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P5654

Sigma-Aldrich

Piroxicam

≥98% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H13N3O4S
CAS Number:
36322-90-4
Molecular Weight:
331.35
EC Number:
252-974-3
MDL number:
MFCD00057317
UNSPSC Code:
41116107
PubChem Substance ID:
24278641
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

100

Assay

≥98% (TLC)

form

powder

storage temp.

2-8°C

SMILES string

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)

InChI key

QYSPLQLAKJAUJT-UHFFFAOYSA-N

Gene Information

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

Biochem/physiol Actions

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

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H373

Hazard Classifications

Acute Tox. 3 Oral - STOT RE 2 Oral

Target Organs

Gastrointestinal tract

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Seung-Won Choi et al.
Plant biotechnology (Tokyo, Japan), 39(3), 323-327 (2022-11-10)
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
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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