174422-18-5

Basic information

• Product Name: 2-(4-(benzyloxy)phenyl)-1H-benzo[d]imidazole-5-carboxylic acid
• Synonyms: 2-(4-(benzyloxy)phenyl)-1H-benzo[d]imidazole-5-carboxylic acid
• CAS NO: 174422-18-5
• Molecular Weight: 344.37
• Mol File: 174422-18-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(4-(benzyloxy)phenyl)-1H-benzo[d]imidazole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-(benzyloxy)phenyl)-1H-benzo[d]imidazole-5-carboxylic acid(174422-18-5)
• EPA Substance Registry System: 2-(4-(benzyloxy)phenyl)-1H-benzo[d]imidazole-5-carboxylic acid(174422-18-5)

Safety Data

• Hazardous Substances Data: 174422-18-5(Hazardous Substances Data)

Upstream product

• 4397-53-9 p-benzyloxybenzaldehyde 
• 619-05-6 3,4-diaminobenzoic acid 
• 100-39-0 benzyl bromide 
• 123-08-0 4-hydroxy-benzaldehyde 

Relevant articles and documents

NOVEL COMPOUND HAVING SKIN-WHITENING, ANTI-OXIDIZING AND PPAR ACTIVITIES AND MEDICAL USE THEREFOR

Provided are a novel compound having skin-whitening, anti-oxidizing and PPAR activities and a medical use thereof, and the compound has skin-whitening activities for the suppression of tyrosinase, and accordingly, is useful for use in skin-whitening pharmaceutical composition or cosmetic products; has anti-oxidant activities, and accordingly, is useful for the prevention and treatment of skin-aging; and has PPAR activities, and in particular, PPARα and PPARγ activities, and accordingly, is useful for use in pharmaceutical compositions or health foods which are effective for the prevention and treatment of obesity, metabolic disease, or cardiovascular disease.

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.