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P5654

Sigma-Aldrich

Piroxicam

≥98% (TLC)

Synonyme(s) :

4-Hydroxy-2-methyl-3-(pyrid-2-yl-carbamoyl)-2H-1,2-benzothiazine 1,1-dioxide

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About This Item

Formule empirique (notation de Hill):
C15H13N3O4S
Numéro CAS:
36322-90-4
Poids moléculaire :
331.35
Numéro CE :
252-974-3
Numéro MDL:
MFCD00057317
Code UNSPSC :
41116107
ID de substance PubChem :
24278641
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Niveau de qualité

100

Pureté

≥98% (TLC)

Forme

powder

Température de stockage

2-8°C

Chaîne SMILES 

CN1C(C(=O)Nc2ccccn2)=C(O)c3ccccc3S1(=O)=O

InChI

1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)

Clé InChI

QYSPLQLAKJAUJT-UHFFFAOYSA-N

Informations sur le gène

human ... PTGS1(5742) , PTGS2(5743)
rat ... Alox5(25290)

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Application

Piroxicam has been used:
  • for the induction of colitis in mice
  • as a non-steroidal anti-inflammatory drug to increase the sensitivity to gut injury in interleukin-10 (IL-10) knockout mice
  • as a chemopreventive agent and as a positive control to study its effects on tumor growth in mice small intestine

Actions biochimiques/physiologiques

Piroxicam is a non‐steroidal anti‐inflammatory drug (NSAID). It possesses analgesic properties and exhibits therapeutic effects against rheumatic disorders.
Cyclooxygenase inhibitor.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H301,H373

Classification des risques

Acute Tox. 3 Oral - STOT RE 2 Oral

Organes cibles

Gastrointestinal tract

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000374583
0000374811
0000374811
0000374583
0000336293

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Thymoquinone attenuates tumor growth in ApcMin mice by interference with Wnt-signaling
Lang M, et al.
Molecular Cancer, 12(1), 41-41 (2013)
Jiawei Guo et al.
Cell reports. Medicine, 4(1), 100881-100881 (2023-01-06)
Systematic bone loss is commonly complicated with inflammatory bowel diseases (IBDs) with unclear pathogenesis and uncertain treatment. In experimental colitis mouse models established by dextran sulfate sodium and IL-10 knockout induced with piroxicam, bone mass and quality are significantly decreased.
T J Carty et al.
Prostaglandins, 19(1), 51-59 (1980-01-01)
The new non-steroidal antiinflammatory (NSAI)2 agent, piroxicam [4-hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide], is a highly active inhibitor of prostaglandin (PG) synthesis by methylcholanthrene transformed mouse fibroblasts (MC5-5) and rabbit synovial cells in culture. Comparison of the PG biosynthesis inhibitory activity of piroxicam with
Michaela Lang et al.
Molecular cancer, 12(1), 41-41 (2013-05-15)
Patients with familial adenomatous polyposis (FAP) are at increased risk for the development of colorectal cancer. Surgery and chemoprevention are the most effective means to prevent cancer development. Thymoquinone (TQ) is considered the main compound of the volatile Nigella sativa
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Agrobacterium-mediated transformation is a key innovation for plant breeding, and routinely used in basic researches and applied biology. However, the transformation efficiency is often the limiting factor of this technique. In this study, we discovered that oxicam-type nonsteroidal anti-inflammatory drugs
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