186666-78-4

Basic information

• Product Name: 6-Quinoxalinecarbonitrile,1,2,3,4-tetrahydro-3-oxo-(9CI)
• Synonyms: 6-Quinoxalinecarbonitrile,1,2,3,4-tetrahydro-3-oxo-(9CI);3-OXO-1,2,3,4-TETRAHYDROQUINOXALINE-6-CARBONITRILE;1,2,3,4-tetrahydro-3-oxo-6-quinoxalinecarbonitrile
• CAS NO: 186666-78-4
• Molecular Formula: C₉H₇N₃O
• Molecular Weight: 173.17
• Product Categories: PIPERIDINE
• Mol File: 186666-78-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Quinoxalinecarbonitrile,1,2,3,4-tetrahydro-3-oxo-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Quinoxalinecarbonitrile,1,2,3,4-tetrahydro-3-oxo-(9CI)(186666-78-4)
• EPA Substance Registry System: 6-Quinoxalinecarbonitrile,1,2,3,4-tetrahydro-3-oxo-(9CI)(186666-78-4)

Safety Data

• Hazardous Substances Data: 186666-78-4(Hazardous Substances Data)

Upstream product

• 939-80-0 4-chloro-3-nitrobenzonitrile 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 182114-39-2 ethyl N-(4-cyano-2-nitrophenyl)glycinate 
• 623-03-0 4-Cyanochlorobenzene 
• 1183576-22-8 ethyl N-(2-amino-4-cyanophenyl)glycinate 
• 19005-68-6 N-(4-cyano-2-nitrophenyl)glycine 

Relevant articles and documents

Development of alkyl glycerone phosphate synthase inhibitors: Structure-activity relationship and effects on ether lipids and epithelial-mesenchymal transition in cancer cells

In aggressive tumors, alkylglyceronephosphate synthase (AGPS) controls cellular ether phospholipid utilization and metabolism to promote cancer cell proliferation and motility. SAR studies on the first-in-class AGPS inhibitor 1, discovered by our group, led to the 2,6-difluoro analog 2i which showed higher binding affinity than 1 in vitro. In 231MFP cancer cells, 2i reduced ether lipids levels and cell migration rate. When tested in PC-3 and MDA-MB-231 cancer cells, 2i specifically impaired epithelial to mesenchymal transition (EMT) by modulating E-cadherin, Snail and MMP2 expression levels. Moreover, the combination of siRNAs against AGPS and 2i provided no additive effect, confirming that the modulation of 2i on EMT specifically relies on AGPS inhibition. Finally, this compound also affected cancer cell proliferation especially in MDA-MB-231 cells expressing higher AGPS level, whereas it provided negligible effects on MeT5A, a non-tumorigenic cell line, thus showing cancer specificity.

Benzimidazolinones, benzoxazolinones, benzopiperazinones, indanones, and derivatives thereof as inhibitors of factor Xa

The present application describes inhibitors of factor Xa of formula I: or pharmaceutically acceptable salt forms thereof, wherein W, W1, W2, and W3may be N or C and J, Ja, and Jbcombine to form a substituted carbocycle or heterocycle.