Naproxcinod
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Naproxcinod
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CAS No:
163133-43-5
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Formula:
C18H21NO6
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Chemical Name:
Naproxcinod
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Synonyms:
2-Naphthaleneacetic acid,6-methoxy-α-methyl-,4-(nitrooxy)butyl ester,(αS)-;2-Naphthaleneacetic acid,6-methoxy-α-methyl-,4-(nitrooxy)butyl ester,(S)-;Nitronaproxen;HCT 3012;(S)-2-(6-Methoxy-2-naphthyl)propanoic acid 4-nitrooxybutyl ester;AZD 3582;Naproxcinod;AR-P 900758XX;AZD-3582;AZD3582
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CAS No:
Description
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, a prodrug, a nitric oxide donor and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a nitrate ester, a carboxylic ester and a methoxynaphthalene. It derives from a naproxen and a butane-1,4-diol.
Safety Information
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P273, P301+P312, P314, P330, P391, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Drug Information
Investigated for use/treatment in pain (acute or chronic), inflammatory disorders (unspecified), osteoarthritis, and arthritis and arthritic pain.|Primary osteoarthritis
A diverse group of agents, with unique chemical structures and biochemical requirements, which generate NITRIC OXIDE. These compounds have been used in the treatment of cardiovascular diseases and the management of acute myocardial infarction, acute and chronic congestive heart failure, and surgical control of blood pressure. (Adv Pharmacol 1995;34:361-81) (See all compounds classified as Nitric Oxide Donors.)
4-(nitrooxy)butyl-(2S)-2-(6-methoxy-2-naphthyl)propanoate
Naproxcinod Use and Manufacturing
Human drugs -> Rare disease (orphan)|Human Drugs -> EU pediatric investigation plans
Computed Properties
Molecular Weight:347.4
XLogP3:4.1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:9
Exact Mass:347.13688739
Monoisotopic Mass:347.13688739
Topological Polar Surface Area:90.6
Heavy Atom Count:25
Complexity:438
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes