58327-74-5

Basic information

• Product Name: 2-Mercapto-4,6-diphenyl-nicotinonitrile
• Synonyms: 2-Mercapto-4,6-diphenyl-nicotinonitrile;4,6-diphenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile
• CAS NO: 58327-74-5
• Molecular Formula: C₁₈H₁₂N₂S
• Molecular Weight: 288.37
• Mol File: 58327-74-5.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 449°Cat760mmHg
• Flash Point: 225.3°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 2.97E-08mmHg at 25°C
• Refractive Index: 1.711
• CAS DataBase Reference: 2-Mercapto-4,6-diphenyl-nicotinonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Mercapto-4,6-diphenyl-nicotinonitrile(58327-74-5)
• EPA Substance Registry System: 2-Mercapto-4,6-diphenyl-nicotinonitrile(58327-74-5)

Safety Data

• Hazardous Substances Data: 58327-74-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H12N2S/c19-12-16-15(13-7-3-1-4-8-13)11-17(20-18(16)21)14-9-5-2-6-10-14/h1-11H,(H,20,21)

Upstream product

• 7357-70-2 Cyanothioacetamide 
• 70008-81-0 (E)-3-morpholin-4-yl-1,3-diphenylpropenone 
• 1215-43-6 benzoyl(thiobenzoyl)methane 
• 7477-68-1 1-(1-piperidino)-1,3-diphenyl-3-oxo-1-propene 
• 62940-90-3 2-(3-oxo-1,3-diphenylpropyl)malononitrile 
• 94360-09-5 3-benzoyl-1-bromo-2-phenyl-1,1-dicyanopropane 
• 82447-76-5 3-oxo-2,3-dihydro-4,6-diphenylisothiazolo<5,4-b>pyridine 
• 89451-30-9 4,6-Diphenyl-2-thioxo-1,2,3,4-tetrahydro-pyridine-3-carbonitrile; compound with piperidine 
• 94-41-7 benzalacetophenone 
• 40219-06-5 benzylidenecyanothioacetamide 
• 14990-66-0 1-(1-phenylvinyl)piperidine 
• 120-46-7 1,3-diphenylpropanedione 
• 98-86-2 acetophenone 
• 95639-01-3 2,4,4-Tricyano-3-phenyl-but-3-enethioic acid amide 

Downstream Products

• 94639-67-5 3-amino-4,6-diphenylthieno[2,3-b]pyridine-2-carboxamide 
• 94360-67-5 2-carbamoylmethylthio-4,6-diphenyl-3-cyanopyridine 
• 94361-03-2 4,6-diphenyl-3-cyano-2-pyridylacetic acid 
• 82447-83-4 3-carboxamido-4,6-diphenyl-2(1H)pyridinethione 
• 82447-76-5 3-oxo-2,3-dihydro-4,6-diphenylisothiazolo<5,4-b>pyridine 
• 129167-88-0 3-cyano-4,6-diphenylpyridine-2-sulfenamide 
• 129167-85-7 3-Cyano-4,6-diphenyl-pyridine-2-sulfonyl chloride 
• 82458-43-3 3-bromo-4,6-diphenylisothiazolo<5,4-b>pyridine 
• 78564-24-6 2,2'-bis(3-cyano-4,6-diphenylpyridyl) disulfide 
• 78564-38-2 3-Amino-4,6-diphenyl-thieno<2,3-b>pyridin-2-carbonsaeuremethylester 
• 94360-72-2 ethyl 2-(3-cyano-4,6-diphenylpyridin-2-ylthio)acetate 
• 58327-70-1 2-carbethoxy-3-amino-4,6-diphenylthieno<2,3-b>pyridine 
• 94360-98-2 (3-Amino-4,6-diphenyl-thieno[2,3-b]pyridin-2-yl)-(4-fluoro-phenyl)-methanone 
• 94360-90-4 2-[2-(4-Fluoro-phenyl)-2-oxo-ethylsulfanyl]-4,6-diphenyl-nicotinonitrile 

Relevant articles and documents

Synthesis of 4,6-Disubstituted 2-Thioxo-1,2-dihydropyridine-3-carbonitriles by the Reaction of Acetylenic Ketones with Cyanothioacetamide

The reaction of acetylenic ketones with cyanothioacetamide in the presence of morpholine yields 4,6-disubstituted 2-thioxo-1,2-dihydropyridine-3-carbonitriles. Structure of the obtained compounds was proved using 2D NMR spectroscopy, as well as transformations into 3-aminothieno[2,3-b]pyridine-2-carboxamide derivatives.

Novel nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors: design, synthesis, in vitro and in silico studies

Abstract: Alzheimer’s disease is a degenerative brain condition that is the leading cause of dementia affecting millions of people around the world. Therapeutic development has focused on the problem of the loss of basal forebrain cholinergic function, as it is the only evidence responsible for brain neurodegeneration in patients with Alzheimer’s disease. Several attempts to improve cholinergic neurotransmission have been investigated by minimizing synaptic degradation of acetylcholine using acetylcholinesterase inhibitors. In the current study, we explore the designing of a new series of nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors. The new hybrids were prepared utilizing pyridine-2(1H)-thiones as starting precursors. The in vitro acetylcholinesterase (AChE) inhibitory activities were examined for the new nicotinonitrile-coumarin hybrid molecules, when compared with donepezil as a standard drug with IC50 of 14?nM. Coumarin derivative, linked to 6-(4-nitrophenyl)-4-phenylnicotinonitrile, showed more effective inhibitory activity than the reference donepezil with IC50 of 13?nM. The free radical-scavenging capabilities against DPPH of the new hybrid derivatives were screened. Additionally, their in vitro cytotoxic activities have been tested against various eukaryotic cells. Furthermore, docking study showed excellent interaction between nicotinonitrile-coumarin hybrids and AChE. Graphic abstract: [Figure not available: see fulltext.]

Experimental and theoretical study on the regioselective bis- and polyalkylation of 2-mercaptonicotinonitrile and 2-mercaptopyrimidine-5-carbonitrile derivatives

The synthetic utility of 2-mercaptonicotinonitriles 3 and 4, as well as 2-mercapto-4-oxo-6-phenyl-1,4-dihydropyrimidine-5-carbonitrile 20 as building blocks for novel bis- and poly(pyridines), along with poly(pyrimidines) via alkylation with the corresponding bis- and poy(halo) compounds was investigated. Spectroscopic and theoretical studies confirmed the S-alkylation rather than the N-alkylation.