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
InventorsSasson Cohen, Yaacov Herzig, Ruth Levy, Tzipora Speiser, Jeff Sterling, Alex Veinberg, Moussa B. H. Youdim, John P. M. Finberg
Life of this patent
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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##
Claims32
A method for treating Parkinson's disease 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, 1 or 2;
- R.sub.1 and R.sub.2 are each independently hydrogen, hydroxy, substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, substituted or unsubstituted C.sub.1 -C.sub.4 alkoxy, halogen, nitro, NH--R.sub.3, C(O)--R.sub.3, or C(O)--NR.sub.9 R.sub.10 ;
- R.sub.3 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, hydroxy, substituted or unsubstituted C.sub.1-4 alkoxy, substituted or unsubstituted C.sub.6-12 aryl;
- and
- R.sub.4 and R.sub.5 are each independently 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, --C(O)--R.sub.6, --Y--C(O)--R.sub.7, or Y--(SO.sub.2)NR.sub.9 R.sub.10 ;
- wherein R.sub.6 is hydrogen, hydroxy, 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 A--NR.sub.9 R.sub.10,
- wherein A is 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, and
- R.sub.9 and R.sub.10 are each independently 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 indanyl;
- Y is substituted or unsubstituted C.sub.1 -C.sub.12 alkyl, substituted or unsubstituted C.sub.6 -C.sub.12 aryl or substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl, and
- R.sub.7 is hydrogen, hydroxy, 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 NR.sub.9 R.sub.10,
- wherein R.sub.9 and R.sub.10 are each independently 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 indanyl.
Dependencies are inferred from the claim text.