[2-(methylamino)- 1-oxo-propyl]amino]-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
86. A compound according to claim 1 , [7S-(7alpha,10aalpha)]-N-[9-(Aminocarbonyl)-4,7-bis(dimethylamino)- 5,5a, 6,6a,7,10,10a,12-octahydro-1,8,10a, 11-tetrahydroxy-10, 12-dioxo-2-naphthacencyl]-alphamethyl-1-pyrrolidineacetamide dihydrochloride.
87. A compound according to claim 1 [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[[4-(dimethylamino)-1-oxobutyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10, 12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide dihydrochloride.
88. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[[(Butylmethylamino)acetyl]amino]- 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecenecarboxamide dihydrochloride.
89. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo- 9-[[(pentylamino)acetyl]amino]-2-naphthacenecarboxamide dihydrochloride.
90. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo- 9-[[(phenylmethyl)amino]acetyl]amino]-2-naphthacenecarboxamide dihydrochloride.
91. A compound according to claim 1 , [7S-(7alpha,10aalpha) ]-N-[2-[ [9-(Aminocarbonyl) -4,7-bis(dimethylamino)-5,5a,6,6a,7,10a,12-octahydro-1,8, 10a,11-tetrahydroxy-10, 12-dioxo-2-naphthacenyl]amino]- 2-oxoethyl]glycine.
92. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[[(dimethylamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-N-(1-pyrrolidinylmethyl)- 2-naphthacenecarboxamide.
93. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[[(dimethylamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-N-(4-morpholinylmethyl)- 2-naphthacenecarboxamide.
94. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-4,7-Bis(dimethylamino)-9-[[(dimethylamino)acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-N-(1-piperidinylmethyl)-2-naphthacenecearboxamide.
95. A compound according to claim 1 , [7S-(7alpha,10aalpha)]-N-[9-(Aminocarbonyl-4,7-bis(dimethylamino)- 5,5a, 6,6a,7,10,10a,12-octahydro-1,8, 10a,11-tetrahydroxy-10, 12-dioxo-2-naphthacenyl]-1-azetidineacetamide.
96. A compound according to claim 1 , [4S-(4alpha,12aalpha)]-9-[[(Cyclobutylamino)acetyl]amino]- 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide hydrochloride.
97. A pharmaceutical composition of matter comprising a compound according to claim 1 in association with a pharmaceutically acceptable carrier.
98. A veterinary composition which comprises a pharmacologically effective amount of a compound of claim 1 and a pharmaceutically acceptable carrier.
99. A compound of the formula
wherein:
X is selected from amino, NR 1 R 2 , or halogen; the halogen is selected from bromine, chlorine, fluorine or iodine; R 1 is selected from hydrogen, methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl and 1 - methylpropyl; R 2 is selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl, and 1 , 1 - dimethylethyl such that when X=NR 1 R 2 and R 1 =hydrogen,
R 2 =methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl or 1 , 1 - dimethylethyl; and when R 1 =methyl or ethyl,
R 2 =methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl or 2 - methylpropyl; and when R 1 =n - propyl,
R 2 =n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl or 2 - methylpropyl;
and when R 1 = 1 - methylethyl, R 2 =n - butyl, 1 - methylpropyl or 2 - methylpropyl;
and when R 1 =n - butyl, R 2 =n - butyl, 1 - methylpropyl or 2 - methypropyl;
and when R 1 = 1 - methylpropyl, R 2 = 2 - methylpropyl; R is selected from R 4 ( CH 2 ) n CO— or R 4′ ( CH 2 ) n SO 2 —; and n= 0 - 4 ;
