134767-72-9

Basic information

• Product Name: 2-(phenoxymethyl)-1H-benzo[d]imidazole-5-carboxylic acid
• Synonyms: 2-(phenoxymethyl)-1H-benzo[d]imidazole-5-carboxylic acid
• CAS NO: 134767-72-9
• Molecular Weight: 268.272
• Mol File: 134767-72-9.mol

Chemical Properties

• CAS DataBase Reference: 2-(phenoxymethyl)-1H-benzo[d]imidazole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(phenoxymethyl)-1H-benzo[d]imidazole-5-carboxylic acid(134767-72-9)
• EPA Substance Registry System: 2-(phenoxymethyl)-1H-benzo[d]imidazole-5-carboxylic acid(134767-72-9)

Safety Data

• Hazardous Substances Data: 134767-72-9(Hazardous Substances Data)

Upstream product

• 701-99-5 Phenoxyacetyl chloride 
• 2555-49-9 phenoxyacetic acid ethyl ester 
• 122-59-8 2-phenoxyacetic acid 
• 619-05-6 3,4-diaminobenzoic acid 
• 174533-61-0 4-Amino-3-(2-phenoxy-acetylamino)-benzoic acid methyl ester 
• 36692-49-6 Methyl 3,4-diaminobenzoate 
• 37466-90-3 ethyl 3,4-diaminobenzoate 

Downstream Products

• 902153-11-1 2-Phenoxymethyl-1H-benzoimidazole-5-carbonyl chloride 
• 1415560-91-6 C₂₀H₁₇N₃O₃ 
• 134767-79-6 2-(phenoxy)methyl-5-<1H>benzimidazole carboxylic acid ethyl ester hydrochloride 

Relevant articles and documents

Discovery of a novel series of benzimidazole derivatives as diacylglycerol acyltransferase inhibitors

A novel series of benzimidazole derivatives was prepared and evaluated for their diacylglycerol acyltransferase (DGAT) inhibitory activity using microsome from rat liver. Among the newly synthesized compounds, furfurylamine containing benzimidazole carboxamide 10j showed the most potent DGAT inhibitory effect (IC50= 4.4 μM) and inhibited triglyceride formation in HepG2 cells. Furthermore, compound 10j reduced body weight gain of Institute of Cancer Research mice on a high-fat diet and decreased levels of total triglyceride, total cholesterol, and LDL-cholesterol in the blood accompanied with a significant increase in HDL-cholesterol level.

Synthesis of some new benzimidazole-5(6)-carboxylic acids

The title compounds, 1,2-dialkyl-benzimidazole-5(6)-carboxylic acids 34-45 were prepared at four steps; 1) preparation of mono amide derivatives 1-11 by the reaction of methyl 3,4-diaminobenzoate and substituted phenyl or phenoxyacetic acid chlorides; 2) preparation of the methyl benzimidazolecarboxylates 12-22, with zinc chloride and dry hydrogen chloride gas; 3) alkaline hydrolysis of the esters 23-33; and 4) substitution of the imidazole ring with benzyl or p-fluorobenzyl bromide, in alkali medium. 2-Aryl-benzimidazole-5(6)-carboxylic acids 50-53 were prepared via the oxidative condensation of 3,4-diaminobenzoic acid and aromatic aldehydes with cupric ion.