2-Nitro-1-(oxiranylmethyl)-1H-imidazole

Base Information

• Chemical Name: 2-Nitro-1-(oxiranylmethyl)-1H-imidazole
• CAS No.: 13551-90-1
• Molecular Formula: C6H7N3O3
• Molecular Weight: 169.1381
• Hs Code.: 2933290090
• Mol file: 13551-90-1.mol

Synonyms:2-nitro-1-(oxiran-2-ylmethyl)imidazole;

Chemical Property of 2-Nitro-1-(oxiranylmethyl)-1H-imidazole

Chemical Property:

• Vapor Pressure: 2.14E-06mmHg at 25°C
• Melting Point: 50-55°C
• Boiling Point: 393.4°Cat760mmHg
• PKA: 0.98±0.33(Predicted)
• Flash Point: 191.7°C
• PSA: 76.17000
• Density: 1.7g/cm³
• LogP: 0.71330
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

1-(2,3-Epoxypropyl)-2-nitroimidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(2,3-Epoxypropyl)-2-nitroimidazole is an intermediate in the synthesis of Pimonidazole-d10 (P447814). Isotope labelled Pimonidazole (P447813) is an effective and nontoxic hypoxia detection reagent. Pimonidazole forms adducts with thiol groups in proteins, peptides and amino acids. It abels hypoxic tumor cells in vivo. Also labels hypoxic mesenchymal stem cells in mouse bone marrow.

Technology Process of 2-Nitro-1-(oxiranylmethyl)-1H-imidazole

There total 5 articles about 2-Nitro-1-(oxiranylmethyl)-1H-imidazole 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:

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol (13551-86-5) → 2-nitro-1-(2-oxiranylmethyl)-1H-imidazole (13551-90-1)

Guidance literature:

With 18-crown-6 ether; In acetonitrile;

DOI:10.1016/j.tetlet.2013.07.013

Reference yield:

C6H6BrN3O3 (123436-04-4) → 2-nitro-1-(2-oxiranylmethyl)-1H-imidazole (13551-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 0 - 20 °C

2: potassium carbonate / methanol

With sodium tetrahydroborate; potassium carbonate; In methanol;

DOI:10.1021/ja207256s

Reference yield:

C6H8BrN3O3 (13551-94-5) → 2-nitro-1-(2-oxiranylmethyl)-1H-imidazole (13551-90-1)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1021/ja207256s

upstream raw materials:

2-nitro-1H-imidazole

epichlorohydrin

α-(chloromethyl)-2-nitro-1H-imidazole-1-ethanol

C₆H₆BrN₃O₃

Downstream raw materials:

α-[(2-Nitro-1H-imidazol-1-yl)methyl]-7-aza-bicyclo[4.1.0]heptane-7-ethanol

2-(2-hydroxy-3-(2-nitro-1H-imidazol-1-yl)propyl)isoindoline-1,3-dione

α-<(cis-2,3-dimethyl-1-aziridinyl)methyl>-2-nitro-1H-imidazole-1-ethanol

(S)-1-(2-nitroimidazol-1-yl)-3-fluoropropan-2-ol