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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)
J P Gonzalez et al.
Drugs, 34(3), 289-310 (1987-09-01)
Tenoxicam is a new non-steroidal anti-inflammatory and analgesic agent of the oxicam class, and therefore closely related to piroxicam. It possesses a long half-life which enables it to be administered once daily. Clinical trials in patients with rheumatoid arthritis, osteoarthritis
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
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