93794-41-3

Basic information

• Product Name: 2-Thioxo-2,3-dihydro-1,3-benzoxazole-5-carbonitrile
• Synonyms: 2-Thioxo-2,3-dihydro-1,3-benzoxazole-5-carbonitrile;2-Thioxo-2,3-dihydro-benzooxazole-5-carbonitrile
• CAS NO: 93794-41-3
• Molecular Formula: C8H4N2OS
• Molecular Weight: 176.19516
• Mol File: 93794-41-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Thioxo-2,3-dihydro-1,3-benzoxazole-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thioxo-2,3-dihydro-1,3-benzoxazole-5-carbonitrile(93794-41-3)
• EPA Substance Registry System: 2-Thioxo-2,3-dihydro-1,3-benzoxazole-5-carbonitrile(93794-41-3)

Safety Data

• Hazardous Substances Data: 93794-41-3(Hazardous Substances Data)

Upstream product

• 14543-43-2 3-amino-4-hydroxybenzonitrile 
• 140-89-6 potassium ethyl xanthogenate 
• 75-15-0 carbon disulfide 
• 3272-08-0 4-hydroxy-3-nitrobenzonitrile 
• 767-00-0 4-cyanophenol 

Downstream Products

• 114997-92-1 2-chloro-5-cyanobenzo[d]oxazole 
• 1421257-24-0 C₂₁H₂₆N₄O₃ 

Relevant articles and documents

ANTIBIOTIC COMPOUNDS

The present invention relates to antibiotic compounds of formula (I), to compositions containing these compounds and to methods of treating bacterial diseases and infections using the compounds. The compounds find application in the treatment of infection with, and diseases caused by, Gram-positive and/or Gram-negative bacteria, and in particular in the treatment of infection with, and diseases caused by, Neisseria gonorrhoeae.

Discovery and SAR of PF-4693627, a potent, selective and orally bioavailable mPGES-1 inhibitor for the potential treatment of inflammation

Inhibition of mPGES-1, the terminal enzyme in the arachidonic acid/COX pathway to regulate the production of pro-inflammatory prostaglandin PGE2, is considered an attractive new therapeutic target for safe and effective anti-inflammatory drugs. The discovery of a novel series of orally active, selective benzoxazole piperidinecarboxamides as mPGES-1 inhibitors is described. Structure-activity optimization of lead 5 with cyclohexyl carbinols resulted in compound 12, which showed excellent in vitro potency and selectivity against COX-2, and reasonable pharmacokinetic properties. Further SAR studies of the benzoxazole ring substituents lead to a novel series of highly potent compounds with improved PK profile, including 23, 26, and 29, which were effective in a carrageenan-stimulated guinea pig air pouch model of inflammation. Based on its excellent in vitro and in vivo pharmacological, pharmacokinetic and safety profile and ease of synthesis, compound 26 (PF-4693627) was advanced to clinical studies.

Facile rearrangements of alkynylamino heterocycles with noble metal cations

A number of 2-(alkynylamino)-substituted heterocycles have been synthesized. These heterocycles rearrange in the presence of silver(I) and gold(I) salts to give novel 2H-pyrimido[2,1-b]benzoxazoles, 2H-pyrimido[2,1-b]benzothiazoles, and a 2H-pyrimido[2,1-b]benzoselenazole. Two of the the 2H-pyrimido[2,1-b]benzoxazoles were isolated in good yield. The kinetics of the silver tetrafluoroborate-catalyzed rearrangements of selected (alkynylamino)benzoxazoles and benzothiazoles have been examined by 1H NMR in CD3CN. Factors affecting the electron densities of the triple bond and of the nitrogen atom in the heterocycle are important in influencing the rate of rearrangement.