and when R=R 4 ( CH 2 ) n CO— and n= 0 , R 4 is selected from amino; monosubstituted amino selected from straight or branched ( C 1 -C 6 ) alkylamino, cyclopropylamino, cyclobutylamino, benzylamino or phenylamino; disubstituted amino selected from dimethylamino, diethylamino, ethyl ( 1 - methylethyl ) amino, monomethylbenzylamino, piperidinyl, morpholinyl, 1 - imidazolyl, 1 - pyrrolyl, 1 -( 1 , 2 , 3 - triazolyl ) or 4 -( 1 , 2 , 4 - triazolyl ) ; a substituted ( C 3 -C 6 ) cycloalkyl group with substitution selected from cyano, amino or ( C 1 -C 3 ) acyl; a substituted ( C 6 -C 10 ) aryl group with substitution selected from halo, ( C 1 -C 4 ) alkoxy, trihalo ( C 1 -C 3 )- alkyl, nitro, amino, cyano, ( C 1 -C 4 ) alkoxycarbonyl ( C 1 -C 3 ) alkylamino or carboxy; α - amino -( C 1 -C 4 ) alkyl selected from aminomethyl, α - aminoethyl, α - aminopropyl or α - amino - butyl; carboxy ( C 2 -C 4 )- alkylamino selected from aminoacetic acid, α - aminobutyric acid or α - aminopropionic acid and the optical isomers thereof; ( C 7 -C 9 ) aralkylamino; ( C 1 -C 4 ) alkoxycarbonylamino substituted ( C 1 -C 4 ) alkyl group; α - hydroxy ( C 1 -C 3 ) alkyl selected from hydroxymethyl, α - hydroxyethyl or α - hydroxy - 1 - methylethyl or α - hydroxypropyl; α - mercapto ( C 1 -C 3 ) alkyl selected from mercaptomethyl, α - mercaptoethyl, α - mercapto - 1 - methylethyl or α - mercaptopropyl; halo -( C 1 -C 3 ) alkyl group; a heterocycle selected from the group consisting of a five membered aromatic or saturated ring with one N, O, S or Se heteroatom optionally having a benzo or pyrido ring fused thereto, a five membered aromatic ring with two N, O, S, or Se heteroatoms optionally having a benzo or pyrido ring fused thereto, a six membered aromatic ring with one to three N, O, S or Se heteroatoms, or a six membered saturated ring with one or two N, O, S or Se heteroatoms and an adjacent appended O heteroatom; acyl or haloacyl group selected from acetyl, propionyl, chloroacetyl, trifluoroacetyl; ( C 3 -C 6 ) cycloalcylcarbonyl, ( C 6 -C 10 ) aroyl selected from benzoyl or naphthoyl; halo substituted ( C 6 -C 10 ) aroyl; ( C 1 -C 4 ) alkylbenzoyl, or ( heterocycle )- carbonyl, the heterocycle as defined hereinabove; ( C 1 -C 4 ) alkoxycarbonyl selected from methoxycarbonyl, ethoxycarbonyl, straight or branched propoxylcarbonyl, straight or branched butoxycarbonyl or allyloxycarbonyl; a substituted vinyl group with substitution selected from halogen, halo ( C 1 -C 3 ) alkyl, or a substituted ( C 6 -C 10 ) aryl group with substitution selected from halo, ( C 1 -C 4 )- alkoxy, trihalo ( C 1 -C 3 ) alkyl, nitro, amino, cyano, ( C 1 -C 4 ) alkoxycarbonyl, ( C 1 -C 3 ) alkylamino or carboxy; ( C 1 -C 4 ) alkoxy group; C 6 - aryloxy selected from phenoxy or substituted phenoxy with substitution selected from halo, ( C 1 -C 4 ) alkyl, nitro, cyano, thiol, amino, carboxy, di ( C 1 -C 3 ) alkylamino; ( C 7 -C 10 ) aralkyloxy; vinyloxy or a substituted vinyloxy group with substitution selected from ( C 1 -C 4 ) alkyl, cyano, carboxy, or ( C 6 -C 10 ) aryl selected from phenyl, α - naphthyl or β - naphthyl; R a R b amino ( C 1 -C 4 ) alkoxy group, wherein R a R b is a straight or branched ( C 1 -C 4 ) alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, or 2 - methylpropyl or R a R b is ( CH 2 ) m , m= 2 - 6 , or ( CH 2 ) 2 W ( CH 2 ) 2 — wherein W is selected from —N ( C 1 -C 3 ) alkyl, O, S, —NH, —NOB and B is selected from hydrogen or ( C 1 -C 3 ) alkyl; or R a R b aminoxy group, wherein R a R b is a straight or branched ( C 1 -C 4 ) alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl, or 1 , 1 - dimethylethyl or R a R b is ( CH 2 ) m , m= 2 - 6 , or — ( CH 2 ) 2 W ( CH 2 ) 2 — wherein W is selected from —N ( C 1 -C 3 ) alkyl, O, S, —NH, —NOB and B is selected from hydrogen or ( C 1 -C 3 ) alkyl;
