Huperzine A derivatives, their preparation and their use

US5929084A · kind A · utility

Assignee

• SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES · CN

Inventors

• Dayuan Zhu · Shanghai, CN
• Xican Tang · Shanghai, CN
• Jinlai Lin · Shanghai, CN
• Cheng Zhu · Edison, US
• Jingkang Shen · Shanghai, CN
• Guansong Wu · Shanghai, CN
• Shanhao Jiang · Shanghai, CN
• Takuji Yamaguchi · Kuwana, JP
• Kazuhiro Tanaka · Tomakomai, JP
• Takeshi Wakamatsu · Ibaraki, JP
• Hiroaki Nishimura · Kobe, JP

Key dates

• Filing date: Jun 27, 1997
• Grant date: Jul 27, 1999
• Expiry date: Jun 27, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D405/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to novel huperzine A derivatives of formula (II), wherein Y is ##STR1## or R" and Y together form .dbd.CH; R is (C.sub.1 -C.sub.5) alkyl, ##STR2## wherein n is 0 or 1, X is H, (C.sub.1 -C.sub.5) alkyl; (C.sub.1 -C.sub.5) alkyloxy; nitro, halogen, carboxy, alkyloxycarbonyl, hydroxymethyl, hydroxy, amino substituted by bis-(C.sub.1 -C.sub.5) alkyl; --(CH.sub.2).sub.m COOZ, wherein m=0-5, Z is H or (C.sub.1 -C.sub.5) alkyl; --CH.dbd.CH--G, wherein G is phenyl, furanyl, carboxy, alkyloxycarbonyl; and dihydro- or tetrahydro-pyridyl substituted by (C.sub.1 -C.sub.5) alkyl at the nitrogen atom; R' is H, (C.sub.1 -C.sub.5) alkyl, pyridoyl, benzoyl substituted by (C.sub.1 -C.sub.5) alkyloxy; R" is H or (C.sub.1 -C.sub.5) alkyl; processes for their use as acetylcholinesterase inhibitor. ##STR3##