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    Naproxcinod

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    2D Structure
    Also known as: 163133-43-5, Nitronaproxen, Naproxen-n-butyl nitrate, Hct 3012, Azd3582, No-naproxen
    Molecular Formula
    C18H21NO6
    Molecular Weight
    347.4  g/mol
    InChI Key
    AKFJWRDCWYYTIG-ZDUSSCGKSA-N
    FDA UNII
    V24GR4LI3I
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-nitrooxybutyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
    2.1.2 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
    2.1.3 InChI Key
    AKFJWRDCWYYTIG-ZDUSSCGKSA-N
    2.1.4 Canonical SMILES
    CC(C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)OCCCCO[N+](=O)[O-]
    2.1.5 Isomeric SMILES
    C[C@@H](C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)OCCCCO[N+](=O)[O-]
    2.2 Other Identifiers
    2.2.1 UNII
    V24GR4LI3I
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-(nitrooxy)butyl-(2s)-2-(6-methoxy-2-naphthyl)propanoate

    2. Azd 3582

    3. Azd-3582

    4. Azd3582

    5. Naproxen-n-butyl Nitrate

    6. Nicox

    7. Nitric Oxide Naproxen

    8. Nitric Oxide-releasing Naproxen

    9. No-naproxen

    2.3.2 Depositor-Supplied Synonyms

    1. 163133-43-5

    2. Nitronaproxen

    3. Naproxen-n-butyl Nitrate

    4. Hct 3012

    5. Azd3582

    6. No-naproxen

    7. Azd-3582

    8. Hct-3012

    9. Ar-p900758xx

    10. Azd 3582

    11. V24gr4li3i

    12. Chebi:76254

    13. (s)-2-(6-methoxy-2-naphthyl)propanoic Acid 4-nitrooxybutyl Ester

    14. 2-naphthaleneacetic Acid, 6-methoxy-alpha-methyl-, 4-(nitrooxy)butyl Ester, (alphas)-

    15. 4-nitrooxybutyl (2s)-2-(6-methoxynaphthalen-2-yl)propanoate

    16. 4-(nitrooxy)butyl (2s)-2-(6-methoxynaphthalen-2-yl)propanoate

    17. 4-(nitrooxy)butyl (s)-2-(6-methoxynaphthalen-2-yl)propanoate

    18. 4-(nitrooxy)butyl (2s)-2-(6-methoxy-2-naphthyl)propanoate

    19. Naproxcinod [usan]

    20. Naproxcinod [usan:inn]

    21. Unii-v24gr4li3i

    22. Naproxcinodum

    23. Naproxcinod [mi]

    24. Naproxcinod [inn]

    25. Naproxcinod (usan/inn)

    26. Naproxen Nitroxybutyl Ester

    27. Naproxcinod [who-dd]

    28. Gtpl9551

    29. Schembl1170879

    30. Chembl2103831

    31. Dtxsid20167523

    32. Zinc1541804

    33. Akos015914063

    34. Db06682

    35. Me-0138

    36. Zd-3582

    37. Ac-23946

    38. Hy-14931

    39. Cs-0003642

    40. D09568

    41. E87348

    42. Q3335996

    43. 4-(nitrooxy)butyl(2s)-2-(6-methoxy-2-naphthyl)propanoate

    44. 4-(nitrooxy)butyl-(2s)-2-(6-methoxy-2 Naphthyl)propanoate

    45. (s)-2-(6-methoxy-2-naphtyl) Propionic Acid 4-nitrooxybutyl Ester

    46. 2-naphthaleneacetic Acid, 6-methoxy-alpha-methyl-, 4-(nitrooxy)butyl Ester, (s)-

    47. 2-naphthaleneacetic Acid, 6-methoxy-.alpha.-methyl-, 4-(nitrooxy)butyl Ester, (.alpha.s)-

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 347.4 g/mol
    Molecular Formula C18H21NO6
    XLogP34.1
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count9
    Exact Mass347.13688739 g/mol
    Monoisotopic Mass347.13688739 g/mol
    Topological Polar Surface Area90.6 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity438
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in pain (acute or chronic), inflammatory disorders (unspecified), osteoarthritis, and arthritis and arthritic pain.

    Primary osteoarthritis

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Nitric Oxide Donors

    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.)

    5.2 ATC Code

    M - Musculo-skeletal system

    M01 - Antiinflammatory and antirheumatic products

    M01A - Antiinflammatory and antirheumatic products, non-steroids

    M01AE - Propionic acid derivatives

    M01AE18 - Naproxcinod