Tricyclic compounds acting at serotonin receptor subtypes

US5202318A · kind A · utility

Assignee

• Syntex (U.S.A.) LLC · US

Inventors

• Jacob Berger · Los Altos Hills, US
• Robin Clark · Palo Alto, US
• Richard Eglen · Mountain View, US
• William L. Smith · Mahwah, US
• Klaus Weinhardt · San Francisco, US

Key dates

• Filing date: May 28, 1991
• Grant date: Apr 13, 1993
• Expiry date: May 28, 2011

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D471/08
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Compounds of Formula I: ##STR1## in which Z is CH.sub.2 or C.dbd.O; PA0 X and Y are independently selected from hydrogen, halogen, hydroxy, lower alkoxy, lower alkyl, nitro, amino, aminocarbonyl, (lower alkyl)amino, di(lower alkyl)amino and (lower alkanoyl)amino; and R.sup.1 is a group selected from Formulae (a), (b), (c) (d) and (e): ##STR2## in which p is 0 or 1; PA0 n is 1, 2 or 3; PA0 R.sup.2 is hydrogen, lower alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cycloalkyl-C.sub.12 alkyl, or a group R.sup.6 -C.sub.1-2 alkyl in which R.sup.6 is thienyl, pyrrolyl or furyl optionally substituted by one or two substituents selected from lower alkyl, lower alkoxy, trifluoromethyl or halogen, or is phenyl optionally substituted by one or two substituents selected from C.sub.1-4 alkoxy, trifluoromethyl, halogen, nitro, carboxy, esterified carboxy, and C.sub.1-4 alkyl optionally further substituted by hydroxy, C.sub.1-4 alkoxy, carboxy, esterified carboxy or in vivo hydrolyzable acyloxy; PA0 each R.sup.3 is independently selected from hydrogen, hydroxy, alkyl and alkoxy; PA0 each R.sup.4 is independently hydrogen or alkyl; and PA0 R.sup.5 is hydrogen, lower alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cy…