134360-57-9

Basic information

• Product Name: 4'-((2-butyl-4-(hydroxymethyl)-5-chloro-1H-imidazolyl)methyl)-2',6'-dimethoxy(1,1'-biphenyl)-2-carboxylic acid
• Synonyms: 4'-((2-butyl-4-(hydroxymethyl)-5-chloro-1H-imidazolyl)methyl)-2',6'-dimethoxy(1,1'-biphenyl)-2-carboxylic acid
• CAS NO: 134360-57-9
• Molecular Formula: C24H27ClN2O5
• Molecular Weight: 458.93
• Mol File: 134360-57-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4'-((2-butyl-4-(hydroxymethyl)-5-chloro-1H-imidazolyl)methyl)-2',6'-dimethoxy(1,1'-biphenyl)-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-((2-butyl-4-(hydroxymethyl)-5-chloro-1H-imidazolyl)methyl)-2',6'-dimethoxy(1,1'-biphenyl)-2-carboxylic acid(134360-57-9)
• EPA Substance Registry System: 4'-((2-butyl-4-(hydroxymethyl)-5-chloro-1H-imidazolyl)methyl)-2',6'-dimethoxy(1,1'-biphenyl)-2-carboxylic acid(134360-57-9)

Safety Data

• Hazardous Substances Data: 134360-57-9(Hazardous Substances Data)

Upstream product

• 134360-53-5 methyl 4'-methyl-2',6'-dimethoxy<1,1'-biphenyl>-2-carboxylate 
• 79047-41-9 2-n-butyl-4-chloro-5-hydroxymethylimidazole 
• 134360-56-8 4'-<<2-butyl-4-(hydroxymethyl)-5-chloro-1H-imidazolyl>methyl>-2',6'-dimethoxy<1,1'-biphenyl>-2-carboxylic acid methyl ester 

Relevant articles and documents

Conformationally Restricted Polysubstituted Biphenyl Derivatives with Angiotensin II Receptors Antagonist Properties

The synthesis and in vitro activity of new nonpeptide angiotensin II antagonists is presented.Compared to previously reported biphenyl compounds, the new analogues 8 and 9 have reduced conformational freedom derived from steric hindrance.Methyl 4'-methyl-2',6'-dimethoxy-2-carboxylate 4 has been synthesized by a Von Pechmann condensation of orcinol with oxocyclohexane-2-carboxylate followed by dehydrogenation.This scheme provided the carbon skeleton of the biphenyl potentially substituted on the 2-, 2'-, 4'-, and 6'-positions.Elaboration of the substituents led to a biphenyl derivative used to alkylate a 2-n-butyl-4-chloro-5-(hydroxymethyl)imidazole.After coupling with the imidazole two regioisomers were separated and identified by 1H NMR.NOESY experiments were useful to establish regiochemistry of the final products that have angiotensin II blocking activity.Their affinity for angiotensin II receptors was established in a binding assay experiment and in an isolated organ test.The presence of 2',6'-dimethoxy substituent on the biphenyl moiety of the antagonist was found to significantly decrease affinity for the receptor.