6-Keto-morphinans belonging to the 14-hydroxy-series

US4390699A · kind A · utility

Assignee

• The United States of America as Represented by the Secretary of the Department of Health and Human Services · US

Inventors

• Arnold Brossi · Bethesda, US
• Helmut Schmidhammer · Innsbruck, AT
• Arthur E. Jacobson · Rockville, US

Key dates

• Filing date: Jul 16, 1981
• Grant date: Jun 28, 1983
• Expiry date: Jul 16, 2001

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D489/08
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

6-Keto-hydroxymorphinans having at the 4 position a substituent which is R.sub.1 =H, O lower alkyl, or O lower acyl, and N may be substituted by R.sub.2, which for agonist properties may be lower alkyl, lower alkenyl, cyclopropylmethyl, or phenyl lower alkyl, etc. Additionally, the nitrogen may be substituted by R.sub.2, which is allyl, cyclopropylmethyl, cyclobutylmethyl, dimethylallyl, etc., which function as antagonists to the morphine-like activity of the compound. Such activity is known as antinociceptive.