1017279-02-5

Basic information

• Product Name: 5-(bromomethyl)-1-methyl-4-nitro-1H-imidazole
• Synonyms: 5-(bromomethyl)-1-methyl-4-nitro-1H-imidazole
• CAS NO: 1017279-02-5
• Molecular Weight: 220.026
• Mol File: 1017279-02-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-(bromomethyl)-1-methyl-4-nitro-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(bromomethyl)-1-methyl-4-nitro-1H-imidazole(1017279-02-5)
• EPA Substance Registry System: 5-(bromomethyl)-1-methyl-4-nitro-1H-imidazole(1017279-02-5)

Safety Data

• Hazardous Substances Data: 1017279-02-5(Hazardous Substances Data)

Upstream product

• 7464-68-8 1,5-dimethyl-4-nitro-1H-imidazole 

Downstream Products

• 1245555-18-3 (2E)-4-{[4-(3-bromoanilino)-6-quinazolinyl]amino}-N,N-dimethyl-N-[(1-methyl-4-nitro-1H-imidazol-5-yl)methyl]-4-oxo-2-buten-1-ammonium bromide 

Relevant articles and documents

Synthesis of substituted 5-bromomethyl-4-nitroimidazoles and use for the preparation of the hypoxia-selective multikinase inhibitor SN29966

5-Bromomethyl-4-nitroimidazoles have utility as bioreductive trigger precursors for the preparation of hypoxia-selective prodrugs. Here we describe an efficient two-step synthesis of 5-(bromomethyl)-1-methyl-4-nitro-1H- imidazole, a preferred precursor, employing an N-bromosuccinimide mediated radical bromination. Use of this precursor to prepare SN29966, a promising hypoxia-selective irreversible pan-ErbB inhibitor is reported along with the preparation of four other prodrug candidates. 5-Bromomethyl-4-nitroimidazole analogues bearing electron-donating and electron-withdrawing substituents at the N-1 and C-2 positions are also described.