naproxcinod
Sign in to saveAlso known as AZD3582, (S)-2-(6-Methoxy-2-naphthyl)propanoic acid 4-nitrooxybutyl ester, HCT 3012, Nitronaproxen, AZD 3582, Naproxen-N-butyl nitrate
Naproxcinod (nitronaproxen) is a nonsteroidal anti-inflammatory drug (NSAID) developed by the French pharmaceutical company NicOx. It is a derivative of naproxen with a nitroxybutyl ester to allow it to also act as a nitric oxide (NO) donor. This second mechanism of action makes naproxcinod the first in a new class of drugs, the cyclooxygenase inhibiting nitric oxide donators (CINODs), that are hoped to produce similar analgesic efficacy to traditional NSAIDs, but with less gastrointestinal and cardiovascular side effects.
Wikidata facts
- Mass
- 347.136887
Show 5 more facts
- chemical formula
- C₁₈H₂₁NO₆
- canonical SMILES
- CC(C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)OCCCCO[N+](=O)[O-]
- isomeric SMILES
- C[C@@H](C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)OCCCCO[N+](=O)[O-]
- World Health Organisation international non-proprietary name
- naproxcinod
- Commons category
- Naproxcinod
Sources (2)
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~5 min read
Article
10 sectionsContents
- Current situation in pain treatment
- Proposed indications
- Mechanism of action
- Safety profile
- Blood pressure profile
- Clinical relevance of small increase in blood pressure
- Gastrointestinal safety
- Commercialization
- See also
- References
Naproxcinod (nitronaproxen) is a nonsteroidal anti-inflammatory drug (NSAID) developed by the French pharmaceutical company NicOx. It is a derivative of naproxen with a nitroxybutyl ester to allow it to also act as a nitric oxide (NO) donor. This second mechanism of action makes naproxcinod the first in a new class of drugs, the cyclooxygenase inhibiting nitric oxide donators (CINODs), that are hoped to produce similar analgesic efficacy to traditional NSAIDs, but with less gastrointestinal and cardiovascular side effects.
In December 2006, Scientific American distinguished naproxcinod as one of the ten most promising treatments for the world's biggest health threats. However, in 2010 the U.S. Food and Drug Administration determined that further clinical trials would be needed to obtain approval.