942195-83-7

Basic information

• Product Name: 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carboxylic acid
• Synonyms: 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carboxylic acid
• CAS NO: 942195-83-7
• Molecular Weight: 282.299
• Mol File: 942195-83-7.mol

Chemical Properties

• CAS DataBase Reference: 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carboxylic acid(942195-83-7)
• EPA Substance Registry System: 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carboxylic acid(942195-83-7)

Safety Data

• Hazardous Substances Data: 942195-83-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carboxylic acid is used as a key intermediate in the synthesis of chromane-substituted benzimidazole derivatives. These derivatives possess acid pump antagonistic activity, making them valuable for the development of drugs targeting gastric acid-related disorders, such as gastroesophageal reflux disease (GERD) and peptic ulcers.
Used in Chemical Synthesis:
2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carboxylic acid is used in the preparation and esterification or amidation with dimethylamine hydrochloride. This process allows for the creation of new benzimidazole-based compounds with potential applications in various fields, such as pharmaceuticals, agrochemicals, and materials science.

Upstream product

• 89521-54-0 2-(benzyloxy)-6-nitroaniline 
• 100-44-7 benzyl chloride 
• 603-85-0 2-Amino-3-nitrophenol 
• 942195-82-6 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carbonitrile 

Relevant articles and documents

Synthesis method of 4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carboxylic acid

The invention discloses a synthesis method of 4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carboxylic acid, and belongs to the field of synthesis of fine chemical intermediates. The method comprisesthe following six steps: 1, reacting 2-amino-3-nitrophenol serving as a raw material with benzyl chloride under the action of inorganic base to obtain an intermediate (I); 2, reacting the intermediate(I) with N-chlorosuccinimide to obtain 2-benzyloxy-4-chloro-6-nitroaniline (II); 3, carrying out an acylation reaction on the intermediate (II) and acetic anhydride to obtain N-(2-benzyloxy-4-chloro-6-nitro-phenyl)acetamide (III); 4, dissolving the intermediate (III) and dimethylformamide to obtain 4-acetamido-3-benzyloxy-5-nitrobenzamide (IV) under the catalysis of CuI; 5, carrying out a cyclization reaction on the intermediate (IV) to obtain 7-benzyloxy-2-methyl-3H-benzimidazole-5-carboxylic acid amide (V); and 6, carrying out a hydrolysis reaction on the intermediate (V) and a potassium hydroxide solution to obtain the 4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carboxylic acid (VI). The method has the advantages of accessible raw materials, low price, simple preparation method, mildreaction conditions and low equipment requirements, and is suitable for industrial production.

Chromane Substituted Benzimidazole Derivatives

This invention relates to compounds of the formula (I): or a pharmaceutically acceptable salt thereof, wherein: A, B, X, R1, R2, R3, R4, R5, R6, R7 and R8 are each as