naproxcinod
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http://purl.obolibrary.org/obo/CHEBI_76254
A carboxylic ester obtained by formal condensation of the carboxy group of naproxen with the hydroxy group of 4-(nitrooxy)butanol. A cyclooxygenase-inhibiting nitric oxide donator that is metabolised to naproxen and a nitric oxide donating moiety, effective in treatment of osteoarthritis.
Term info
Label
naproxcinod
Synonyms
- 4-(nitrooxy)butyl (2S)-2-(6-methoxy-2-naphthyl)propanoate
Subsets
3_STAR
charge
0
formula
C18H21NO6
has obo namespace
chebi_ontology
has related synonym
AZD 3582, Naproxen-N-butyl nitrate, naproxcinod, naproxcinodum, AZD3582, (S)-2-(6-Methoxy-2-naphthyl)propanoic acid 4-nitrooxybutyl ester, Nitronaproxen, HCT 3012
id
CHEBI:76254
inchi
InChI=1S/C18H21NO6/c1-13(18(20)24-9-3-4-10-25-19(21)22)14-5-6-16-12-17(23-2)8-7-15(16)11-14/h5-8,11-13H,3-4,9-10H2,1-2H3/t13-/m0/s1
inchikey
AKFJWRDCWYYTIG-ZDUSSCGKSA-N
mass
347.36240
monoisotopicmass
347.13689
smiles
COc1ccc2cc(ccc2c1)[C@H](C)C(=O)OCCCCO[N+]([O-])=O
Term relations
Subclass of:
- nitrate ester
- carboxylic ester
- methoxynaphthalene
- has role some non-narcotic analgesic
- has role some prodrug
- has functional parent some naproxen
- has functional parent some butane-1,4-diol
- has role some non-steroidal anti-inflammatory drug
- has role some nitric oxide donor
- has role some EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor