Tetrahydroindenoindole compounds useful in the treatment of conditions associated with free radical formation
AssigneesUniversity of Bath, University of Cincinnati, School of Medicine
InventorsMalcolm Sainsbury, Howard G. Shertzer
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Abstract
The invention concerns compounds and their enantiomers of the formula IA or IB ##STR1## and pharmaceutically acceptable salts thereof wherein each of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11 and R.sup.12 is independently selected from hydrogen or an alkyl group containing 1-6 carbon atoms and R.sup.5 is an alkoxy group containing 1-6 carbon atoms. The invention further concerns pharmaceutical compositions comprising the active compounds and methods employing the compounds for the treatment of conditions associated with free radical formation.
Claims27
A compound or its enantiomer of the formula IA or IB ##STR12## or a pharmaceutically acceptable salt thereof wherein each of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11 and R.sup.12 is independently selected from hydrogen or an alkyl group containing 1-6 carbon atoms and R.sup.5 is an alkoxy group containing 1-6 carbon atoms.
Cis-5,5a,6,10b-tetrahydro-7-methyl-9-methoxyindeno[2,1-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
Cis-4b,5,9b,10-tetrahydro-8-methoxy-6-methylindeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
Cis-4b,5,9b,10-tetrahydro-4b,6,7,9,9b-pentamethyl-8-me thoxyindeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
Cis-4b,5,9 b,10-tetrahydro-8-ethoxy-4b,7,9,9b-tetramethyl-indeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
Cis-4b,5,9b,10-tetrahydro-8-methoxy-6,7,9-trimethylindeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
Cis-4b,5,9b,10-tetrahydro-4,6-dimethyl-8-methoxyindeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
Cis-4b,5,9b,10-tetrahydro-8-methoxy-4b,6,9b-trimethyli ndeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
A compound, an enantiomer or a pharmaceutically acceptable salt thereof selected from
- cis-4b,5,9b,10-tetrahydro-8-methoxy-5-methylindeno[1,2-b]indole;
- cis-4b,5,9b,10-tetrahydro-8-methoxyindeno[1,2-b]indole;
- cis-4b,5,9b,10-tetrahydro-8-methoxy-7,9-dimethylindeno[1,2-b]indole;
- and
- cis-5,5a,6,10b-tetrahydro-9-methoxyindeno[2,1-b]indole.
A method for treating a medical disorder associated with free radical formation which comprises administering to a patient in need of such treatment an effective amount of a compound or its enantiomer of formula IA or IB ##STR13## or a pharmaceutically acceptable salt thereof wherein each of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11 and R.sup.12 is independently selected from hydrogen or an alkyl group containing 1-6 carbon atoms and R.sup.5 is an alkoxy group containing 1-6 carbon atoms.
A method for the treatment of atherosclerosis which comprises administering to a patient in need of such treatment an effective amount of cis-4b,5,9b,10-tetrahydro-4b,6,7,9,9b-pentamethyl-8-methoxyindeno[1,2-b ]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
A method for the treatment of atherosclerosis which comprises administering to a patient in need of such treatment an effective amount of cis-5,5a,6,10b-tetrahydro-7-methyl-9-methoxyindeno[2,1-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
A method for the treatment of atherosclerosis which comprises administering to a patient in need of such treatment an effective amount of cis-4b,5,9b,10-tetrahydro-8-methoxy-6-methylindeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
A method for the treatment of atherosclerosis which comprises administering to a patient in need of such treatment an effective amount of cis-4b,5,9b,10-tetrahydro-8-ethoxy-4b,7,9,9b-tetramethylindeno[1,2-b]in dole, an enantiomer or a pharmaceutically acceptable salt thereof.
A method for the treatment of atherosclerosis which comprises administering to a patient in need of such treatment an effective amount of cis-4b,5,9b,10-tetrahydro-8-methoxy-6,7,9-trimethylindeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
A method for the treatment of atherosclerosis which comprises administering to a patient in need of such treatment an effective amount of cis-4b,5,9b,10-tetrahydro-4,6-dimethyl-8-methoxyindeno[1,2-b]indole, an enantiomer or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.