and when R=R 4 ( CH 2 ) n CO— and n= 1 - 4 , R 4 is selected from amino; a substituted ( C 3 -C 6 ) cycloalkyl group with substitution selected from cyano, amino or ( C 1 -C 3 ) acyl; a substituted ( C 6 -C 10 )- aryl group with substitution selected from halo, ( C 1 -C 4 )- alkoxy, trihalo ( C 1 -C 3 ) alkyl, nitro, amino, cyano, ( C 1 -C 4 ) alkoxycarbonyl, ( C 1 -C 3 ) alkylamino or carboxy; acyloxy or haloacyloxy group selected from acetyl, propionyl, chloroacetyl, trichlorocetyl, ( C 3 -C 6 ) cycloalkylcarbonyl, ( C 6 -C 10 ) aroyl selected from benzoyl or naphthoyl, halo substituted ( C 6 -C 10 ) aroyl, ( C 1 -C 4 ) alkylbenzoyl, or ( heterocycle )- carbonyl, the heterocycle as defined hereinabove; ( C 1 -C 4 ) alkoxy; C 6 - aryloxy selected from phenoxy or substituted phenoxy with substitution selected from halo, ( C 1 -C 4 )- alkyl, nitro, cyano, thiol, amino, carboxy, di ( C 1 -C 3 )- alkylamino; ( C 7 -C 10 ) aralkyloxy; ( C 1 -C 3 ) alkylthio group selected from methylthio, ethylthio, propylthio or allythio; C 6 - arylthio group selected from phenylthio or substituted phenylthio with substitution selected from halo, ( C 1 -C 4 ) alkyl, nitro, cyano, thiol, amino, carboxy, di ( C 1 -C 3 ) alkylamino; C 6 - arylsulfonyl group selected from phenylsulfonyl or substituted phenylsulfonyl with substitution selected from halo, ( C 1 -C 4 ) alkoxy, trihalo ( C 1 -C 3 ) alkyl, nitro, amino, cyano, ( C 1 -C 4 ) alkoxycarbonyl, ( C 1 -C 3 ) alkylamino or carboxy; ( C 7 -C 8 ) aralkylthio group; a heterocycle as defined hereinabove; hydroxy; mercapto; mono - or di - straight or branched chain ( C 1 -C 6 )- alkylamino with the alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl, 1 , 1 - dimethylethyl, 2 - methylbutyl, 1 , 1 - dimethylpropyl, 2 , 2 - dimethylpropyl, 3 - methylbutyl, n - hexyl, 1 - methylpentyl, 1 , 1 - dimethylbutyl, 2 , 2 - dimethylbutyl, 2 - methylpentyl, 1 , 2 - dimethylbutyl, 1 , 3 - dimethylbutyl or 1 - methyl - 1 - ethylpropyl; ( C 2 -C 5 ) azacycloalkyl group; a carboxy ( C 2 -C 4 ) alkylamino group with the carboxy alkyl selected from aminoacetic acid, α - aminopropionic acid, α - aminobutyric acid and the optical isomers thereof; α - hydroxy ( C 1 -C 3 ) alkyl selected from hydroxymethyl, α - hydroxyethyl or α - hydroxy - 1 - methylethyl or α - hydroxypropyl; halo ( C 1 -C 3 ) alkyl group; acyl or haloacyl selected from acetyl, propionyl, chloroacetyl, trifluoroacetyl; ( C 3 -C 6 ) cycloalkylcarbonyl; ( C 6 -C 10 ) aroyl selected from benzoyl or naphthoyl; halo substituted ( C 6 -C 10 ) aroyl; ( C 1 -C 4 ) alkylbenzoyl, or ( heterocycle ) carbonyl, the heterocycle as defined hereinabove; ( C 1 -C 4 ) alkoxycarbonylamino group selected from tert - butoxycarbonylamino, allyloxycarbonylamino, methoxycarbonylamino, ethoxycarbonylamino or propoxycarbonylamino; ( C 1 -C 4 ) alkoxycarbonyl group selected from methoxycarbonyl, ethoxycarbonyl, straight or branched propoxycarbonyl, allyloxycarbonyl or straight or branched butoxycarbonyl; R a R b - amino ( C 1 -C 4 ) alkoxy group