"PDE IV inhibitors: ""bis-compounds"""

US5744473A · kind A · utility

Assignee

• Euro-Celtique S.A. · LU

Inventors

• Mark Chasin · Manalapan, US
• Peter Hofer · Liestal, CH
• David Cavalla · Cambridge, GB

Key dates

• Filing date: Sep 16, 1996
• Grant date: Apr 28, 1998
• Expiry date: Sep 16, 2016

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D473/24
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel compounds which are effective PDE IV inhibitors are disclosed. The compounds possess improved PDE IV inhibition as compared to theophylline or rolipram, with improved selectivity with regard to, e.g., PDE V inhibition. Also provided is a process of making compounds of Formula I. Compounds of the present invention are represented by Formula I: ##STR1## its pharmaceutically acceptable salts, hydrochloride salts, or prodrug forms thereof, wherein: PA1 X.sub.1a, X.sub.1b are independently selected from --NH and --N-lower alkyl; PA1 X.sub.2a, X.sub.2b are optionally present and are independently selected from S(O)n, O, CH.sub.2, and NH; PA1 P.sub.1a, P.sub.1b, P.sub.2a, P.sub.2b, P.sub.4a, and P.sub.4b are independently selected from N, or CH; PA1 R.sub.1a, R.sub.1b, R.sub.2a, R.sub.2b, R.sub.3a and R.sub.3b are independently selected from H, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 branched alkyl, C.sub.3 -C.sub.6 cycloalkyl, said alkyl groups being optionally substituted with halogen, aryl or heteroaryl group(s), said aryl and heteroaryl group(s) being optionally substituted with hydroxy, alkoxy, cycloalkoxy, halogen, alkyl, or cycloalkyl; and n is an integer from 0 to 2.