Generic placeholder image

Current Medicinal Chemistry


ISSN (Print): 0929-8673
ISSN (Online): 1875-533X

Synthesis of Tacrine Analogues and Their Structure-Activity Relationships

Author(s): G. R. Proctor and A. L. Harvey,

Volume 7, Issue 3, 2000

Page: [295 - 302] Pages: 8

DOI: 10.2174/0929867003375218

Price: $65


Abstract: Three man synthetic routes to analogues of tacrine are described: reaction of anthranilonitriles with cyclohexanone and other ketones, reaction of various anilines with a-cyanoketones, and reactions involving anilines and cyclic b-ketoesters. Although tacrine has a wide range of pharmacological effects, it is best known as an inhibitor of cholinesterase enzymes. Many of the analogues that have been made have not been tested against acetylcholinesterase or butyrylcholinesterase activity. Consequently, there is limited information from which a detailed understanding of structure-activity relationships can be derived. However, some halogenated derivatives are not only more potent acetylcholinesterase inhibitors than tacrine, they are also more selective for acetylcholinesterase than for butyrylcholinesterase.

Keywords: tacrine analogues, structure activity relationships, anthranilonitriles, cyclohexanone, acetylcholinesterase, butyrycholinesterase, cyanoketones, pharmacological effects, analogues, enzyme, torpedo californica, monohalogen derivatives, aminonitriles

Rights & Permissions Print Export Cite as
© 2023 Bentham Science Publishers | Privacy Policy