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PZ0179

Sigma-Aldrich

Valdecoxib

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H14N2O3S
CAS Number:
181695-72-7
Molecular Weight:
314.36
MDL number:
MFCD00950568
UNSPSC Code:
12352200
PubChem Substance ID:
329823753
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >25 mg/mL

storage temp.

room temp

SMILES string

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)

InChI key

LNPDTQAFDNKSHK-UHFFFAOYSA-N

Gene Information

human ... PTGS2(5743)

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General description

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

Biochem/physiol Actions

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.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

Hazard Classifications

Aquatic Chronic 1 - Repr. 2 - STOT RE 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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