wherein R a R b is a straight or branched ( C 1 -C 4 ) alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, or 2 - methylpropyl or R a R b is ( CH 2 ) m m= 2 - 6 or — ( CH 2 ) 2 W ( CH 2 ) 2 — wherein W is selected from —N ( C 1 -C 3 )- alkyl, O, S, —NH, —NOB, and B is selected from hydrogen or ( C 1 -C 3 ) alkyl; or R a R b aminoxy group, wherein R a R b is a straight or branched ( C 1 -C 4 )- alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl or R a R b is ( CH 2 ) m , m= 2 - 6 , or — ( CH 2 ) 2 W ( CH 2 ) 2 — wherein W is selected from —N ( C 1 -C 3 )- alkyl, O, S, —NH, —NOB and B is selected from hydrogen or ( C 1 -C 3 ) alkyl, and when R=R 4, ( CH 2 ) SO 2 — and n= 0 R 4′ is selected from amino; monosubstituted amino selected from straight or branched ( C 1 -C 6 ) alkylamino, cyclopropylamino, cyclobutylamino, benzylamino or phenylamino; disubstituted amino selected from dimethylamino, diethylamino, ethyl ( 1 - methylethyl ) amino, monomethylbenzylamino, piperidinyl, morpholinyl, 1 - imidazoyl, 1 - pyrrolyl, 1 -( 1 , 2 , 3 - triazolyl ) or 4 -( 1 , 2 , 4 - triazolyl ) ; a substituted ( C 3 -C 6 ) cycloalkyl group with substitution selected from cyano, amino or ( C 1 -C 3 ) acyl; halo ( C 1 -C 3 ) alkyl group; a heterocycle as defined hereinabove; R a R b amino ( C 1 -C 4 ) alkoxy group, wherein R a R b is a straight or branched ( C 1 -C 4 )- alkyl selected from methyl, ethyl, n - propyl, 1 - methyl - ethyl, n - butyl, 1 - methylpropyl, or 2 - methylpropyl or R a R b is ( CH 2 ) m , m= 2 - 6 , or — ( CH 2 ) 2 W— ( CH 2 ) 2 — wherein W is selected from —N ( C 1 -C 3 ) alkyl, O, S, —NH, —NOB and B is selected from hydrogen or ( C 1 -C 3 )- alkyl; or R a R b aminoxy group, wherein R a R b is a straight or branched ( C 1 -C 4 ) alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methyl - propyl, or 2 - methyl - propyl or R a R b is ( CH 2 ) m , m= 2 - 6 , or — ( CH 2 ) 2 W ( CH 2 ) 2 — wherein W is selected from —N ( C 1 -C 3 ) alkyl, O, S, —NH, —NOB and B is selected from hydrogen or ( C 1 -C 3 ) alkyl; and when R=R 4′ ( CH 2 ) n SO 2 — and n= 1 - 4 , R 4′ is selected from ( C 1 -C 4 ) carboxyalkyl; a substituted ( C 3 -C 6 ) cyclalkyl group with substitution selected from cyano, amino or ( C 1 -C 3 )- acyl; ( C 1 -C 4 ) alkoxy; C 6 - aryloxy selected from phenoxy or substituted phenoxy with substitution selected from halo, ( C 1 -C 3 ) alkyl, nitro, cyano, thiol, amino, carboxy, di ( C 1 -C 3 ) alkylamino; ( C 7 -C 10 ) aralkyloxy; R a R b amino ( C 1 -C 4 ) alkoxy, wherein R a R b is a straight or branched ( C 1 -C 4 )- alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, or 2 - methylpropyl or R a R b is ( CH 2 ) m , m= 2 - 6 , or — ( CH 2 ) 2 W ( CH 2 ) 2 — wherein W is selected from —N ( C 1 -C 3 ) alkyl, O, S, —NH or —NOB and B is selected from hydrogen or ( C 1 -C 3 ) alkyl; or R a R b aminoxy group, wherein R a R b is a straight or branched ( C 1 -C 4 ) alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, or 2 - methylpropyl or R a R b is ( CH 2 ) m , m= 2 - 6 , or — ( CH 2 ) 2 W ( CH 2 ) 2 — wherein W is selected from —N ( C 1 -C 3 ) alkyl, O, S, —NH, —NOB and B is selected from hydrogen or ( C 1 -C 3 ) alkyl; ( C 1 -C 3 ) alkylthio selected from methylthio, ethylthio or n - propylthio; C 6 - arylthio selected from phenylthio or substituted phenylthio with substitution selected from halo, ( C 1 -C 3 ) alkyl, nitro, cyano, thiol, amino, carboxy, di ( C 1 -C 3 ) alkylamino; ( C 