Naltrexone 3-acetate

Base Information

• Chemical Name: Naltrexone 3-acetate
• CAS No.: 111129-14-7
• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.444
• DSSTox Substance ID: DTXSID00149509
• Nikkaji Number: J458.263B
• Wikidata: Q83015298
• Mol file: 111129-14-7.mol

Synonyms:Naltrexone 3-acetate;111129-14-7;SCHEMBL12637941;DTXSID00149509;Morphinan-6-one, 3-(acetyloxy)-17-(cyclopropylmethyl)-4,5-epoxy-3-hydroxy-, (5alpha)-

Chemical Property of Naltrexone 3-acetate

Chemical Property:

• Vapor Pressure: 5.6E-14mmHg at 25°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 383.17327290
• Heavy Atom Count: 28
• Complexity: 722

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC1=C2C3=C(CC4C5(C3(CCN4CC6CC6)C(O2)C(=O)CC5)O)C=C1
• Isomeric SMILES: CC(=O)OC1=C2C3=C(C[C@@H]4[C@]5([C@]3(CCN4CC6CC6)[C@@H](O2)C(=O)CC5)O)C=C1

Technology Process of Naltrexone 3-acetate

There total 4 articles about Naltrexone 3-acetate 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: 36.3%

→ 3-O-acetylnaltrexone (111129-14-7)

Guidance literature:

Reference yield:

naltrexone Hydrochloride (16676-29-2) + acetic anhydride (108-24-7) → 3-O-acetylnaltrexone (111129-14-7)

Guidance literature:

With triethylamine; In ethyl acetate; at 40 ℃; for 2h;

Reference yield:

Naltrexone (16590-41-3) + acetic anhydride (108-24-7) → 3-O-acetylnaltrexone (111129-14-7)

Guidance literature:

Naltrexone; With sodium hydroxide; In water; toluene; at 21.5 - 22.6 ℃; for 0.416667h; Inert atmosphere;

acetic anhydride; In water; toluene; at 27.1 ℃; for 0.5h;

With sodium hydroxide; In water; toluene; for 0.166667h; pH=6.55 - 10.15; Product distribution / selectivity;

upstream raw materials:

Naltrexone

acetyl chloride

acetic anhydride

naltrexone Hydrochloride

Refernces

• 1、 Stinchcomb, Audra L,Swaan, Peter W,Ekabo, Opinya,Harris, Kathleen K,Browe, Jennifer,Hammell, Dana C,Cooperman, Todd A,Pearsall, Michael. "Straight-chain naltrexone ester prodrugs: diffusion and concurrent esterase biotransformation in human skin.". . p. 2571 - 2578. Retrieved 2002.
• 2、 -. "Process for the preparation of quaternary n-alkyl morphinan alkaloid salts". Page/Page column 16; 28-29. . Retrieved 2010/02/17.