firocoxib (CHEBI:76136)

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ChEBI Name	firocoxib

ChEBI ID	CHEBI:76136

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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C17H20O5S

Net Charge

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

InChIKey

FULAPETWGIGNMT-UHFFFAOYSA-N

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.

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)

IUPAC Name

3-(cyclopropylmethoxy)-5,5-dimethyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-one

Synonym	Source
3-(Cyclopropylmethoxy)-4-(4-methylsulfonylphenyl)-5,5-dimethylfuranone	ChemIDplus

Brand Name	Source
Equioxx	ChemIDplus

Last Modified

03 December 2013