rofecoxib
CHEBI:CHEBI_8887
Definition
A butenolide that is furan-2(5H)-one substituted by a phenyl group at position 3 and by a p-(methylsulfonyl)phenyl group at position 4. A selective cyclooxygenase 2 inhibitor, it was used from 1999 to 2004 for the treatment of ostoarthritis, but was withdrawn following concerns about an associated increased risk of heart attack and stroke.
Chemical Information
- Molecular Formula
- C17H14O4S
- Molecular Mass
- 314.35600
- Charge
- 0
- SMILES
- CS(=O)(=O)c1ccc(cc1)C1=C(C(=O)OC1)c1ccccc1
- InChI
- InChI=1S/C17H14O4S/c1-22(19,20)14-9-7-12(8-10-14)15-11-21-17(18)16(15)13-5-3-2-4-6-13/h2-10H,11H2,1H3
- InChIKey
- RZJQGNCSTQAWON-UHFFFAOYSA-N
Alternative Names
- 3-phenyl-4-[4-(methylsulfonyl)phenyl]-2(5H)-furanone
- 4-[4-(methylsulfonyl)phenyl]-3-phenyl-2(5H)-furanone
- 4-[4-(methylsulfonyl)phenyl]-3-phenylfuran-2(5H)-one
- Ceoxx
- rofecoxib
- Rofecoxib
- rofecoxibum
- Vioxx
Drug Classification
-
sulfoneView Class →
CHEBI:35850
-
butenolideView Class →
CHEBI:50523
-
t316781
-
t317289
-
t317599
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- oboInOwl#hasDbXref
- Wikipedia:Rofecoxib
- DRON_00010000
- 232158
- core#notation
- CHEBI:8887
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- oboInOwl#hasDbXref
- Wikipedia:Rofecoxib
- DRON_00010000
- 232158
- oboInOwl#id
- CHEBI:8887
- core#notation
- CHEBI:8887
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_50629
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- has_treatment
- http://purl.obolibrary.org/obo/DOID_0050956
- rdf-schema#domain
- https://w3id.org/def/predibionto#has_side_effect37910
- owl#annotatedSource
- t317900
- owl#someValuesFrom
- t905350