Compositions containing and methods of using 1-aminoindan and derivatives thereof and process for preparing optically active 1-aminoindan derivatives
AssigneesTeva Pharmaceutical Industries Ltd., Technion Research & Development Foundation Limited
InventorsYaacov Herzig, Jeff Sterling, Alex Veinberg, Moussa B. H. Youdim, John P. M. Finberg, Naim Sayag
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Abstract
Novel derivatives of 1-aminoindan and their salts are described. Optically active 1-aminoindan derivatives are prepared by reacting a N-benzyl analog of the desired compound with an enantiomer of mandelic acid. Parkinson's disease, dementia, epilepsy, convulsions, or seizures are treated by administering a compound of the formula: ##STR1##
Claims29
A method for treating acute neurological traumatic disorder or neurotrauma in a subject comprising administering to the subject a therapeutically effective amount of a compound of the formula:
- ##STR12## or a pharmaceutically acceptable salt thereof;
- wherein
- n is 0 or 1;
- R.sub.1 and R.sub.2 are each independently hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, halogen, nitro, --NH--R.sub.11, --C(O) --R.sub.11 or --C(O) --NR.sub.9 R.sub.10, wherein
- R.sub.11 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, hydroxy, substituted or unsubstituted C.sub.1 -C.sub.4 alkoxy, and
- R.sub.9 and R.sub.10 are each independently hydrogen, C.sub.1 -C.sub.12 alkyl, substituted or unsubstituted C.sub.6 -C.sub.12 aryl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl, or indanyl;
- R.sub.3 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, hydroxy, substituted or unsubstituted C.sub.1 -C.sub.4 alkoxy;
- R.sub.4 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.12 alkyl, substituted or unsubstituted C.sub.6 -C.sub.12 aryl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl, or --C(O) --R.sub.6,
- wherein R.sub.6 is hydrogen, C.sub.1 -C.sub.12 alkyl, substituted or unsubstituted C.sub.6 -C.sub.12 aryl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl;
- R.sub.5 is hydrogen, C.sub.1 -C.sub.12 alkyl, substituted or unsubstituted C.sub.6 -C.sub.12 aryl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl, or A--NR.sub.9 R.sub.10, --Y--C(O) --R.sub.7 or --Y--(SO2)NR.sub.9 R.sub.10,
- wherein A is substituted or unsubstituted C.sub.6 -C.sub.12 aryl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl, and
- R.sub.9 and R.sub.10 are each independently hydrogen, substituted C.sub.1 -C.sub.12 alkyl, substituted or unsubstituted C.sub.6 -C.sub.12 aryl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl, or indanyl;
- Y is substituted or unsubstituted C.sub.6 -C.sub.12 aryl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl, and
- R.sub.7 is hydrogen, hydroxy, substituted or unsubstituted C.sub.6 -C.sub.12 aryl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl.
Dependencies are inferred from the claim text.