Pharmaceutical compounds

US5891877A · kind A · utility

Assignee

• Xenova Limited · GB

Inventors

• Stephen James Brocchini · Highland Park, US
• Justin Stephen Bryans · Sandwich, GB
• Adrian Folkes · Slough, GB
• Christopher John Latham · Slough, GB
• Julie Elizabeth Brumwell · Slough, GB

Key dates

• Filing date: Sep 25, 1996
• Grant date: Apr 6, 1999
• Expiry date: Sep 25, 2016

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D409/06
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Diketopiperazines of the formula ##STR1## where one or both of R.sub.1 and R.sub.2, which are different, are chosen from X and a phenyl group substituted by X, C(O)X, OC(O)CH.sub.2 X, OCH.sub.2 CH.sub.2 X, CH.sub.2 X, CONH(CH.sub.2).sub.n X, O(CH.sub.2).sub.n CH(OH)(CH.sub.2).sub.n X ##STR2## and, where appropriate, the other of R.sub.1 and R.sub.2 is a phenyl group optionally substituted by one or more groups selected from halogen, nitro, methoxy, NHC(O)R.sub.12, CO.sub.2 H, O(CH.sub.2).sub.n N(R.sub.12 R.sub.13), C.sub.1 -C.sub.4 alkyl and (CH.sub.2).sub.n C(O)OR.sub.12 ; X is a five- or six-membered heterocyclic ring selected from the group consisting of pyridyl, imidazolyl, furyl, pyrrolyl, pyrrolidinyl, thienyl, piperazinyl, piperidinyl, morpholinyl, quinolyl, isoquinotyl and indolyl, the heteroatom(s) of the said heterocyclic ring, when nitrogen, being optionally substituted by hydrogen, methyl, oxygen, tertiary-butyloxycarbonyl, or SO.sub.2 Me, the heterocyclic ring being optionally substituted by halogen hydrogen!, methyl, MeS, phenyl, O(CH.sub.2).sub.n N(R.sub.12 R.sub.13) or optionally containing one or more carbonyl groups and being optionally fused to a benzene ring; Y …