879503-80-7

Basic information

• Product Name: 6-Chloro-N-(3-chlorophenyl)pyrazine-2-carboxaMide
• Synonyms: 6-Chloro-N-(3-chlorophenyl)pyrazine-2-carboxaMide
• CAS NO: 879503-80-7
• Molecular Formula: C₁₁H₇Cl₂N₃O
• Molecular Weight: 268.09878
• Mol File: 879503-80-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Chloro-N-(3-chlorophenyl)pyrazine-2-carboxaMide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-N-(3-chlorophenyl)pyrazine-2-carboxaMide(879503-80-7)
• EPA Substance Registry System: 6-Chloro-N-(3-chlorophenyl)pyrazine-2-carboxaMide(879503-80-7)

Safety Data

• Hazardous Substances Data: 879503-80-7(Hazardous Substances Data)

Usage

Chemical compound

6-Chloro-N-(3-chlorophenyl)pyrazine-2-carboxamide

Structure

Pyrazine derivative with two chlorine atoms and a carboxamide group

Potential applications

Medicinal chemistry and drug discovery

Synthesis and characterization

Reported in scientific literature

Potential uses

Building block for novel pharmaceuticals or agrochemicals

Further research

May reveal specific properties and potential uses in various fields

Upstream product

• 23688-89-3 6-chloropyrazine-2-carboxylic acid 
• 108-42-9 3-chloro-aniline 
• 148673-71-6 6-chloropyrazine-2-carboxylic acid chloride 

Relevant articles and documents

Design, synthesis and anti-mycobacterial evaluation of some new N-phenylpyrazine-2-carboxamides

N-Phenylpyrazine-2-carboxamides (anilides of pyrazinoic acids with simple substituents in various positions) were previously shown to possess significant biological activities in vitro, markedly anti-mycobacterial and photosynthesis-inhibiting activity. Based on structure-activity relationships (SAR) extracted from previously published series, 25 new anilides of non-substituted pyrazinoic acid (POA), 5-CH3-POA, 6-Cl-POA, 5-tert-butyl-POA and 5-tert-butyl-6-Cl-POA were designed and synthesised. The phenyl part was substituted with simple hydrophobic substituents chosen from methyl and halogens. 5-tert-Butyl-N-(5-fluoro-2-methylphenyl)pyrazine-2-carboxamide (9), N-(3-chloro-4-methylphenyl)-5-methylpyrazine-2-carboxamide (12), 6-chloro-N-(3-chloro-4-methylphenyl)pyrazine-2-carboxamide (13) and 6-chloro-N-(5-iodo-2-methylphenyl)pyrazine-2-carboxamide (18) possessed whole cell anti-mycobacterial activity in vitro against Mycobacterium tuberculosis H37Rv with minimum inhibitory concentration (MIC) of around 10 μM. Importantly, no cytotoxicity in the HepG2 model was detected in vitro at the concentrations tested and the estimated IC50 values were in hundreds of μM, indicating promising selectivity. N-(3-Chloro-4-methylphenyl)pyrazine-2-carboxamide (11) and N-(4-chloro-2-iodophenyl)pyrazine-2-carboxamide (21) exerted significant activity against Mycobacterium kansasii with MIC 12.6 μM and 8.7 μM, respectively. No activity was detected against Mycobacterium avium. SAR were in accordance with those observed for the derivatives previously published.