118947-87-8

Upstream product

• 7357-70-2 Cyanothioacetamide 
• 58764-55-9 3-piperidin-1-yl-1-pyridin-3-yl-propenone 
• 55314-16-4 3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one 
• 39883-42-6 β-oxo-3-pyridinepropanal sodium salt 

Downstream Products

• 118948-01-9 6-Cyanomethylsulfanyl-[2,3']bipyridinyl-5-carbonitrile 
• 118947-63-0 (5-Cyano-[2,3']bipyridinyl-6-ylsulfanyl)-acetic acid 
• 118947-69-6 [3-amino-6-(3-pyridinyl)thieno[2,3-b]pyridin-2-yl](phenyl)methanone 
• 118947-64-1 6-(2-Oxo-2-phenyl-ethylsulfanyl)-[2,3']bipyridinyl-5-carbonitrile 
• 1357455-84-5 C₁₇H₁₃N₅ 

Relevant academic research and scientific papers

Facile synthesis of 6-aryl-3-cyanopyridine-2-(1H)-thiones from aryl ketones

An improved synthesis of 6-aryl-3-cyanopyridine-2-(1H)-thiones utilizing enaminones as starting materials catalyzed by 1,4-diazabicyclo[2.2.2]octane (DABCO) was described. Moreover, a convenient one-pot conversion of aryl ketones to 6-aryl-3-cyanopyridine-2-(1H)-thiones was also developed in moderate to good yields (up to 80%). Copyright Taylor & Francis Group, LLC.

Synthesis of some new bipyridines, thieno[2,3-b]pyridines, and pyrazolo[3,4-b]pyridines

Cyclocondensation of cyanoacetamide and cyanothioacetamide with sodium salt of 3-hydroxy-1-(pyridin- 3-yl)prop-2-en-1-one gave 6-oxo-[2,3′]bipyridine 5a and 6-thioxo-[2,3′]bipyridine 5b derivatives, respectively. Compound 5b upon treatment with different methylenes 8 gave thieno[2,3-b]pyridines 10. Treatment of 5b with iodomethane gave bipyridine derivative 7, which cyclocondensed with hydrazines 11 to give pyrazolo[3,4-b]pyridines 13..

Novel thienopyridine derivatives as specific anti-hepatocellular carcinoma (HCC) agents: Synthesis, preliminary structure-activity relationships, and in vitro biological evaluation

Novel thienopyridine derivatives 1b-1r were synthesized, based on a hit compound 1a that was found in a previous cell-based screening of anticancer drugs. Compounds 1a-1r have the following features: (1) their anticancer activity in vitro was first reported by our group. (2) The most potent analog 1g possesses hepatocellular carcinoma (HCC)-specific anticancer activity. It can specifically inhibit the proliferation of the human hepatoma HepG2 cells with an IC50 value of 0.016 μM (compared with doxorubicin as a positive control, whose IC50 was 0.37 μM). It is inactive toward a panel of five different types of human cancer cell lines. (3) Compound 1g remarkably induces G0/G1 arrest and apoptosis in HepG2 cells in vitro at low micromolar concentrations. These results, especially the HCC-specific anticancer activity of 1g, suggest their potential in targeted chemotherapy for HCC.

CYCLIZATION REACTIONS OF NITRILS. 29. REGIOSELECTIVE SYNTHESIS OF 6-ARYL-3-CYANO-2(1H)-PYRIDINETHIONES AND THE CORRESPONDING SELENONES AND THEIR CHARACTERISTICS

The condensation of cyanothio- and cyanoselenoacetamide with 3-aryl-3-oxo-1-piperidino-1-propene or sodium 3-aryl-3-oxo-1-propen-1-olate takes place regioselectively with the formation of the 6-aryl-3-cyano-2(1H)-pyridinethiones or the corresponding selenones.Thienopyridines, thiazolopyridinium salts, and other annellated heterocycles were obtained from the 6-aryl-3-cyano-2(1H)-pyridinethiones.