1456787-33-9

Basic information

• Product Name: (E)-1-methyl-4-nitro-5-styryl-1H-imidazole-2-carbonitrile
• Synonyms: (E)-1-methyl-4-nitro-5-styryl-1H-imidazole-2-carbonitrile
• CAS NO: 1456787-33-9
• Molecular Weight: 254.248
• Mol File: 1456787-33-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-1-methyl-4-nitro-5-styryl-1H-imidazole-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-methyl-4-nitro-5-styryl-1H-imidazole-2-carbonitrile(1456787-33-9)
• EPA Substance Registry System: (E)-1-methyl-4-nitro-5-styryl-1H-imidazole-2-carbonitrile(1456787-33-9)

Safety Data

• Hazardous Substances Data: 1456787-33-9(Hazardous Substances Data)

Upstream product

• 557-21-1 zinc(II) cyanide 
• 1456787-32-8 (E)-2-bromo-1-methyl-4-nitro-5-styryl-1H-imidazole 
• 7464-68-8 1,5-dimethyl-4-nitro-1H-imidazole 
• 105994-26-1 2-bromo-1,5-dimethyl-4-nitro-1H-imidazole 

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.