93074-04-5

Basic information

• Product Name: MilbeMycin A4 OxiMe
• Synonyms: MilbeMycin A4 OxiMe;5-OxoMilbeMycin A4 oxiMe
• CAS NO: 93074-04-5
• Molecular Formula: C32H45NO7
• Molecular Weight: 555.71
• Mol File: 93074-04-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: MilbeMycin A4 OxiMe(CAS DataBase Reference)
• NIST Chemistry Reference: MilbeMycin A4 OxiMe(93074-04-5)
• EPA Substance Registry System: MilbeMycin A4 OxiMe(93074-04-5)

Safety Data

• Hazardous Substances Data: 93074-04-5(Hazardous Substances Data)

Usage

Uses

Used in Veterinary Medicine:
MilbeMycin A4 OxiMe is used as an anti-parasitic agent for treating endoand exo-parasite infections in animals. Its mode of action involves the opening of glutamate-sensitive chloride channels in invertebrate neurons, leading to paralysis by hyperpolarization and signal transfer blocking, which effectively eliminates parasites.
Used in Pharmaceutical Industry:
MilbeMycin A4 OxiMe is used as the major component in the commercial product milbemycin oxime, which is specifically designed to combat various parasitic infections. Its effectiveness in targeting parasites makes it a valuable asset in the development of anti-parasitic medications for both veterinary and human applications.

Upstream product

• 86691-97-6 5-oxo-5-deoxymilbemycin A₄ 
• 51596-11-3 milbemycin A4 
• 86691-98-7 5-oxo-5-deoxymilbemycin A₃ 

Relevant articles and documents

METHOD FOR SYNTHESIZING MILBEMYCIN OXIME

The present invention provides a method for synthesizing Milbemycin oxime. The method comprises the following steps. (1) Oxidizing reaction: oxidizing Milbemycin, using hypochlorite or chlorite as oxidizers and piperidine nitrogen oxygen free radicals as the catalyst and halide as the catalyst promoter. The oxidation reaction is conducted in a dichloromethane solvent for 0.5-4 hours at ?5-15° C. to produce the intermediate product Milbemycin ketone. (2) Oximation reaction: reacting the Milbemycin ketone with a hydroxylamine hydrochloride oximation agent in a 1,4-dioxane reaction solvent for 10-16 hours at 25-35° C. to obtain Milbemycin oxime. The method provided by the present invention realized the industrial production of Milbemycin oxime for the first time domestically. Moreover, the yield of the prepared product is higher than competing products both at home and abroad.

Synthesis of 5-keto-5-oxime derivatives of milbemycins and their activities against microfilariae.

Starting from milbemycin D (1), milbemycin A4 (2) and milbemycin A3 (3), a series of 5-keto-5-oxime derivatives were synthesized by selective oximation at the alpha,beta-conjugated carbonyl function of the 5-ketomilbemycins (4-6). The activities of the synthesized compounds were studied in dogs naturally infested with microfilariae of Dirofilaria immitis. The 5-keto-5-oximes of milbemycin D (7), A4 (8) and A3 (9) had quite high efficacy to control the microfilariae and more potency than their parents, while the 5-O-acyl oximes (11-15) also exhibited high activity.