154384-02-8

Basic information

• Product Name: 2-THIOXO-1,2,5,6,7,8,9,10-OCTAHYDROCYCLOOCTA[B]PYRIDIN-3-YL CYANIDE
• Synonyms: 2-THIOXO-1,2,5,6,7,8,9,10-OCTAHYDROCYCLOOCTA[B]PYRIDIN-3-YL CYANIDE;AKOS USSH-4110006
• CAS NO: 154384-02-8
• Molecular Formula: C₁₂H₁₄N₂S
• Molecular Weight: 218.32
• Mol File: 154384-02-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-THIOXO-1,2,5,6,7,8,9,10-OCTAHYDROCYCLOOCTA[B]PYRIDIN-3-YL CYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-THIOXO-1,2,5,6,7,8,9,10-OCTAHYDROCYCLOOCTA[B]PYRIDIN-3-YL CYANIDE(154384-02-8)
• EPA Substance Registry System: 2-THIOXO-1,2,5,6,7,8,9,10-OCTAHYDROCYCLOOCTA[B]PYRIDIN-3-YL CYANIDE(154384-02-8)

Safety Data

• Hazardous Substances Data: 154384-02-8(Hazardous Substances Data)

Upstream product

• 502-49-8 cycloactanone 
• 7357-70-2 Cyanothioacetamide 

Downstream Products

• 496788-05-7 3-amino-N-(4'-methoxyphenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]thieno[3,2-e]pyridine-2-carboxamide 
• 496788-10-4 3-amino-N-(2'-chlorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]thieno[3,2-e]pyridine-2-carboxamide 
• 1416209-36-3 2-({[3-methyl-2,6-dioxo-7-(2-oxo-2-phenylethyl)-2,3,6,7-tetrahydro-1H-purin-8-yl]methyl}thio)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine-3-carbonitrile 
• 166113-91-3 3-Amino-5,6,7,8,9,10-hexahydro-1-thia-11-aza-cycloocta[f]indene-2-carbonitrile 
• 165066-43-3 3-amino-2-carbamoyl-5,6-hexamethylenethieno<2,3-b>pyridine 

Relevant articles and documents

Thieno[2,3-b]pyridine derivatives are potent anti-platelet drugs, inhibiting platelet activation, aggregation and showing synergy with aspirin

Drugs which inhibit platelet function are commonly used to prevent blood clot formation in patients with Acute Coronary Syndromes (ACS) or those at risk of stroke. The thieno[3,2-c]pyridine class of therapeutic agents, of which clopidogrel is the most com

Synthesis and antiproliferative activity of 2-chlorophenyl carboxamide thienopyridines

3-Amino-2-arylcarboxamide-thieno[2,3-b]pyridines are a known class of antiproliferative compounds with activity against the phospholipase C enzyme. To further investigate the structure activity relationships of these derivatives a series of analogues were prepared modifying key functional groups. It was determined that modification of the 3-amino and 2-aryl carboxamide functionalities resulted in complete elimination of activity, whilst modification at C-5 allowed compounds of greater activity to be prepared.

A synthetic strategy to a new class of cycloalkane ring-fused pyridine nucleosides as potential anti HIV agents

Condensation of cyanothioacetamide or cyanoacetamide with sodium salts of 2-formyl-1-cycloalkanones afforded the corresponding cycloalkane ring fused pyridine-2(1H)-thiones and -2-pyridones. The latter compounds served as a key intermediates for the synthesis of a new class of cycloalkane ring fused pyridine glycosides.

Regioselective synthesis of 5,6-polymethylene-3-cyanopyridine-2(1H)-thiones and fused heterocycles based on them

Condensation of 2-hydroxymethylenecyclopentan-1-one or -cyclooctan-1-one sodium salts with cyanothioacetamide afforded 5,6-polymethylene-3-cyanopyridine-2(1H)-thiones which were regioselectively alkylated at the sulfur atom by alkyl halides.Derivatives of 3-cyanopyridine-2(1H)-thione and 2-alkylthio-3-cyanopyridine were used for regioselective synthesis of substituted heterocycles: 3-aminothienopyridines, pyridothienopyrimidines, and pyridothienooxazines. - Key words: fused heterocycles; 5,6-polymethylene-3-cyanopyridine-2(1H)-thiones; 2-alkylthio-3-cyanopyridines; 3-aminothienopyridines; pyridothienopyridines; pyridothienooxazines; regioselective synthesis.

A convenient synthesis of 5-deaza nonclassical antifolates: Reaction of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones

Condensation of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones afforded the corresponding pyridine-2(1H)-thiones 4. Compounds 4 served as a key intermediate for the synthesis of condensed 2,4-diaminopyrido[2,3-d]pyridines 7. Compounds 7 were of interest as potential inhibitors of dihydrofolate reductase.