672957-91-4

Basic information

• Product Name: 1H-Benzimidazole-4-carboxylicacid,1-methyl-,methylester(9CI)
• Synonyms: 1H-Benzimidazole-4-carboxylicacid,1-methyl-,methylester(9CI)
• CAS NO: 672957-91-4
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.2
• Product Categories: BENZIMIDAZOLE
• Mol File: 672957-91-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Benzimidazole-4-carboxylicacid,1-methyl-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-4-carboxylicacid,1-methyl-,methylester(9CI)(672957-91-4)
• EPA Substance Registry System: 1H-Benzimidazole-4-carboxylicacid,1-methyl-,methylester(9CI)(672957-91-4)

Safety Data

• Hazardous Substances Data: 672957-91-4(Hazardous Substances Data)

Usage

Molecular Weight

194.19 g/mol

Structure

A bicyclic heterocyclic compound consisting of a benzene ring fused to a five-membered ring with a nitrogen atom at position 2 and a carboxylic acid group at position 4. A methyl ester group is attached to the carboxylic acid.

Appearance

White or off-white crystalline solid

Solubility

Slightly soluble in water, soluble in organic solvents such as ethanol and methanol

Melting Point

185-187°C (decomposes)

Biological Activity

Possesses potential pharmacological activities, including antitumor, anti-inflammatory, and antimicrobial properties

Synthesis

Can be synthesized through various methods, including the reaction of o-phenylenediamine with phosgene or other carbonylating agents

Use

Commonly used as a building block in the synthesis of biologically active compounds and as a precursor in the development of new drugs and therapeutic agents.

Upstream product

• 46006-36-4 benzimidazole-4-carboxylic acid 
• 74-88-4 methyl iodide 
• 606-18-8 3-nitroanthranilic acid 
• 603-81-6 2,3-diaminobenzoic acid 
• 64-18-6 formic acid 
• 1258070-61-9 methyl 2-amino-3-(methylamino)benzoate 
• 1000339-51-4 3-fluoro-2-nitro-benzoic acid 

Relevant articles and documents

Discovery of a Potent FLT3 Inhibitor (LT-850-166) with the Capacity of Overcoming a Variety of FLT3 Mutations

Secondary mutations of FLT3 have become the main mechanism of FLT3 inhibitor resistance that presents a significant clinical challenge. Herein, a series of pyrazole-3-amine derivatives were synthesized and optimized to overcome the common secondary resistance mutations of FLT3. The structure-activity relationship and molecular dynamics simulation studies illustrated that the ribose region of FLT3 could be occupied to help address the obstacle of secondary mutations. Among those derivatives, compound 67 exhibited potent and selective inhibitory activities against FLT3-ITD-positive acute myeloid leukemia (AML) cells and possessed equivalent potency against transformed BaF3 cells with a variety of secondary mutations. Besides, cellular mechanism assays demonstrated that 67 strongly inhibited phosphorylation of FLT3 and its downstream signaling factors, as well as induced cell cycle arrest and apoptosis in MV4-11 cells. In the MV4-11 xenograft models, 67 exhibited potent antitumor potency without obvious toxicity. Taken together, these results demonstrated that 67 might be a drug candidate for the treatment of FLT3-ITD-positive AML.