Abunidazole

Base Information

• Chemical Name: Abunidazole
• CAS No.: 91017-58-2
• Molecular Formula: C₁₅H₁₉N₃O₄
• Molecular Weight: 305.334
• UNII: 6EH821150I
• DSSTox Substance ID: DTXSID60869074
• Nikkaji Number: J22.758G
• Wikipedia: Abunidazole
• Wikidata: Q4670645
• NCI Thesaurus Code: C73009
• ChEMBL ID: CHEMBL301926
• Mol file: 91017-58-2.mol

Synonyms:Abunidazole;91017-58-2;Abunidazol;Abunidazole [INN];Abunidazolum;UNII-6EH821150I;alpha-(5-tert-Butyl-2-hydroxyphenyl)-1-methyl-5-nitroimidazole-2-methanol;6EH821150I;(RS)-5-tert-Butyl-2-(1-methyl-5-nitro-2-imidazolyl)salicylalkohol;4-tert-butyl-2-[hydroxy-(1-methyl-5-nitroimidazol-2-yl)methyl]phenol;CHEMBL301926;SCHEMBL2111635;DTXSID60869074;AKOS040747744;Q4670645;.ALPHA.-(5-TERT-BUTYL-2-HYDROXYPHENYL)-1-METHYL-5-NITROIMIDAZOLE-2-METHANOL

Chemical Property of Abunidazole

Chemical Property:

• Vapor Pressure: 4.89E-12mmHg at 25°C
• Boiling Point: 529.4°Cat760mmHg
• Flash Point: 274°C
• PSA: 104.10000
• Density: 1.3g/cm³
• LogP: 2.93630
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 305.13755610
• Heavy Atom Count: 22
• Complexity: 407

Purity/Quality:

Abunidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=C(C=C1)O)C(C2=NC=C(N2C)[N+](=O)[O-])O
• Therapeutic Function: Antiprotozoal

Technology Process of Abunidazole

There total 2 articles about Abunidazole 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:

1-methyl-2-hydroxymethyl-5-nitroimidazole (936-05-0) → Abunidazole (91017-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / MnO₂ / CHCl₃ / 18 h / Ambient temperature

2: 1.) phenylboronic acid, propanoic acid, 2.) 36percent aq. H₂O₂ / 1.) benzene, reflux, 20 h, 2.) THF, RT, 2 h

With manganese(IV) oxide; dihydrogen peroxide; propionic acid; phenylboronic acid; In chloroform;

DOI:10.1016/S0968-0896(97)00138-7

Reference yield:

para-tert-butylphenol (98-54-4) + 1-methyl-5-nitro-1H-imidazole-2-carbaldehyde (4750-57-6) → Abunidazole (91017-58-2)

Guidance literature:

With dihydrogen peroxide; propionic acid; phenylboronic acid; Multistep reaction; 1) C₆H₆, reflux, 2) THF, room temperature;

DOI:10.1016/0960-894X(96)00317-4

upstream raw materials:

para-tert-butylphenol

1-methyl-5-nitro-1H-imidazole-2-carbaldehyde

1-methyl-2-hydroxymethyl-5-nitroimidazole