40608-77-3

Basic information

• Product Name: 2-(pyridin-4-ylmethyl)-1H-benzimidazole
• CAS NO: 40608-77-3
• Molecular Formula: C₁₃H₁₁N₃
• Molecular Weight: 209.2465
• Mol File: 40608-77-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 495.2°C at 760 mmHg
• Flash Point: 240.1°C
• Density: 1.247g/cm³
• Vapor Pressure: 1.83E-09mmHg at 25°C
• Refractive Index: 1.688
• CAS DataBase Reference: 2-(pyridin-4-ylmethyl)-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(pyridin-4-ylmethyl)-1H-benzimidazole(40608-77-3)
• EPA Substance Registry System: 2-(pyridin-4-ylmethyl)-1H-benzimidazole(40608-77-3)

Safety Data

• Hazardous Substances Data: 40608-77-3(Hazardous Substances Data)

Usage

General Description

2-(pyridin-4-ylmethyl)-1H-benzimidazole is a chemical compound with the molecular formula C15H12N2. It is a benzimidazole derivative with a pyridinylmethyl substituent at the 2-position. 2-(pyridin-4-ylmethyl)-1H-benzimidazole has been studied for its potential biological activities, including its antitumor and antimicrobial properties. It has also been investigated for its potential as a building block for the synthesis of various pharmaceuticals and agrochemicals. The compound's structure and properties make it a valuable tool for medicinal chemistry research and drug development.

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 6622-91-9 2-(pyridine-4-yl)acetic acid hydrochloride 
• 54401-85-3 pyridin-4-yl-acetic acid ethyl ester 
• 29800-89-3 methyl 4-pyridineacetate 

Relevant articles and documents

Fragment-based discovery of 7-azabenzimidazoles as potent, highly selective, and orally active CDK4/6 inhibitors

Herein, we describe the discovery of potent and highly selective inhibitors of both CDK4 and CDK6 via structure-guided optimization of a fragment-based screening hit. CDK6 X-ray crystallography and pharmacokinetic data steered efforts in identifying compound 6, which showed >1000-fold selectivity for CDK4 over CDKs 1 and 2 in an enzymatic assay. Furthermore, 6 demonstrated in vivo inhibition of pRb-phosphorylation and oral efficacy in a Jeko-1 mouse xenograft model.

TNF -Alpha Modulating Benzimidazoles

A series of benzimidazole derivatives, being potent modulators of human TNFα activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurodegenerative disorders; pain and nociceptive disorders; cardiovascular disorders; metabolic disorders; ocular disorders; and oncological disorders.

Practicable Syntheses of 2-Hydroxymethyl-substituted Benzimidazoles and 2-Formylbenzimidazole

N-Protection of benzimidazole by a diethoxymethyl group, as in , allows exclusive lithiation at the 2-position.This protected anion can be made to react with various electrophiles (e. g. ketones, aldehydes) to yield the corresponding 2-hydroxymethylbenzimidazoles (1).Facile deprotection occurs with acid.Two practicable syntheses of 2-formylbenzimidazole are also described and an indirect route to benzimidazole-2-alcohols is discussed.