MilbeMycin A3 OxiMe

Base Information

• Chemical Name: MilbeMycin A3 OxiMe
• CAS No.: 114177-14-9
• Molecular Formula: C₃₁H₄₃NO₇
• Molecular Weight: 541.685
• Mol file: 114177-14-9.mol

Synonyms:

Chemical Property of MilbeMycin A3 OxiMe

Chemical Property:

Purity/Quality:

>95% ^*data from raw suppliers

MilbemycinA3oxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Milbemycin A3 oxime is an anthelmintic, a derivative of milbemycin A3 , and a component of milbemycin oxide . It reduces the number of microfilariae of the heartworm D. immitis in the blood of naturally infested dogs by 85.2% when administered at a dose of 0.05 mg/kg. Formulations containing milbemycin A3 oxime, in combination with milbemycin A4 oxime, have been used in the treatment of parasitic infections in dogs.
• Uses: Milbemycin A3 oxime is a semi-synthetic macrocyclic lactone prepared by the oxidation and oximation of a mixture of milbemycin A3. Milbemycin A3 oxime is the minor component (~30%) in the commercial product milbemycin oxime, marketed for endo- and exo-parasite infections. Like the other milbemycin/avermectins, milbemycin A3 oxime acts by opening glutamate sensitive chloride channels in neurons of invertebrates leading to paralysis by hyperpolarisation of these cells and signal transfer blocking. Milbemycin A3 oxime is the minor component of the anti-parasitic product milbemycin oxime.

Technology Process of MilbeMycin A3 OxiMe

There total 3 articles about MilbeMycin A3 OxiMe which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.4%

5-oxo-5-deoxymilbemycin A3 (86691-98-7) → 5-ketomilbemycin A3 5-oxime (114177-14-9)

Guidance literature:

With hydroxylamine hydrochloride; In 1,4-dioxane; methanol; water; for 6h; Ambient temperature;

DOI:10.1271/bbb1961.55.2615

Reference yield:

5-oxo-5-deoxymilbemycin A3 (86691-98-7) + 5-oxo-5-deoxymilbemycin A4 (86691-97-6) → 5-ketomilbemycin A3 5-oxime (114177-14-9) + 5-ketomilbemycin A4 5-oxime (93074-04-5)

Guidance literature:

With hydroxylamine hydrochloride; In 1,4-dioxane; methanol; water; at 5 ℃; Large scale;

Reference yield:

Milbemectin (51596-10-2) → 5-ketomilbemycin A3 5-oxime (114177-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / MnO₂ / acetone / Ambient temperature

2: 90.4 percent / NH₂OH*HCl / H₂O; methanol; dioxane / 6 h / Ambient temperature

With manganese(IV) oxide; hydroxylamine hydrochloride; In 1,4-dioxane; methanol; water; acetone;

DOI:10.1271/bbb1961.55.2615

upstream raw materials:

5-oxo-5-deoxymilbemycin A₃

Milbemectin

5-oxo-5-deoxymilbemycin A₄

Refernces

• 1、 Tsukamoto,Sato,Mio,Sugai,Yanai,Kitano,Muramatsu,Nakada,Ide. "Synthesis of 5-keto-5-oxime derivatives of milbemycins and their activities against microfilariae.". . p. 2615 - 2621. Retrieved 2007/10/02.