1219739-36-2

Basic information

• Product Name: 5-((6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzo[d]-imidazol-2-yl)oxy)-2-methylbenzoic acid
• Synonyms: 5-((6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzo[d]-imidazol-2-yl)oxy)-2-methylbenzoic acid
• CAS NO: 1219739-36-2
• Molecular Weight: 431.878
• Mol File: 1219739-36-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 706.4±70.0 °C(Predicted)
• Density: 1.41±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 5-((6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzo[d]-imidazol-2-yl)oxy)-2-methylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-((6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzo[d]-imidazol-2-yl)oxy)-2-methylbenzoic acid(1219739-36-2)
• EPA Substance Registry System: 5-((6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzo[d]-imidazol-2-yl)oxy)-2-methylbenzoic acid(1219739-36-2)

Safety Data

• Hazardous Substances Data: 1219739-36-2(Hazardous Substances Data)

Usage

General Description

5-((6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzo[d]-imidazol-2-yl)oxy)-2-methylbenzoic acid is a complex chemical compound that contains a benzimidazole and benzoic acid structure. It is also known as a COX-2 inhibitor, which means it can help reduce inflammation and pain by blocking the production of certain substances in the body. The chemical structure includes a chlorine atom, a methyl group, and an indol-5-yl moiety, which are all important for its biological activity. 5-((6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzo[d]-imidazol-2-yl)oxy)-2-methylbenzoic acid may have potential pharmaceutical applications for the treatment of inflammatory conditions, but further research is needed to fully understand its properties and potential uses.

Upstream product

• 1219741-22-6 6-chloro-5-iodo-2-(methylthio)-1H-benzimidazole 
• 1219741-39-5 methyl 5-[(6-chloro-5-iodo-1-{[2-(trimethylsilyl)ethoxy]-methyl}-1H-benzimidazol-2-yl)oxy]-2-methylbenzoate 
• 1219741-24-8 6-chloro-5-iodo-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole 
• 1219741-19-1 6-chloro-5-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole 
• 1219741-21-5 3,5-chloro-6-iodo-1,3-dihydro-2H-benzimidazole-2-thione 
• 1219741-20-4 2, 4-chloro-5-iodobenzene-1,2-diamine 
• 335349-57-0 2-nitro-4-iodo-5-chloroaniline 
• 1635-61-6 5-chloro-2-nitroaniline 

Relevant articles and documents

Hit-to-Lead Optimization and Discovery of 5-((5-([1,1′-Biphenyl]-4-yl)-6-chloro-1H-benzo[d]imidazol-2-yl)oxy)-2-methylbenzoic Acid (MK-3903): A Novel Class of Benzimidazole-Based Activators of AMP-Activated Protein Kinase

AMP-activated protein kinase (AMPK) plays an essential role as a cellular energy sensor and master regulator of metabolism in eukaryotes. Dysregulated lipid and carbohydrate metabolism resulting from insulin resistance leads to hyperglycemia, the hallmark of type 2 diabetes mellitus (T2DM). While pharmacological activation of AMPK is anticipated to improve these parameters, the discovery of selective, direct activators has proven challenging. We now describe a hit-to-lead effort resulting in the discovery of a potent and selective class of benzimidazole-based direct AMPK activators, exemplified by 5-((5-([1,1′-biphenyl]-4-yl)-6-chloro-1H-benzo[d]imidazol-2-yl)oxy)-2-methylbenzoic acid, 42 (MK-3903). Compound 42 exhibited robust target engagement in mouse liver following oral dosing, leading to improved lipid metabolism and insulin sensitization in mice.