Avermectin and milbemycin 13-keto, 13-imino and 13-amino derivatives

US4579864A · kind A · utility

Assignee

• MERCK & CO., INC. · US

Inventors

• Bruce O. Linn · Bound Brook, US
• Helmut Mrozik · Matawan, US

Key dates

• Filing date: Jun 11, 1984
• Grant date: Apr 1, 1986
• Expiry date: Jun 11, 2004

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P33/10
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

There are disclosed novel avermectin and milbemycin compounds wherein the 13-position is oxidized to a keto function. The 13-keto derivatives are prepared from the 13-hydroxy compounds by oxidizing the 13-position with a suitable oxidizing agent. The avermectin and milbemycin 13-keto derivatives are active in their own right and also serve as intermediates in the preparation of 13-imino and 13-amino derivatives. The 13-keto, imino and amino compounds have utility as anti-parasitic agents and compositions for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests.