120277-95-4

Basic information

• Product Name: α-[(2-Nitro-1H-imidazole-1-yl)methyl]-8-azabicyclo[5.1.0]octane-8-ethanol
• Synonyms: 1-[(8-Azabicyclo[5.1.0]octan-8-yl)methyl]-2-(2-nitro-1H-imidazol-1-yl)ethanol;α-[(2-Nitro-1H-imidazole-1-yl)methyl]-8-azabicyclo[5.1.0]octane-8-ethanol
• CAS NO: 120277-95-4
• Molecular Formula: C13H20N4O3
• Molecular Weight: 280.32
• Mol File: 120277-95-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: α-[(2-Nitro-1H-imidazole-1-yl)methyl]-8-azabicyclo[5.1.0]octane-8-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: α-[(2-Nitro-1H-imidazole-1-yl)methyl]-8-azabicyclo[5.1.0]octane-8-ethanol(120277-95-4)
• EPA Substance Registry System: α-[(2-Nitro-1H-imidazole-1-yl)methyl]-8-azabicyclo[5.1.0]octane-8-ethanol(120277-95-4)

Safety Data

• Hazardous Substances Data: 120277-95-4(Hazardous Substances Data)

Upstream product

• 286-44-2 8-azabicyclo[5.1.0]octane 
• 13551-90-1 2-nitro-1-(2-oxiranylmethyl)-1H-imidazole 

Relevant articles and documents

A new class of analogues of the bifunctional radiosensitizer α-(1-aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol (RSU 1069): The cycloalkylaziridines

A series of compounds related to α-(1-aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol (RSU 1069, 1) were synthesized and evaluated as selective hypoxic cell cytotoxic agents and as radiosensitizers. The aziridine moiety was replaced with a number of other potential alkylating groups including cycloalkylaziridines and azetidines. The data indicated that modification of the aziridine of 1 resulted in a substantial decrease in the ability of the compounds to selectively kill hypoxic cells. However, these modifications did not affect the compounds' in vitro radiosensitizing activity since many of the derivatives were as potent as 1. All of the compounds that were evaluated in vivo were less toxic than 1, and several members of this series had significant activity. The best compound was trans-α-[[(4-bromotetrahydro-2H-pyran-3-yl)amino]methyl]-2-nitro-1H- imidazole-1-ethanol (18), which, due to its activity and log P value, is a candidate for additional in vivo studies.

2-nitroimidazole derivatives useful as radiosensitizers for hypoxic tumor cells

Certain α-[(2-nitro-1H-imidazol-1-yl)methyl]-aziridinylethanols and the corresponding aziridine-ring opened analogs are useful as radiation sensitizers for X-irradiation therapy of tumors.