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Merck

P5654

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
NACRES:
NA.77
PubChem Substance ID:
24278641
UNSPSC Code:
41116107
EC Number:
252-974-3
MDL number:
MFCD00057317

Key Documents

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InChI key

QYSPLQLAKJAUJT-UHFFFAOYSA-N

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)

SMILES string

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

biological source

synthetic (organic)

assay

≥98% (TLC)

form

powder

storage temp.

2-8°C

Quality Level

100

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

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

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H373

Hazard Classifications

Acute Tox. 3 Oral - STOT RE 2 Oral

target_organs

Gastrointestinal tract

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

P5654-10G: + P5654-BULK: + P5654-VAR: + P5654-1G: + P5654-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCK4830
SLCH0606
SLCD8266
SLBZ7472
SLBX7230

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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
Wanwadee Luksurapan et al.
Archives of physical medicine and rehabilitation, 94(2), 250-255 (2012-10-16)
To compare the effects of phonophoresis of piroxicam (PhP) and ultrasound therapy (UT) in patients with mild to moderate, symptomatic knee osteoarthritis (OA). A randomized, double-blind, controlled trial. Department of rehabilitation medicine, university hospital. Patients with knee OA (N=46; mean
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