1400933-91-6

Basic information

• Product Name: 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole
• Synonyms: 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole
• CAS NO: 1400933-91-6
• Molecular Weight: 665.237
• Mol File: 1400933-91-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole(1400933-91-6)
• EPA Substance Registry System: 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole(1400933-91-6)

Safety Data

• Hazardous Substances Data: 1400933-91-6(Hazardous Substances Data)

Upstream product

• 155091-95-5 5-butyl-2-hydroxymethyl-1-<<2'-<(N-triphenylmethyl)tetrazol-5-yl>biphenyl-4-yl>methyl>imidazole 
• 1400933-88-1 5-butyl-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-3-[(2-(trimethylsilyl)ethoxy)methyl]-1H-imidazolium bromide 
• 1400933-86-9 5-butyl-1-[[(2'-(2-trityl)-tetrazol-5-yl)biphenyl-4-yl]methyl]-3-[(2-(trimethylsilyl)ethoxy)methyl]-1H-imidazolium bromide 
• 1400933-84-7 4-butyl-2-hydroxymethyl-1-[(2-(trimethylsilyl)ethoxy)methyl]-1H-imidazole 
• 133051-88-4 N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole 
• 133909-97-4 N-(trityl)-5-[4?-(methyl)biphenyl-2-yl]-2H-tetrazole 
• 114772-53-1 2-Cyano-4'-methylbiphenyl 
• 214360-47-1 2-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile 
• 146953-86-8 4-n-Butyl-imidazole 
• 120568-11-8 5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole 
• 100-47-0 benzonitrile 

Downstream Products

• 1400933-97-2 5-butyl-4-chloro-2-hydroxymethyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole 

Relevant articles and documents

The discovery of new potent non-peptide Angiotensin II AT1 receptor blockers: A concise synthesis, molecular docking studies and biological evaluation of N-substituted 5-butylimidazole derivatives

A convenient and facile synthesis, in silico docking studies and in vitro biological evaluation of N-substituted 5-butylimidazole derivatives as potent Angiotensin II (ANG II) receptor type 1 (AT1) blockers (ARBs) has been reported in the current study. Our efforts have been directed towards the development of an efficient synthetic route allowing the facile introduction of substituents on the imidazole ring. In particular, a series of imidazole based compounds bearing the biphenyl moiety at the N - 1 position, a halogen atom at the C-4 and polar substituents such as hydroxymethyl, aldo or carboxy group at the C-2 position were designed and synthesized. These compounds were evaluated for binding to human AT1 receptor and for ANG II antagonism in vitro on isolated rat uterus. Among them, 5-butyl-1-[[2′-(2H-tetrazol-5-yl)biphenyl-4-yl] methyl]imidazole-2-carboxylic acid (30) exhibited higher binding affinity compared to the other analogues tested (-log IC50 = 8.46). The latter analogue was also found to be the most active in the rat uterotonic test (pA2 = 7.83). Importantly, the binding affinity was higher to that of losartan (-log IC50 = 8.25) indicating the importance of carboxy group at the C-2 position. Experimental findings are in good agreement with docking studies, which were undertaken in order to investigate ligand/AT1 receptor interactions.