CHEBI:41423 - celecoxib

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ChEBI Name celecoxib
ChEBI ID CHEBI:41423
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 p-tolyl groups, respectively. A cyclooxygenase-2 inhibitor, it is used in the treatment of arthritis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41418, CHEBI:3520
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Formula C17H14F3N3O2S
Net Charge 0
Average Mass 381.37200
Monoisotopic Mass 381.076
InChI InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
InChIKey RZEKVGVHFLEQIL-UHFFFAOYSA-N
SMILES Cc1ccc(cc1)-c1cc(nn1-c1ccc(cc1)S(N)(=O)=O)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-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 celecoxib (CHEBI:41423) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
celecoxib (CHEBI:41423) has role non-narcotic analgesic (CHEBI:35481)
celecoxib (CHEBI:41423) is a organofluorine compound (CHEBI:37143)
celecoxib (CHEBI:41423) is a pyrazoles (CHEBI:26410)
celecoxib (CHEBI:41423) is a sulfonamide (CHEBI:35358)
IUPAC Name
4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide
INNs Sources
celecoxib WHO MedNet
celecoxib WHO MedNet
célécoxib WHO MedNet
celecoxibum WHO MedNet
Synonyms Sources
Celecoxib KEGG COMPOUND
p-(5-p-Tolyl-3-(trifluoromethyl)pyrazol-1-yl)benzenesulfonamide ChemIDplus
Brand Name Source
Celebrex KEGG DRUG
Database Links Databases
568 DrugCentral
C07589 KEGG COMPOUND
CEL PDBeChem
Celecoxib Wikipedia
D00567 KEGG DRUG
DB00482 DrugBank
HMDB0005014 HMDB
LSM-2032 LINCS
View more database links
Registry Numbers Types Sources
169590-42-5 CAS Registry Number ChemIDplus
184007-95-2 CAS Registry Number ChemIDplus
8280770 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17983259 PubMed citation Europe PMC
18405470 PubMed citation Europe PMC
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19203891 PubMed citation Europe PMC
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22141388 PubMed citation Europe PMC
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Last Modified
14 June 2017