Selective one-pot multicomponent synthesis and anti-tubercular evaluation of 5-(aryl/cyclohexylsulfanyl)-2-alkoxy-4,6-diarylnicotinonitriles

Bioorganic & Medicinal Chemistry Letters
2010.0

Abstract

A new set of highly substituted pyridine derivatives has been synthesized by a product selective four component reaction of aryl aldehyde, malononitrile and 2-aryl/cyclohexylsulfanyl-1-aryl-1-ethanones in presence of sodium hydroxide in methyl/ethyl alcohol. Among the compounds, 4,6-bis(4-chlorophenyl)-5-[(4-chlorophenyl)sulfanyl]-2-methoxynicotinonitrile (4n) inhibited Mycobacterium tuberculosis (MTB) with minimum inhibitory concentration (MIC) of 3.1 microM and was more potent than ethambutol and pyrazinamide.

Knowledge Graph

Similar Paper

Selective one-pot multicomponent synthesis and anti-tubercular evaluation of 5-(aryl/cyclohexylsulfanyl)-2-alkoxy-4,6-diarylnicotinonitriles
Bioorganic & Medicinal Chemistry Letters 2010.0
A facile four-component sequential protocol in the expedient synthesis of novel 2-aryl-5-methyl-2,3-dihydro-1H-3-pyrazolones in water and their antitubercular evaluation
European Journal of Medicinal Chemistry 2011.0
A green expedient synthesis of pyridopyrimidine-2-thiones and their antitubercular activity
Bioorganic & Medicinal Chemistry Letters 2011.0
Synthesis and antimycobacterial activity of highly functionalized tetrahydro-4(1 H )-pyridinones
Bioorganic & Medicinal Chemistry Letters 2011.0
4,5-Dihydro-1H-pyrazolo[3,4-d]pyrimidine containing phenothiazines as antitubercular agents
Bioorganic & Medicinal Chemistry Letters 2014.0
Three-component, one-pot synthesis of anthranilamide Schiff bases bearing 4-aminoquinoline moiety as Mycobacterium tuberculosis gyrase inhibitors
Bioorganic & Medicinal Chemistry Letters 2017.0
A solvent free, four-component synthesis and 1,3-dipolar cycloaddition of 4(H)-pyrans with nitrile oxides: Synthesis and discovery of antimycobacterial activity of enantiomerically pure 1,2,4-oxadiazoles
European Journal of Medicinal Chemistry 2012.0
Synthesis and in vitro antitubercular activity of 4-aryl/alkylsulfonylmethylcoumarins as inhibitors of Mycobacterium tuberculosis
Bioorganic & Medicinal Chemistry Letters 2012.0
Synthesis and anti-mycobacterial activity of (E)-N′-(monosubstituted-benzylidene)isonicotinohydrazide derivatives
European Journal of Medicinal Chemistry 2008.0
An atom efficient, solvent-free, green synthesis and antimycobacterial evaluation of 2-amino-6-methyl-4-aryl-8-[(E)-arylmethylidene]-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitriles
Bioorganic & Medicinal Chemistry Letters 2007.0