2-Methyl-5-nitroimidazol-1-ylacetic acid

Base Information

• Chemical Name: 2-Methyl-5-nitroimidazol-1-ylacetic acid
• CAS No.: 1010-93-1
• Molecular Formula: C6H7 N3 O4
• Molecular Weight: 185.139
• Hs Code.: 2933290090
• UNII: 69IKL472BQ
• DSSTox Substance ID: DTXSID80143626
• Nikkaji Number: J49.310D
• Wikidata: Q27264353
• Metabolomics Workbench ID: 87136
• ChEMBL ID: CHEMBL3544703
• Mol file: 1010-93-1.mol

Synonyms:1-acetic acid-2-methyl-5-nitroimidazole;1-carboxymethylmetronidazole;2-methyl-5-nitroimidazol-1-ylacetic acid;metronidazole-1-acetic acid

Chemical Property of 2-Methyl-5-nitroimidazol-1-ylacetic acid

Chemical Property:

• Vapor Pressure: 7.28E-10mmHg at 25°C
• Melting Point: 176-178 °C
• Boiling Point: 475.9°Cat760mmHg
• PKA: 3.65±0.10(Predicted)
• Flash Point: 241.6°C
• PSA: 100.94000
• Density: 1.6g/cm³
• LogP: 0.70750
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 185.04365571
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methyl-5-nitroimidazole-1-aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(N1CC(=O)O)[N+](=O)[O-]
• Uses: 2-Methyl-5-nitroimidazole-1-acetic Acid is a metabolite of metronidazole with mutagenic activity.

Technology Process of 2-Methyl-5-nitroimidazol-1-ylacetic acid

There total 6 articles about 2-Methyl-5-nitroimidazol-1-ylacetic acid 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: 84.3%

tert-butyl 2-(2-methyl-5-nitroimidazol-1-yl)acetate → 2-methyl-5-nitroimidazole-1-acetic acid (1010-93-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h;

DOI:10.3390/molecules21121693

Reference yield: 66.0%

metronidazole (443-48-1) → 2-methyl-5-nitroimidazole-1-acetic acid (1010-93-1)

Guidance literature:

With potassium dichromate; sulfuric acid; In water; at 20 ℃; Cooling with ice;

DOI:10.1111/cbdd.13366

Reference yield: 13.0%

2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetaldehyde (56910-52-2) → 2-methyl-5-nitroimidazole-1-acetic acid (1010-93-1)

Guidance literature:

With sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenorthophosphate; In water; tert-butyl alcohol;

upstream raw materials:

metronidazole

ethyl 2-(2-methyl-5-nitro-1H-imidazole-1-yl)acetate

2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetaldehyde

Downstream raw materials:

ethyl 2-(2-methyl-5-nitro-1H-imidazole-1-yl)acetate

N-[3-(3-fluoro-4-{4-[2-(2-methyl-5-nitro-imidazol-1-yl)-acetyl]-piperazin-1-yl}-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide

Refernces

• 1、 Bkhaitan, Majdi M.,Alarjah, Mohammed,Mirza, Agha Zeeshan,Abdalla, Ashraf N.,El-Said, Hamdi M.,Faidah, Hani S.. "Preparation and biological evaluation of metronidazole derivatives with monoterpenes and eugenol". . p. 1954 - 1962. Retrieved 2018/09/06.
• 2、 -. "Anilinoquinazoline compound containing nitroimidazole group and preparation method and application thereof". Paragraph 0084; 0085; 0086; 0087. . Retrieved 2017/08/28.