Naproxcinod
4-nitrooxybutyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
Molecular Identity
Naproxcinod
4-nitrooxybutyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
PubChem CID: 9884642
Naproxcinod is 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. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, a prodrug and a nitric oxide donor. It is a carboxylic ester, a methoxynaphthalene and a nitrate ester. It is functionally related to a butane-1,4-diol and a naproxen.
2D Structure
Properties
C18H21NO6
Molecular Formula
347.40
Molecular Weight
g/mol
347.1369
Exact Mass
Da
4.1
XLogP
Drug-like (Lipinski: < 5)
90.6
TPSA
Good oral absorption (< 140 A²)
0
H-Bond Donors
6
H-Bond Acceptors
438
Complexity
SMILES
Canonical SMILES
SMILES: CC(C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)OCCCCO[N+](=O)[O-]Isomeric SMILES
SMILES: C[C@@H](C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)OCCCCO[N+](=O)[O-]Synonyms(20)
Naproxcinod163133-43-5NitronaproxenAZD3582naproxen-n-butyl nitrateHCT 3012NO-naproxenAZD-3582HCT-3012AR-P900758XXAZD 3582naproxcinodumV24GR4LI3I4-(Nitrooxy)butyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoateHCT3012
Data from PubChem (NCBI)
This platform is for informational purposes only and does not constitute medical advice. Always consult a qualified healthcare professional.
Drug Network
Trials and conditions connected to Naproxcinod
Loading drug network...