95546-96-6

Basic information

• Product Name: 1-Methyl-3-thioxo-2,3,5,6,7,8-hexahydro-isoquinoline-4-carbonitrile
• Synonyms: 1-Methyl-3-thioxo-2,3,5,6,7,8-hexahydro-isoquinoline-4-carbonitrile;3-Mercapto-1-methyl-5,6,7,8-tetrahydro-isoquinoline-4-carbonitrile
• CAS NO: 95546-96-6
• Molecular Formula: C₁₁H₁₂N₂S
• Molecular Weight: 204.29138
• Mol File: 95546-96-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 292-294 °C (decomp)(Solv: acetic acid (64-19-7))
• Boiling Point: 372.2±35.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 8.10±0.60(Predicted)
• CAS DataBase Reference: 1-Methyl-3-thioxo-2,3,5,6,7,8-hexahydro-isoquinoline-4-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-3-thioxo-2,3,5,6,7,8-hexahydro-isoquinoline-4-carbonitrile(95546-96-6)
• EPA Substance Registry System: 1-Methyl-3-thioxo-2,3,5,6,7,8-hexahydro-isoquinoline-4-carbonitrile(95546-96-6)

Safety Data

• Hazardous Substances Data: 95546-96-6(Hazardous Substances Data)

Usage

Type of compound

Heterocyclic compound

Contains

A sulfur atom, a carbonitrile group

Structural resemblance

To certain biologically active molecules

Core

Isoquinoline

Functional group

Nitrile

Potential applications

Pharmaceutical (drug discovery and development)

Research focus

Pharmacological properties, therapeutic applications, and capabilities as a pharmaceutical agent

Upstream product

• 7357-70-2 Cyanothioacetamide 
• 874-23-7 2-acetylcyclohexanone 
• 14109-28-5 1-acetyl-2-morpholinocyclohexene 
• 932-66-1 1-cyclohexenyl methyl ketone 
• 35248-30-7 2-acetyl-1-(1-piperidyl)-1-cyclohexene 

Downstream Products

• 1416209-38-5 1-methyl-3-({[3-methyl-2,6-dioxo-7-(2-oxo-2-phenylethyl)-2,3,6,7-tetrahydro-1H-purin-8-yl]methyl}thio)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile 
• 1416209-39-6 4-methyl-2-({[3-methyl-2,6-dioxo-7-(2-oxo-2-phenylethyl)-2,3,6,7-tetrahydro-1H-purin-8-yl]methyl}thio)-5,6,7,8-tetrahydroquinoline-3-carbonitrile 
• 1421005-78-8 2-[2-(4-cyano-1-methyl-5,6,7,8-tetrahydroisoquinolin-3-ylsulfanyl)-1-phenylethylidene]malononitrile 
• 315246-99-2 1-methyl-3-[2-(4-chlorophenyl)-2-oxoethylthio]-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile 
• 95546-66-0 3-amino-2-carboxy-8-methyl-4,5,6,7-tetrahydrothieno<2,3-c>isoquinoline 
• 95547-02-7 (4-Cyano-1-methyl-5,6,7,8-tetrahydro-isoquinolin-3-ylsulfanyl)-acetic acid 

Relevant articles and documents

On the regioselectivity of the reaction of cyanothioacetamide with 2-acetylcyclo-hexanone, 2-acetylcyclopentanone, and 2-acetyl-1-(morpholin-4-yl)- 1-cycloalkenes

It has been established that the interaction of cyanothioacetamide with 2-acetylcyclohexanone, 2-acetylcyclopentanone, or their enamines (2-acetyl-1-(morpholin-4-yl)-1-cycloalkenes) contrary to the literature data have a non-regiospecific character and leads to the formation of mixtures of 3-cyano-4-methyl-5,6-tri(tetra)methylenepyridine-2(1H)-thiones and 3-cyano-6-methyl-4,5-tri(tetra)methylene-pyridine-2(1H)-thiones with a predominance of the latter.

CYCLIZATION OF NITRILES. XIV. SYNTHESIS AND REACTIONS OF 1-ALKYL-4-CYANO-5,6,7,8-TETRAHYDRO-3(2H)-ISOQUINOLINETHIONES AND SOME OF THEIR ANALOGS

1-Alkyl-4-cyano-5,6,7,8-tetrahydro-3(2H)-isoquinolinethiones and 6-methyl-4,5-trimethylene-3-cyano-2(1H)-pyridinethione were synthesized by the reaction of cyclic enamino ketones and 1,3-diketones with nitriles containing an active methylene group.The products are readily alkylated by halogen derivatives of the sulfur atom with the formation of substituted 3-alkylthio-4-cyano-5,6,7,8-tetrahydroisoquinolines, 3-aminothienopyridines, and 3-aminothienoquinolines, which were used in the synthesis of various heterocyclic systems.The corresponding 1-alkyl-4-cyano-5,6,7,8-tetrahydro-3(2H)-isoquinolines are alkylated preferentially at the ring nitrogen atom.