857070-66-7

Basic information

• Product Name: 2-CHLORO-1H-BENZIMIDAZOLE-6-METHANOL
• Synonyms: 2-CHLORO-1H-BENZIMIDAZOLE-6-METHANOL;(2-chloro-1H-benzo[d]iMidazol-6-yl)Methanol;(2-chloro-3H-benzimidazol-5-yl)methanol
• CAS NO: 857070-66-7
• Molecular Formula: C8H7 Cl N2 O
• Molecular Weight: 182.61
• Mol File: 857070-66-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 179 °C
• Boiling Point: 432.5±37.0 °C(Predicted)
• Appearance: /
• Density: 1.510±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 9.52±0.10(Predicted)
• CAS DataBase Reference: 2-CHLORO-1H-BENZIMIDAZOLE-6-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-1H-BENZIMIDAZOLE-6-METHANOL(857070-66-7)
• EPA Substance Registry System: 2-CHLORO-1H-BENZIMIDAZOLE-6-METHANOL(857070-66-7)

Safety Data

• Hazardous Substances Data: 857070-66-7(Hazardous Substances Data)

Usage

General Description

2-Chloro-1H-benzimidazole-6-methanol is a chemical compound with the molecular formula C8H6ClN2O and a molar mass of 186.6 g/mol. It is a white to off-white crystalline powder that is soluble in organic solvents and has a melting point of around 240-242°C. 2-CHLORO-1H-BENZIMIDAZOLE-6-METHANOL is commonly used as a building block in the synthesis of pharmaceuticals and agrochemical products. It has potential applications in the development of anti-cancer drugs, antiviral medications, and crop protection products. The presence of chloro and hydroxyl groups in its structure makes it a versatile intermediate in organic chemistry and a valuable tool for the development of new chemical compounds.

Upstream product

• 37466-90-3 ethyl 3,4-diaminobenzoate 
• 857035-29-1 2-chloro-3H-benzoimidazole-5-carboxylic acid ethyl ester 
• 634602-84-9 2-hydroxy-3H-benzoimidazole-5-carboxylic acid ethyl ester 

Downstream Products

• 857070-67-8 [2-(3-morpholin-4-ylpropylamino)-3H-benzoimidazol-5-yl]methanol 
• 857070-65-6 3-(3-hydroxy-6-methylpyridin-2-ylmethyl)-2-(3-morpholin-4-ylpropylamino)-3H-benzoimidazole-5-carbaldehyde 
• 857067-39-1 2-[5-hydroxymethyl-2-(3-morpholin-4-ylpropylamino)benzoimidazol-1-ylmethyl]-6-methylpyridin-3-ol 
• 857067-38-0 2-[6-hydroxymethyl-2-(3-morpholin-4-ylpropylamino)benzoimidazol-1-ylmethyl]-6-methylpyridin-3-ol 

Relevant articles and documents

Selection of a respiratory syncytial virus fusion inhibitor clinical candidate. 2. Discovery of a morpholinopropylaminobenzimidazole derivative (TMC353121)

A preceding paper (Bonfanti et al. J. Med Chem. 2007, 50, 4572-4584) reported the optimization of the pharmacokinetic profile of substituted benzimidazoles by reducing their tissue retention. However, the modifications that were necessary to achieve this goal also led to a significant drop in anti-RSV activity. This paper describes a molecular modeling study followed by a lead optimization program that led to the recovery of the initial potent antiviral activity and the selection of TMC353121 as a clinical candidate.

MORPHOLINYL CONTAINING BENZIMIDAZOLES AS INHIBITORS OF RESPIRATORY SYNCYTIAL VIRUS REPLICATION

The present invention concerns morpholinyl containing benzimidazoles having inhibitory activity on the replication of the respiratory syncytial virus and having the formula (I), a prodrug, N-oxide, addition salt, quaternary amine, metal complex or stereoc