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CHEBI:7443 - nabumetone

ChEBI IDCHEBI:7443
ChEBI Namenabumetone
Stars
DefinitionA methyl ketone that is 2-butanone in which one of the methyl hydrogens at position 4 is replaced by a 6-methoxy-2-naphthyl group. A prodrug that is converted to the active metabolite, 6-methoxy-2-naphthylacetic acid, following oral administration. It is shown to have a slightly lower risk of gastrointestinal side effects than most other non-steroidal anti-inflammatory drugs.
Last Modified22 February 2017
DownloadsMolfile
FormulaC15H16O2
Net Charge0
Average Mass228.291
Monoisotopic Mass228.11503
SMILESCOc1ccc2cc(CCC(C)=O)ccc2c1
InChIInChI=1S/C15H16O2/c1-11(16)3-4-12-5-6-14-10-15(17-2)8-7-13(14)9-12/h5-10H,3-4H2,1-2H3
InChIKeyBLXXJMDCKKHMKV-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
Applications:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
ChEBI Ontology
Outgoing Relation(s)
nabumetone (CHEBI:7443) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
nabumetone (CHEBI:7443) has role non-narcotic analgesic (CHEBI:35481)
nabumetone (CHEBI:7443) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
nabumetone (CHEBI:7443) has role prodrug (CHEBI:50266)
nabumetone (CHEBI:7443) is a methoxynaphthalene (CHEBI:48851)
nabumetone (CHEBI:7443) is a methyl ketone (CHEBI:51867)
INNs  Source
nabumetoneKEGG DRUG
nabumetonumDrugBank
nabumetonaChemIDplus
Synonyms  Source
4-(6-Methoxy-2-naphthyl)-2-butanoneChemIDplus
4-(6-Methoxy-2-naphthalenyl)-2-butanoneChemIDplus
Brand Name  Source
RelafenKEGG DRUG
Manual XrefsDatabases
D00425KEGG DRUG
DB00461DrugBank
NBOPDBeChem
HMDB0014604HMDB
NabumetoneWikipedia
LSM-3453LINCS
1863DrugCentral
Registry NumbersSources
Reaxys:2103472Reaxys
CAS:42924-53-8KEGG DRUG
CAS:42924-53-8ChemIDplus
CAS:42924-53-8NIST Chemistry WebBook
Citations