78564-17-7

Basic information

• Product Name: 3-Pyridinecarbonitrile, 1,2-dihydro-4-(4-methoxyphenyl)-6-phenyl-2-thioxo-
• Synonyms: 4-(4-methoxyphenyl)-6-phenyl-2-thioxo-1,2-dihydro-3-pyridinecarbonitrile;3-Pyridinecarbonitrile, 1,2-dihydro-4-(4-methoxyphenyl)-6-phenyl-2-thioxo-
• CAS NO: 78564-17-7
• Molecular Formula: C₁₉H₁₄N₂OS
• Molecular Weight: 318.39
• Mol File: 78564-17-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 219-224 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 480.0±55.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• PKA: 6.69±0.70(Predicted)
• CAS DataBase Reference: 3-Pyridinecarbonitrile, 1,2-dihydro-4-(4-methoxyphenyl)-6-phenyl-2-thioxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyridinecarbonitrile, 1,2-dihydro-4-(4-methoxyphenyl)-6-phenyl-2-thioxo-(78564-17-7)
• EPA Substance Registry System: 3-Pyridinecarbonitrile, 1,2-dihydro-4-(4-methoxyphenyl)-6-phenyl-2-thioxo-(78564-17-7)

Safety Data

• Hazardous Substances Data: 78564-17-7(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 22252-15-9 trans-4-methoxychalcone 
• 39145-31-8 2-cyano-3-(4-methoxyphenyl)thioacrylamide 
• 68029-57-2 2-cyano-3-(4-methoxyphenyl)thioacrylamide 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 109-77-3 malononitrile 
• 7357-70-2 Cyanothioacetamide 
• 94360-16-4 2-Bromo-2-[1-(4-methoxy-phenyl)-3-oxo-3-phenyl-propyl]-malononitrile 
• 132664-77-8 C₂₈H₂₃N₃O₂S 
• 89451-28-5 6-Hydroxy-4-(4-methoxy-phenyl)-6-phenyl-2-thioxo-piperidine-3-carbonitrile; compound with piperidine 
• 89451-42-3 4-(4-Methoxy-phenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydro-pyridine-3-carbonitrile; compound with piperidine 
• 109012-86-4 3-(4-methoxyphenyl)-2-cyano-5-phenyl-5-oxo-pentano-nitrile 

Downstream Products

• 94360-69-7 2-[3-Cyano-4-(4-methoxy-phenyl)-6-phenyl-pyridin-2-ylsulfanyl]-acetamide 
• 174196-10-2 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-4-(4-methoxy-phenyl)-6-phenyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester 
• 174196-11-3 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-4-(4-methoxy-phenyl)-6-phenyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester 
• 312757-98-5 4-(4-methoxy-phenyl)-2-(2-methyl-benzylsulfanyl)-6-phenyl-nicotinonitrile 
• 332912-24-0 C₂₈H₂₂ClN₃O₂S 
• 152068-81-0 Co((CH₃OC₆H₄)(C₆H₅)C₅HNS(CN))2 
• 152068-83-2 3-cyano-4-(p-methoxy-phenyl)-6-phenyl-pyridine-2-(1H)-thione copper(II) complex 
• 152068-82-1 3-cyano-4-(p-methoxy-phenyl)-6-phenyl-pyridine-2-(1H)-thione nickel(II) complex 
• 169304-04-5 Acetic acid (2R,3R,4S,5R)-4,5-diacetoxy-2-[3-cyano-4-(4-methoxy-phenyl)-6-phenyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester 

Relevant articles and documents

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.]

Reaction of 3-Amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxamides with Ninhydrin

Abstract: The reaction of N-substituted amides of 3-amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxylic acids with ninhydrin in the presence of catalytic amounts of sulfuric acid gave 1′-spiro[indene-2,2′-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine]-1,3,4′(3′

One-pot synthesis of 4,6-diaryl-3-cyanopyridine-2(1H)-thiones and their transformation to substituted thieno[2,3-b;4,5-b]dipyridines and pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidines

4,6-Diaryl-3-cyanopyridine-2(1H)-thiones were synthesized in one step by the reaction of elemental sulfur, malononitrile, and 2-aryl-1-aroylethylenes in the presence of excess triethylamine. The products were used in one-pot syntheses of substituted thien