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Merck
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Key Documents

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PZ0179

Sigma-Aldrich

Valdecoxib

≥98% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C16H14N2O3S
Número CAS:
181695-72-7
Peso molecular:
314.36
Número MDL:
MFCD00950568
Código UNSPSC:
12352200
ID de substância PubChem:
329823753
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

powder

cor

white to off-white

solubilidade

DMSO: >25 mg/mL

temperatura de armazenamento

room temp

cadeia de caracteres 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)

chave InChI

LNPDTQAFDNKSHK-UHFFFAOYSA-N

Informações sobre genes

human ... PTGS2(5743)

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Descrição geral

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

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Pictogramas

Health hazardEnvironment
GHS08,GHS09

Palavra indicadora

Warning

Frases de perigo

H361d - H373 - H410

Classificações de perigo

Aquatic Chronic 1 - Repr. 2 - STOT RE 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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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
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
Melina Schellhorn et al.
Oncotarget, 6(36), 39342-39356 (2015-10-30)
The antitumorigenic mechanism of the selective cyclooxygenase-2 (COX-2) inhibitor celecoxib is still a matter of debate. Using lung cancer cell lines (A549, H460) and metastatic cells derived from a lung cancer patient, the present study investigates the impact of celecoxib
Sara Triñanes et al.
Journal of chromatography. A, 1420, 35-45 (2015-10-18)
The development and performance evaluation of a method for the simultaneous determination of six pharmaceuticals belonging to the class of non-steroidal anti-inflammatory drugs (NSAIDs) which present high selectivity for the cyclooxygenase (COX)-2 isoform of COX (COXIBs) in environmental waters are

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