Bamnidazole

Base Information

• Chemical Name: Bamnidazole
• CAS No.: 31478-45-2
• Molecular Formula: C7H10N4O4
• Molecular Weight: 214.181
• European Community (EC) Number: 250-650-6
• NSC Number: 329676
• UNII: 4X7Y0185J3
• DSSTox Substance ID: DTXSID70185378
• Nikkaji Number: J20.256H
• Wikidata: Q27260629
• NCI Thesaurus Code: C73275
• ChEMBL ID: CHEMBL1493084
• Mol file: 31478-45-2.mol

Synonyms:Bamnidazole;31478-45-2;2-(2-methyl-5-nitroimidazol-1-yl)ethyl carbamate;Bamnidazol;Bamnidazolum;R.P. 20 578;MLS000766259;2-(2-methyl-5-nitro-1h-imidazol-1-yl)ethyl carbamate;Bamnidazole [USAN:INN];Bamnidazol [INN-Spanish];Bamnidazolum [INN-Latin];NSC-329676;UNII-4X7Y0185J3;1H-Imidazole-1-ethanol, 2-methyl-5-nitro-, carbamate (ester);EINECS 250-650-6;NSC329676;2-Methyl-5-nitroimidazole-1-ethanol carbamate (ester);4X7Y0185J3;NSC 329676;RP 20578;SMR000528859;RP-20-578;R.P. 20578;R. P. 20578;2-(2-Methyl-5-nitro-1-imidazolyl)ethyl carbamat;2-(2-methyl-5-nitro-imidazol-1-yl)ethyl carbamate;BAMNIDAZOLE [INN];Bamnidazole (USAN/INN);BAMNIDAZOLE [USAN];cid_71407;SCHEMBL635607;CHEMBL1493084;BDBM90784;DTXSID70185378;HMS2885D10;AKOS033861087;Imidazole-1-ethanol, carbamate (ester);1H-Imidazole-1-ethanol, carbamate ester;NCGC00246790-01;1H-Imidazole-1-ethanol, carbamate (ester);CS-0242644;D03052;EN300-253257;2-Methyl-5-nitroimidazole-1-ethanol carbamate ester;Q27260629;Z2239077781;carbamic acid 2-(2-methyl-5-nitro-1-imidazolyl)ethyl ester;carbamic acid 2-(2-methyl-5-nitro-imidazol-1-yl)ethyl ester

Chemical Property of Bamnidazole

Chemical Property:

• Vapor Pressure: 1.13E-10mmHg at 25°C
• Refractive Index: 1.63
• Boiling Point: 513.9 °C at 760 mmHg
• Flash Point: 264.6 °C
• PSA: 115.96000
• Density: 1.55 g/cm³
• LogP: 1.41850
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 214.07020481
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(N1CCOC(=O)N)[N+](=O)[O-]
• Uses: Antiprotozoal (Trichomonas).

Technology Process of Bamnidazole

There total 3 articles about Bamnidazole 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: 50.0%

C13H12N4O7 → 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl carbamate (31478-45-2)

Guidance literature:

With ammonium hydroxide; In dichloromethane; at 10 ℃; for 3h;

Reference yield:

metronidazole (443-48-1) → 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl carbamate (31478-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2: ammonium hydroxide / dichloromethane / 3 h / 0 - 10 °C / Inert atmosphere

With ammonium hydroxide; triethylamine; In dichloromethane;

DOI:10.1021/acs.jmedchem.9b02097

Reference yield:

→ 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl carbamate (31478-45-2)

Guidance literature:

/BRN= 625626/, NH3 / W., Δ;

upstream raw materials:

metronidazole

Downstream raw materials:

apcin

Refernces

• 1、 Huang, Pan,Le, Xiangyang,Huang, Fei,Yang, Jie,Yang, Haofeng,Ma, Junlong,Hu, Gaoyun,Li, Qianbin,Chen, Zhuo. "Discovery of a dual tubulin polymerization and cell division cycle 20 homologue inhibitor via structural modification on apcin". . p. 4685 - 4700. Retrieved 2020/06/08.