935750-31-5

Basic information

• Product Name: 2-(2-chloro-4-methoxyphenyl)-5-ethyl-1,4-bis(4-methoxyphenyl)-1H-imidazole
• Synonyms: 2-(2-chloro-4-methoxyphenyl)-5-ethyl-1,4-bis(4-methoxyphenyl)-1H-imidazole
• CAS NO: 935750-31-5
• Molecular Weight: 448.949
• Mol File: 935750-31-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(2-chloro-4-methoxyphenyl)-5-ethyl-1,4-bis(4-methoxyphenyl)-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-chloro-4-methoxyphenyl)-5-ethyl-1,4-bis(4-methoxyphenyl)-1H-imidazole(935750-31-5)
• EPA Substance Registry System: 2-(2-chloro-4-methoxyphenyl)-5-ethyl-1,4-bis(4-methoxyphenyl)-1H-imidazole(935750-31-5)

Safety Data

• Hazardous Substances Data: 935750-31-5(Hazardous Substances Data)

Upstream product

• 127666-99-3 2-chloro-4-methoxylbenzonitrile 
• 104-94-9 4-methoxy-aniline 
• 54439-75-7 2-chloro-4-methoxybenzaldehyde 

Relevant articles and documents

Structure-activity relationship study to understand the estrogen receptor-dependent gene activation of aryl- and alkyl-substituted 1H-imidazoles

A series of C5-substituted 1,2,4-triaryl-1H-imidazoles was synthesized. Their gene-activating properties were determined on estrogen receptor alpha positive MCF-7 breast cancer cells, stably transfected with the plasmid ERE wtcluc (MCF-7-2a cells). The influence of 4-OH and 2-Cl substituents on the phenyl rings as well as the significance of a methyl, ethyl, or phenyl group at C5 on the estrogen receptor binding and the resulting gene activation in MCF-7-2a cells was studied. The alkyl and aryl groups at C5 of 1,2,4-tris(4-hydroxyphenyl)-1H-imidazole 1 increased the transactivation, while chlorine atoms on the phenyl rings diminished this effect. 5-Ethyl-1,2,4-tris(4- hydroxyphenyl)-1H-imidazole 9 was identified as the most active compound. Its excellent transcriptional activity did not only depend on the C5 ethyl group, but also on the three hydroxyl groups of the phenyl rings. Compounds (11-14) with a reduced number of hydroxyl groups displayed distinctly lower gene activation.