CHEBI:76207 - mavacoxib

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ChEBI Name mavacoxib
ChEBI ID CHEBI:76207
Definition A member of the class of pyrazoles that is 1H-pyrazole which is substituted at positions 1, 3 and 5 by 4-sulfamoylphenyl, trifluoromethyl and 4-fluorophenyl groups, respectively. A selective cyclooxygenase 2 inhibitor, it is used in veterinary medicine to treat pain and inflammation in dogs with degenerative joint disease.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H11F4N3O2S
Net Charge 0
Average Mass 385.33600
Monoisotopic Mass 385.05081
InChI InChI=1S/C16H11F4N3O2S/c17-11-3-1-10(2-4-11)14-9-15(16(18,19)20)22-23(14)12-5-7-13(8-6-12)26(21,24)25/h1-9H,(H2,21,24,25)
InChIKey TTZNQDOUNXBMJV-UHFFFAOYSA-N
SMILES NS(=O)(=O)c1ccc(cc1)-n1nc(cc1-c1ccc(F)cc1)C(F)(F)F
Roles Classification
Biological Role(s): cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
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ChEBI Ontology
Outgoing mavacoxib (CHEBI:76207) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
mavacoxib (CHEBI:76207) has role non-narcotic analgesic (CHEBI:35481)
mavacoxib (CHEBI:76207) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
mavacoxib (CHEBI:76207) is a organofluorine compound (CHEBI:37143)
mavacoxib (CHEBI:76207) is a pyrazoles (CHEBI:26410)
mavacoxib (CHEBI:76207) is a sulfonamide (CHEBI:35358)
IUPAC Name
4-[5-(4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide
INNs Sources
mavacoxib WHO MedNet
mavacoxib WHO MedNet
mavacoxib KEGG DRUG
mavacoxibum WHO MedNet
Synonyms Sources
PHA 739,521 ChemIDplus
PHA-739521 ChemIDplus
Manual Xrefs Databases
1875 VSDB
D04863 KEGG DRUG
Mavacoxib Wikipedia
US2005222240 Patent
WO2005025510 Patent
WO2006024930 Patent
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Registry Numbers Types Sources
170569-88-7 CAS Registry Number KEGG DRUG
170569-88-7 CAS Registry Number ChemIDplus
7726438 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20840390 PubMed citation Europe PMC
21219337 PubMed citation Europe PMC
22215315 PubMed citation Europe PMC
Last Modified
03 December 2013