AVERMECTIN EPOXIDE DERIVATIVES

• Main Author: HELMUT H. MROZIK
• Format: Patent
• Language: English
• Published: 28.05.1986
• Edition: 4
• Subjects: AGRICULTURE; ANIMAL HUSBANDRY; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; CHEMISTRY; DERIVATIVES THEREOF; FISHING; FODDER; FOODS OR FOODSTUFFS; FORESTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HUNTING; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; NUCLEIC ACIDS; NUCLEOSIDES; NUCLEOTIDES; ORGANIC CHEMISTRY; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS; SUGARS; THEIR TREATMENT, NOT COVERED BY OTHER CLASSES; TRAPPING

Novel avermectin epoxides have the formula: …… in which the broken line at the 22,23-position indicates a single or a double bond; R1 is hydrogen or hydroxy and is present only when the broken line at the 22,23-position indicates a single bond; R2 is iso-propyl or sec-butyl; R3 is hydroxy or methoxy; R4 is hydroxy, alpha -L-oleandrosyloxy, or 4 min -( alpha -L-oleandrosyl)- alpha -L-oleandrosyloxy; and the dotted triangular figures at the 8,9 and 14,15 positions indicate a double bond or an epoxide, provided that at least one of the 8,9 and 14,15 positions is epoxidized. The epoxides are prepared by oxidizing an avermectin compound with a mild oxidizing agent. The avermectin epoxide compounds have utility as anti-parasitic agents and can be made into compositions suitable for that use. The compounds are also highly potent insecticides against agricultural pests.