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PZ0179

Sigma-Aldrich

Valdecoxib

≥98% (HPLC)

Synonyme(s) :

4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonamide

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About This Item

Formule empirique (notation de Hill):
C16H14N2O3S
Numéro CAS:
181695-72-7
Poids moléculaire :
314.36
Numéro MDL:
MFCD00950568
Code UNSPSC :
12352200
ID de substance PubChem :
329823753
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

DMSO: >25 mg/mL

Température de stockage

room temp

Chaîne SMILES 

Cc1onc(-c2ccccc2)c1-c3ccc(cc3)S(N)(=O)=O

InChI

1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)

Clé InChI

LNPDTQAFDNKSHK-UHFFFAOYSA-N

Informations sur le gène

human ... PTGS2(5743)

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Description générale

Valdecoxib (VCX) is a diaryl substituted isoxazole compound. It comprises of sulfonyl propanamide and is a metabolite of parecoxib.

Application

Valdecoxib may be used: as cyclooxygenase-2 (COX-2) inhibitor in fibroblast cells, as an analyte for mass spectrometry analysis, as an standard in ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) for quantification of valdecoxib in plasma samples

Actions biochimiques/physiologiques

Valdecoxib is reported to elicit anti-inflammatory, analgesic and antipyretic functionality. It acts as a substrate for the liver enzyme cytochrome P450 2C9(CYP2C9) and cytochrome P450 3A4 (CYP3A4).
Valdecoxib is a non-steroidal anti-inflammatory drug (NSAID), a cyclooxygenase-2 (COX-2) selective inhibitor.

Pictogrammes

Health hazardEnvironment
GHS08,GHS09

Mention d'avertissement

Warning

Mentions de danger

H361d,H373,H410

Classification des risques

Aquatic Chronic 1 - Repr. 2 - STOT RE 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Shuang-Long Li et al.
Drug design, development and therapy, 14, 1117-1125 (2020-03-28)
A method for the simultaneous determination of parecoxib and its metabolite valdecoxib in beagle plasma by UPLC-MS/MS was developed and validated. After the plasma was extracted by acetonitrile precipitation, the analytes were separated on an Acquity UPLC BEH C18 column
Disposition of a specific cyclooxygenase-2 inhibitor, valdecoxib, in human
Yuan JJ, et al.
Drug Metabolism and Disposition, 30(9), 1013-1021 (2002)
Determination of parecoxib and valdecoxib in rat plasma by UPLC-MS/MS and its application to pharmacokinetics studies
Chen M, et al.
BMC Pharmacology & Toxicology, 21, 1-10 (2020)
Mari-Pau Mena et al.
Experimental cell research, 324(2), 124-136 (2014-03-25)
The mechanisms controlling the switch between the pro-angiogenic and pro-inflammatory states of endothelial cells are still poorly understood. In this paper, we show that: (a) COX-2 expression induced by VEGF-A is NFAT2-dependent; and (b) the integrin profile in endothelial cells
Guangbing Wei et al.
Drug design, development and therapy, 9, 3083-3098 (2015-06-26)
Postoperative intra-abdominal adhesions are common complications after abdominal surgery. The exact molecular mechanisms that are responsible for these complications remain unclear, and there are no effective methods for preventing adhesion formation or reformation. The aim of the study reported here
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