4- and 6-carbamates related to physostigmine, a process and...

C - Chemistry – Metallurgy – 07 – D

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167/208, 260/319

C07D 487/04 (2006.01) A61K 31/40 (2006.01) C07D 209/34 (2006.01)

Patent

CA 2029265

This invention relates to 4- and 6-carbamates related to physostigmine of the formula (see formula I) where R1 is alkyl, cycloalkyl, bicycloalkyl, aryl or arylloweralkyl; R2 is hydrogen or alkyl or the group -NR1R2 taken together forms a monocyclic or bicyclic ring of 5 to 12 carbons; m is 0, 1, or 2; each X is independently hydrogen, halogen, loweralkyl, nitro or amino; and the pharmaceutically acceptable acid addition salts thereof, and where applicable, the geometric and optical isomers and racemic mixtures thereof. This invention also relates to a process and intermediates for the preparation of the 4- and 6-carbamates. The compounds of this invention display utility for alleviating various memory dysfunctions characterized by a decreased cholinergic function, such as Alzheimer's disease.

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