CHEBI:76136 - firocoxib

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ChEBI Name firocoxib
Definition An enol ether that is the cyclopropylmethyl ether of 3-hydroxy-5,5-dimethyl-4-[4-(methylsulfonyl)phenyl]furan-2-one. A selective cyclooxygenase 2 inhibitor, it is used in veterinary medicine for the control of pain and inflammation associated with osteoarthritis in horses and dogs.
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Formula C17H20O5S
Net Charge 0
Average Mass 336.40300
Monoisotopic Mass 336.10314
InChI InChI=1S/C17H20O5S/c1-17(2)14(12-6-8-13(9-7-12)23(3,19)20)15(16(18)22-17)21-10-11-4-5-11/h6-9,11H,4-5,10H2,1-3H3
SMILES CC1(C)OC(=O)C(OCC2CC2)=C1c1ccc(cc1)S(C)(=O)=O
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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 firocoxib (CHEBI:76136) has role antineoplastic agent (CHEBI:35610)
firocoxib (CHEBI:76136) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
firocoxib (CHEBI:76136) has role non-narcotic analgesic (CHEBI:35481)
firocoxib (CHEBI:76136) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
firocoxib (CHEBI:76136) is a butenolide (CHEBI:50523)
firocoxib (CHEBI:76136) is a cyclopropanes (CHEBI:51454)
firocoxib (CHEBI:76136) is a enol ether (CHEBI:47985)
firocoxib (CHEBI:76136) is a sulfone (CHEBI:35850)
INNs Sources
firocoxib KEGG DRUG
firocoxib WHO MedNet
firocoxib WHO MedNet
firocoxibum WHO MedNet
Synonym Source
3-(Cyclopropylmethoxy)-4-(4-methylsulfonylphenyl)-5,5-dimethylfuranone ChemIDplus
Brand Name Source
Equioxx ChemIDplus
Manual Xrefs Databases
1774 VSDB
Firocoxib Wikipedia
US2011118243 Patent
WO2007041499 Patent
WO2011104161 Patent
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Registry Numbers Types Sources
189954-96-9 CAS Registry Number KEGG COMPOUND
189954-96-9 CAS Registry Number ChemIDplus
8335837 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
03 December 2013