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T0909

Sigma-Aldrich

Tenoxicam

NSAID

Synonym(s):

4-Hydroxy-2-methyl-N-2-pyridinyl-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide

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About This Item

Empirical Formula (Hill Notation):
C13H11N3O4S2
CAS Number:
59804-37-4
Molecular Weight:
337.37
MDL number:
MFCD00083502
UNSPSC Code:
12352202
PubChem Substance ID:
24899922
NACRES:
NA.77

Quality Level

100

Assay

≥98% (perchloric acid titration)

form

powder

solubility

DMF: 25 mg/mL, clear, yellow-green

SMILES string

O=C(NC1=NC=CC=C1)C2=C(O)C(SC=C3)=C3S(N2C)(=O)=O

InChI

1S/C13H11N3O4S2/c1-16-10(13(18)15-9-4-2-3-6-14-9)11(17)12-8(5-7-21-12)22(16,19)20/h2-7,17H,1H3,(H,14,15,18)

InChI key

LZNWYQJJBLGYLT-UHFFFAOYSA-N

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Application

Tenoxicam has been used:
  • as a non-steroidal anti-inflammatory agent (NSAID) to study its effects on root gravitropism in Arabidopsis thaliana
  • as a standard in microanalysis of NSAIDs by spectrophotometry
  • to test its effect on surface potential andmembrane fluidity modification in phosphoglyceride monolayers

Biochem/physiol Actions

Tenoxicam (TX) possesses antipyretic and analgesic effects. It elicits radical scavenging activity and has the potential to treat enkylosing spondylitis, extra-articular diseases, acute gout, and rheumatic diseases. It is also effective in treating primary dysmenorrhea, postpartum uterine contraction pain, and post-operation backaches. TX is capable of inhibiting prostaglandin synthesis.
Non-steroidal antiinflammatory drug (NSAID) with comparatively low risk of renal or hepatic toxicity.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Hye Sun Gwak et al.
International journal of pharmaceutics, 236(1-2), 57-64 (2002-03-14)
The effects of vehicles and penetration enhancers on the in vitro permeation of tenoxicam from saturated solutions through dorsal hairless mouse skin were investigated. Various types of vehicles, including ester-, alcohol-, and ether-types and their mixtures, were used as vehicles
Katarzyna Czapla et al.
Langmuir : the ACS journal of surfaces and colloids, 26(5), 3485-3492 (2009-12-25)
Meloxicam, piroxicam, and tenoxicam belong to a highly potent oxicam group of nonsteroidal anti-inflammatory drugs. Whereas the structurally similar oxicams have different pharmacokinetics, treatment efficiency, and adverse effects, their common mechanism of action is the inhibition of a membrane enzyme
Microanalysis of Selected NSAIDs Using the Spectrophotometric Method
Gumulka P, et al.
Engineering and Technology, 1(2), 211-221 (2020)
O G Nilsen
Clinical pharmacokinetics, 26(1), 16-43 (1994-01-01)
Tenoxicam is a nonsteroidal anti-inflammatory drug (NSAID) in the oxicam group. It is completely absorbed by the oral route and is about 99% protein bound in human plasma. Intake of food delays absorption without affecting bioavailability. There is no evidence
Owen A Moore et al.
The Cochrane database of systematic reviews, (3)(3), CD007591-CD007591 (2009-07-10)
Tenoxicam is a non-steroidal anti-inflammatory drug (NSAID) licensed for use in rheumatic disease and other musculoskeletal disorders in the UK, and is widely available in other countries worldwide. This review sought to evaluate the efficacy and safety of oral tenoxicam
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