Tenoxicam

Tenoxicam Basic information
Product Name:Tenoxicam
Synonyms:4-Hydroxy-2-methyl-N-pyridin-2-yl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide (Tenoxicam);MOBIFLEX;tilcotil;3-Chlorosulfonyl-2-thiophene carboxylic acid methy;Do1men;4-Hydroxy-2-methyl-N-2-pyridinyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamidel,1-dioxide;2H-Thieno(2,3-e)-1,2-thiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide;4-Hydroxy-2-methyl-N-2-pyrimidinyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide
CAS:59804-37-4
MF:C13H11N3O4S2
MW:337.37
EINECS:620-500-8
Product Categories:Active Pharmaceutical Ingredients;Lipid signaling;Amines;Heterocycles;Sulfur & Selenium Compounds;Pharmaceutical raw material;Tenoxicam;Intermediates & Fine Chemicals;Pharmaceuticals;Fused Ring Systems;API;TARACTAN
Mol File:59804-37-4.mol
Tenoxicam Structure
Tenoxicam Chemical Properties
Melting point 209-2130C (dec)
density 1.4737 (rough estimate)
refractive index 1.6390 (estimate)
storage temp. 2-8°C
solubility Practically insoluble in water, sparingly soluble in methylene chloride, very slightly soluble in anhydrous ethanol. It dissolves in solutions of acids and alkalis.
pkapKa1 5.3, pKa2 1.1(at 25℃)
form neat
color White to Yellow to Green
Water Solubility 61.9mg/L(32 ºC)
CAS DataBase Reference59804-37-4
Safety Information
Hazard Codes T,Xi
Risk Statements 23/24/25-36/37/38
Safety Statements 36/37/39-45-36-26-36/37
RIDADR UN 2811 6.1/PG 3
WGK Germany 2
RTECS XJ9095060
HS Code 2934.99.3000
HazardClass 6.1
MSDS Information
ProviderLanguage
Tenoxicam English
SigmaAldrich English
Tenoxicam Usage And Synthesis
DescriptionTenoxicam is a non-steroidal antiinflammatory agent with a profile similar to related piroxicam and now withdrawn isoxicam (55). It is useful in the treatment of rheumatoid arthritis, osteoarthritis and related disorders.
Chemical PropertiesYellow Crystalline Powder
OriginatorHoffmann-La Roche (Switzerland)
UsesTenoxicam 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
DefinitionChEBI: Tenoxicam is a thienothiazine-derived monocarboxylic acid amide obtained by formal condensation of the carboxy group of 4-hydroxy-2-methylthieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide with the amino group of 2-aminopyridine. Used for the treatment of pain and inflammation in osteoarthritis and rheumatoid arthritis. It is also indicated for short term treatment of acute musculoskeletal disorders including strains, sprains and other soft-tissue injuries. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a heteroaryl hydroxy compound, a monocarboxylic acid amide, a member of pyridines and a thienothiazine.
Brand nameTilcotil
Biochem/physiol ActionsTenoxicam (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.
Clinical UseNSAID and analgesic
Drug interactionsPotentially hazardous interactions with other drugs
ACE inhibitors and angiotensin-II antagonists: antagonism of hypotensive effect; increased risk of nephrotoxicity and hyperkalaemia.
Analgesics: avoid concomitant use of 2 or more NSAIDs, including aspirin (increased side effects); avoid with ketorolac (increased risk of side effects and haemorrhage).
Antibacterials: possibly increased risk of convulsions with quinolones.
Anticoagulants: effects of coumarins and phenindione enhanced; possibly increased risk of bleeding with heparins, dabigatran and edoxaban - avoid long term use with edoxaban.
Antidepressants: increased risk of bleeding with SSRIs and venlaflaxine.
Antidiabetic agents: effects of sulphonylureas enhanced.
Antiepileptics: possibly increased phenytoin concentration.
Antivirals: increased risk of haematological toxicity with zidovudine; concentration possibly increased by ritonavir.
Ciclosporin: may potentiate nephrotoxicity.
Cytotoxics: reduced excretion of methotrexate; increased risk of bleeding with erlotinib.
Diuretics: increased risk of nephrotoxicity; antagonism of diuretic effect; hyperkalaemia with potassium-sparing diuretics.
Lithium: excretion decreased.
Pentoxifylline: increased risk of bleeding.
Tacrolimus: increased risk of nephrotoxicity.












MetabolismMetabolised in the liver via cytochrome P450 2C9 to several pharmacologically inactive metabolites (mainly 5'-hydroxy-tenoxicam).
Metabolites are excreted mainly in the urine; there is some biliary excretion of glucuronide conjugates of the metabolites.
Piroxicam Meloxicam Lornoxicam Chlorantraniliprole Methyl AKOS 93420 AKOS 93379 Tenoxicam Bensulfuron methyl Parathion-methyl AKOS 205-05 AKOS 205-01 AKOS 93611 Benzamide Thiophanate-methyl Methyl acrylate Methyl bromide CHLOROPHOSPHONAZO III

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