Corticoid 17,21-dicarboxylic esters and corticosteroid 17-carboxylic ester 21-carbonic esters, processes for their preparation and pharmaceuticals containing these compounds

US6835724B2 · kind B2 · utility

Assignee

• Aventis Pharma Deutschland GmbH · DE

Inventors

• Ulrich Stache
• Hans G. Alpermann · Bocholt, DE
• Walter Durckheimer · Hattersheim, DE
• Manfred Bohn · Hofheim, DE

Key dates

• Filing date: Jul 22, 1997
• Grant date: Dec 28, 2004
• Expiry date: Dec 17, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J43/003
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Corticoid 17,21-dicarboxylic esters and corticosteroid 17-carboxylic ester 21-carbonic esters, processes for their preparation and pharmaceuticals containing these compoundsCorticoid 17,21-dicarboxylic esters and corticoid 17-carboxylic ester 21-carbonic esters of the formula I: are described, in which A is CHOH and CHCl, CH2, C═O or 9(11) double bond; Y is H, F or Cl; Z is H, F or methyl; R(1) is aryl or hetaryl; R(2) is alkyl and R(3) is H or methyl. They are obtained, inter alia, by reacting a compound of the formula II: in which R(5) is OH, with an activated carboxylic acid of the formula III: R(6)-CO—(O)n[(C1-C4)-alkyl]m-R(1)  III.They have a very strong local and topical antiinflammatory action and exhibit a very good ratio of local to systemic antiinflammatory effects. They are used, inter alia, as agents for treating inflammatory dermatoses.