nabumetone (CHEBI:7443)

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ChEBI Name	nabumetone

ChEBI ID	CHEBI:7443

Definition	A 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.

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

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Formula

C15H16O2

Net Charge

Average Mass

228.28630

Monoisotopic Mass

228.11503

InChI

InChI=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

InChIKey

BLXXJMDCKKHMKV-UHFFFAOYSA-N

SMILES

COc1ccc2cc(CCC(C)=O)ccc2c1

Roles Classification
Biological Role(s):	non-narcotic analgesic A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors. cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.

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. non-narcotic analgesic A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors. 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.

ChEBI Ontology
Outgoing	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)

Synonyms	Sources
4-(6-Methoxy-2-naphthalenyl)-2-butanone	ChemIDplus
4-(6-Methoxy-2-naphthyl)-2-butanone	ChemIDplus

Brand Name	Source
Relafen	KEGG DRUG

Last Modified

22 February 2017