Avermectin compounds with a 6,5-spiroketal ring system

C - Chemistry – Metallurgy – 07 – H

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C07H 19/01 (2006.01) A01N 43/90 (2006.01) A01N 55/00 (2006.01) A61K 31/70 (2006.01) C07D 493/22 (2006.01) C07F 7/18 (2006.01) C07H 23/00 (2006.01)

Patent

CA 2062496

Avermectin analogs are disclosed wherein the 6,6-spiroketal ring system has been reduced in size to a 6,5-spiroketal ring system by the deletion of the 25-position carbon atom and the 25-alkyl substituent. This is accomplished by opening the outer spiroketal ring with the elimination of ring carbon atoms 23, 24 and 25 and the alkyl substituent at the 25-position and incorporation a new component, recloeing the spiroketal to a 5-membered ring with new substituents at the 24-position. The compounds are used as anti-parasitic insecticidal and anti-helmintic agents in humans and animals and compositions containing such compounds as the active ingredient thereof are also disclosed.

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