7 -C 8 ) aralkylthio; a heterocycle as defined hereinabove; hydroxy; mercapto; mono - or di - straight or branched ( C 1 -C 6 ) alkyl - amino group the alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl, 1 , 1 - dimethylethyl, 2 - methylbutyl, 1 , 1 - dimethylpropyl, 2 , 2 - dimethylpropyl, 3 - methylbutyl, n - hexyl, 1 - methylpentyl, 1 , 1 - dimethylbutyl, 2 , 2 - dimethylbutyl, 2 - methylpentyl, 1 , 2 - dimethylbutyl, 1 , 3 - dimethylbutyl or 1 - methyl - 1 - ethylpropyl; halo ( C 1 -C 3 ) alkyl; acyl or haloacyl selected from acetyl, propionyl, chloro - acetyl, trifluoroacetyl; ( C 3 -C 6 ) cycloalkylcarbonyl; ( C 6 -C 10 ) aroyl selected from benzoyl or naphthoyl; halo substituted ( C 6 -C 10 ) aroyl, ( C 1 -C 4 ) alkylbenzoyl, or ( heterocycle ) carbonyl, the heterocycle as defined hereinabove; ( C 1 -C 4 ) alkoxycarbonyl selected from methoxycarbonyl, ethoxycarbonyl, straight or branched propoxycarbonyl, allyloxycarbonyl or straight or branched butoxycarbonyl; and the pharmacologically acceptable organic and inorganic salts or metal complexes.
100. A compound of formula I
wherein X is selected from amino, NR 1 R 2 , or halogen, the halogen is selected from bromine, chlorine, fluorine or iodine, and when X is NR 1 R 2 , R 1 is methyl or ethyl and R 2 is methyl or ethyl; R is R 4 ( CH 2 ) n CO—; n= 1 - 4 ; and R 4 is monosubstituted or disubstituted amino selected from straight or branched ( C 1 -C 6 ) alkylamino, with the alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl, 1 , 1 - dimethylethyl, 2 - methylbutyl, 1 , 1 - dimethylpropyl, 2 , 2 - dimethylpropyl, 3 - methylbutyl, n - hexyl, 1 - methylpentyl, 1 , 1 - dimethylbutyl, 2 , 2 - dimethylbutyl, 2 - methylpentyl, 1 , 2 - dimethylbutyl, 1 , 3 - dimethybutyl or 1 - methyl - 1 - ethylpropyl and pharmacologically acceptable organic and inorganic salts or metal complexes.
101. A compound of formula I
wherein X is N ( CH 3 ) 2 and R is R 4 ( CH 2 ) n CO— where n= 1 - 4 and R 4 is monosubstituted or disubstituted amino selected from straight or branched ( C 1 -C 6 ) alkylamino, with the alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl, 1 , 1 - dimethylethyl, 2 - methylbutyl, 1 , 1 - dimethylpropyl, 2 , 2 - dimethylpropyl, 3 - methylbutyl, n - hexyl, 1 - methylpentyl, 1 , 1 - dimethylbutyl, 2 , 2 - dimethylbutyl, 2 - methylpentyl, 1 , 2 - dimethylbutyl, 1 , 3 - dimethylbutyl or 1 - methyl - 1 - ethylpropyl and pharmacologically acceptable organic and inorganic salts or metal complexes.
102. A compound of formula I
wherein X is N ( CH 3 ) 2 and R is R 4 ( CH 2 ) n CO— where n= 1 and R 4 is monosubstituted or disubstituted amino selected from straight or branched ( C 1 -C 6 ) alkylamino, with the alkyl selected from methyl, ethyl, n - propyl, 1 - methylethyl, n - butyl, 1 - methylpropyl, 2 - methylpropyl, 1 , 1 - dimethylethyl, 2 - methylbutyl, 1 , 1 - dimethylpropyl, 2 , 2 - dimethylpropyl, 3 - methylbutyl, n - hexyl, 1 - methylpentyl, 1 , 1 - dimethylbutyl, 2 , 2 - dimethylbutyl, 2 - methylpentyl, 1 , 2 - dimethylbutyl, 1 , 3 - dimethylbutyl or 1 - methyl - 1 - ethylpropyl and pharmacologically acceptable organic and inorganic salts or metal complexes.
103. A compound of the following structure:
wherein R 4 is a monsubstituted straight or branched C 4 - alkylamino, and pharmacologically acceptable organic and inorganic salts or metal complexes.Cited by (0)
No later patents cite this yet.
References (0)
No backward citations on record.