Anabaseine derivatives useful in the treatment of degenerative diseases of the nervous system
AssigneeUniversity of Florida
InventorsWilliam R. Kem, John A. Zoltewicz, Edwin M. Meyer, Katalin Prokai-Tatrai
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Abstract
The invention concerns novel anabaseine-related compounds that are useful in treating certain degenerative neural diseases such as Alzheimer's and Parkinson's which apparently involve decreased function of cerebral cortical nicotinic receptors. The compounds showed activity in both in vitro and in active and passive active avoidance studies in animal models. An exemplary active compound is a 3-substituted 2,4-dimethoxy-benzylidene anabaseine.
Claims15
A compound of the formula:
- ##STR9## or a pharmaceutically acceptable salt thereof;
- wherein R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;
- R.sup.2 is .dbd.CH--X, wherein X is napthyl optionally substituted by N,N-dialkylamino having 1 to 4 carbons in each of the alkyls, styryl optionally substituted by N,N-dialkylamino having 1 to 4 carbons in each of the alkyls, furyl, furylacrolyl or ##STR10## wherein R.sup.3, R.sup.4, and R.sup.5 are each selected from hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.6 alkoxy optionally substituted by N,N-dialkylamino having 1 to 4 carbons in each of the alkyls, amino, cyano, N,N-dialkylamino having 1 to 4 carbons in each of the alkyls, halo, hydroxyl, and nitro, provided that R.sup.3, R.sup.4 and R.sup.5 are not all hydrogen and when two of R.sup.3, R.sup.4 and R.sup.5 are methyl, chloro or methoxy, they are not para to each other and further provided that when R.sup.1 is hydrogen or methyl, R.sup.2 is not 1-methyl benzylidene or (4-dimethylamine)benzylidene.
The compound according to claim 26 wherein X is ##STR11##
A compound that is 3-(2,4-dimethoxy) benzylidene anabaseine and pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.