40403-72-3

Basic information

• Product Name: 2-(Chloromethyl)imidazole
• Synonyms: 2-(Chloromethyl)imidazole;2-(Chloromethyl)-1H-imidazole;2-chloromethyl-1-1H-imidazole
• CAS NO: 40403-72-3
• Molecular Formula: C4H5ClN2
• Molecular Weight: 116.55
• Product Categories: Imidaxoles
• Mol File: 40403-72-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 320.5°C at 760 mmHg
• Flash Point: 177.2°C
• Appearance: /
• Density: 1.314g/cm³
• Vapor Pressure: 0.000593mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-(Chloromethyl)imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Chloromethyl)imidazole(40403-72-3)
• EPA Substance Registry System: 2-(Chloromethyl)imidazole(40403-72-3)

Safety Data

• Hazardous Substances Data: 40403-72-3(Hazardous Substances Data)

Usage

General Description

2-(Chloromethyl)imidazole, also known as glycylglycine, is a chemical compound with the molecular formula C4H6ClN2. It is a white crystalline powder that is soluble in water and has a slightly unpleasant odor. 2-(Chloromethyl)imidazole is commonly used as an intermediate in the synthesis of various pharmaceutical and agrochemical products, as well as in the production of electrically conductive polymers. It is also employed in the manufacturing of corrosion inhibitors and as a reagent in organic synthesis. Due to its potential health hazards and environmental impacts, careful handling and disposal procedures are recommended for this chemical.

InChI:InChI=1/C4H5ClN2/c5-3-4-6-1-2-7-4/h1-2H,3H2,(H,6,7)

Upstream product

• 3724-26-3 2-hydroxymethyl-1H-imidazole 

Relevant articles and documents

Antitubercular and Antiparasitic 2-Nitroimidazopyrazinones with Improved Potency and Solubility

Following the approval of delamanid and pretomanid as new drugs to treat drug-resistant tuberculosis, there is now a renewed interest in bicyclic nitroimidazole scaffolds as a source of therapeutics against infectious diseases. We recently described a nitroimidazopyrazinone bicyclic subclass with promising antitubercular and antiparasitic activity, prompting additional efforts to generate analogs with improved solubility and enhanced potency. The key pendant aryl substituent was modified by (i) introducing polar functionality to the methylene linker, (ii) replacing the terminal phenyl group with less lipophilic heterocycles, or (iii) generating extended biaryl side chains. Improved antitubercular and antitrypanosomal activity was observed with the biaryl side chains, with most analogs achieved 2- to 175-fold higher activity than the monoaryl parent compounds, with encouraging improvements in solubility when pyridyl groups were incorporated. This study has contributed to understanding the existing structure-activity relationship (SAR) of the nitroimidazopyrazinone scaffold against a panel of disease-causing organisms to support future lead optimization.

PHARMACOLOGICALLY ACTIVE THIOUREA AND UREA COMPOUNDS

The compounds are substituted thioalkyl-, aminoalkyl-and oxyalkyl-thioureas and ureas which are inhibitors of histamine activity.