CHEBI:76277 - tepoxalin

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ChEBI Name tepoxalin
ChEBI ID CHEBI:76277
Definition A hydroxamic acid obtained by formal condensation of the carboxy group of 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)pyrazol-3-yl]propanoic acid with the amino group of N-methylhydroxylamine. It is used in veterinary medicine for the control of pain and inflammation caused by musculoskeletal disorders such as hip dysplasia and arthritis in dogs.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H20ClN3O3
Net Charge 0
Average Mass 385.84400
Monoisotopic Mass 385.119
InChI InChI=1S/C20H20ClN3O3/c1-23(26)20(25)12-7-16-13-19(14-3-5-15(21)6-4-14)24(22-16)17-8-10-18(27-2)11-9-17/h3-6,8-11,13,26H,7,12H2,1-2H3
InChIKey XYKWNRUXCOIMFZ-UHFFFAOYSA-N
SMILES COc1ccc(cc1)-n1nc(CCC(=O)N(C)O)cc1-c1ccc(Cl)cc1
Roles Classification
Biological Role(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor
A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
lipoxygenase inhibitor
A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
Application(s): non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
antipyretic
A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
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ChEBI Ontology
Outgoing tepoxalin (CHEBI:76277) has role antipyretic (CHEBI:35493)
tepoxalin (CHEBI:76277) has role apoptosis inhibitor (CHEBI:68494)
tepoxalin (CHEBI:76277) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
tepoxalin (CHEBI:76277) has role immunomodulator (CHEBI:50846)
tepoxalin (CHEBI:76277) has role lipoxygenase inhibitor (CHEBI:35856)
tepoxalin (CHEBI:76277) has role non-narcotic analgesic (CHEBI:35481)
tepoxalin (CHEBI:76277) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
tepoxalin (CHEBI:76277) is a aromatic ether (CHEBI:35618)
tepoxalin (CHEBI:76277) is a hydroxamic acid (CHEBI:24650)
tepoxalin (CHEBI:76277) is a monochlorobenzenes (CHEBI:83403)
tepoxalin (CHEBI:76277) is a pyrazoles (CHEBI:26410)
IUPAC Name
3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]-N-hydroxy-N-methylpropanamide
INNs Sources
tepoxalin KEGG DRUG
tepoxalina ChemIDplus
tepoxaline ChemIDplus
tepoxaliume ChemIDplus
Synonyms Sources
5-(p-Chlorophenyl)-1-(p-methoxyphenyl)-N-methylpyrazole-3-propionohydroxamic acid ChemIDplus
ORF 20485 ChemIDplus
ORF-20485 ChemIDplus
RWJ 20485 ChemIDplus
Brand Name Source
Zubrin ChEBI
Manual Xrefs Databases
1877 VSDB
C18362 KEGG COMPOUND
D06075 KEGG DRUG
Tepoxalin Wikipedia
WO2007022427 Patent
View more database links
Registry Numbers Types Sources
103475-41-8 CAS Registry Number ChemIDplus
103475-41-8 CAS Registry Number KEGG DRUG
4334297 Reaxys Registry Number Reaxys
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Last Modified
24 October 2014