4- and 6-carbamates related to physostigmine and intermediates f

Details 4- and 6-carbamates related to physostigmine and intermediates f 4- and 6-carbamates related to physostigmine and intermediates f

1989-11-03

1992-01-14

Gerstl, Robert

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

514411, 540583, 548429, C07D48704, A61K 3140, A61K 3155

Patent

active

050811177

ABSTRACT:
This invention relates to 4- and 6-carbamates related to physostigmine of the formula ##STR1## where R.sub.1 is alkyl, cycloalkyl, bicycloalkyl, aryl or arylloweralkyl; R.sub.2 is hydrogen or alkyl or the group --NR.sub.1 R.sub.2 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 novel intermediates useful in 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.

REFERENCES:
patent: 3897451 (1975-07-01), Gassman et al.
patent: 4741107 (1988-12-01), Hamer
patent: 4760083 (1988-07-01), Myers et al.
Julian et al., J. Chem. Soc., 1935, 563-566 and 755-757.
Schonenberger et al., J. Med. Chem., 1986, vol. 29, 2268-2273.
Schonenberger et al., Helv. Chim. Acta., 1986, vol. 69, 283-287 and 1486-1497.

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