ChemicalBook--->CAS DataBase List--->340267-36-9

340267-36-9

340267-36-9 Structure

340267-36-9 Structure
IdentificationBack Directory
[Name]

3-(4-METHYLSULPHONYLPHENYL)-4-PHENYL-5-TRIFLUOROMETHYLISOXAZOLE
[CAS]

340267-36-9
[Synonyms]

CAY10404
3-(4-METHYLSULPHONYLPHENYL)-4-PHENYL-5-TRIFLUOROMETHYLISOXAZOLE
3-(4-methylsulfonylphenyl)-4-phenyl-5-(trifluoromethyl)-1,2-oxazole
Isoxazole, 3-[4-(methylsulfonyl)phenyl]-4-phenyl-5-(trifluoromethyl)-
[Molecular Formula]

C17H12F3NO3S
[MDL Number]

MFCD05863975
[MOL File]

340267-36-9.mol
[Molecular Weight]

367.34
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMSO:100.0(Max Conc. mg/mL);272.23(Max Conc. mM)
[form ]

A crystalline solid
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

CAY10404 is a potent and selective cyclooxygenase-2 (COX-2) inhibitor with an IC50 of 1 nM and a selectivity index (SI; COX-1 IC50/COX-2 IC50) of >500000. CAY10404 is a potent PKB/Akt and MAPK signaling pathways inhibitor and induces apoptosis in non-small cell lung cancer (NSCLC) cells. CAY10404, a diarylisoxazole, has good analgesic, anti-inflammatory, and anti-cancer activities[1][2][3].
[Definition]

ChEBI: Isoxazole, 3-[4-(methylsulfonyl)phenyl]-4-phenyl-5-(trifluoromethyl)- is a sulfonic acid derivative.
[in vivo]

CAY10404 (50 mg/kg/day; ip; for 4 days) decreases lung inflammation in HTV mice and attenuates ventilator-induced lung injury[2].

Animal Model:Adult male C57Bl/6J mice weighing 24-30 g[2]
Dosage:50 mg/kg
Administration:IP; daily; for 4 days
Result:Attenuated cyclooxygenase activity, significantly decreasing BAL PGE2 and 6-keto PGF1α.
Decreased lung inflammation in HTV mice (high tidal volume; 20 ml/kg; for 4 hours) and attenuates ventilator-induced lung injury.
[IC 50]

COX-2: 1 nM (IC50); COX-1: >500 μM (IC50)
[References]

[1] A G Habeeb, et al. Design and synthesis of 4,5-diphenyl-4-isoxazolines: novel inhibitors of cyclooxygenase-2 with analgesic and antiinflammatory activity. J Med Chem. 2001 Aug 30;44(18):2921-7. DOI:10.1021/jm0101287
[2] Joshua A Robertson, et al. The role of cyclooxygenase-2 in mechanical ventilation-induced lung injury. Am J Respir Cell Mol Biol. 2012 Sep;47(3):387-94. DOI:10.1165/rcmb.2011-0005OC
[3] Yongseon Cho, et al. Effects of CAY10404 on the PKB/Akt and MAPK pathway and apoptosis in non-small cell lung cancer cells. Respirology. 2009 Aug;14(6):850-8. DOI:10.1111/j.1440-1843.2009.01563.x
Spectrum DetailBack Directory
[Spectrum Detail]

3-(4-METHYLSULPHONYLPHENYL)-4-PHENYL-5-TRIFLUOROMETHYLISOXAZOLE(340267-36-9)1HNMR
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