Corticoid-17-alkyl-carbonates substituted in the 17-position, process for their preparation and pharmaceuticals containing them

US5362721A · kind A · utility

Assignee

• Hoechst GmbH · DE

Inventors

• Ulrich Stache
• Walter Durckheimer · Hattersheim, DE
• Hans G. Alpermann · Bocholt, DE
• Walter Petri · Niedernhausen, DE

Key dates

• Filing date: Feb 8, 1993
• Grant date: Nov 8, 1994
• Expiry date: Feb 8, 2013

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J31/006
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The disclosed invention includes corticoid-17-alkylcarbonates substituted in the 17-position, a process for their preparation and pharmaceuticals containing them. These corticoid-17-alkylcarbonates have the following formula I ##STR1## where A is CHOH in any desired steric arrangement, C.dbd.O or CH.sub.2 ; Y is H, F, or Cl; Z is H, F or CH.sub.3 ; R(1) is O-acyl, carbonylalkyl, alkylsulfonate or arylsulfonate; PA1 R(2) is branched alkyl or (CH.sub.2).sub.2-4 --OCH.sub.3 and PA1 R(3) is H or methyl. They have excellent local and topical antiinflammatory action. They are distinguished by a particularly good ratio of local to systemic antiinflammatory activity and in some cases also show stronger local antiinflammatory activities than their isomeric corticoid-17-alkylcarbonates having a linear alkyl group in the 17-alkylcarbonate moiety.