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    Chemistry

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    Also known as: 748810-28-8, Vernakalant hcl, Brinavess, Kynapid, Vernakalant (hydrochloride), Rsd1235
    Molecular Formula
    C20H32ClNO4
    Molecular Weight
    385.9  g/mol
    InChI Key
    JMHYCBFEEFHTMK-IIUXMCBISA-N
    FDA UNII
    7G4J1ZD9UQ
    Vernakalant Hydrochloride
    1 2D Structure

    Vernakalant Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3R)-1-[(1R,2R)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]pyrrolidin-3-ol;hydrochloride
    2.1.2 InChI
    InChI=1S/C20H31NO4.ClH/c1-23-19-8-7-15(13-20(19)24-2)10-12-25-18-6-4-3-5-17(18)21-11-9-16(22)14-21;/h7-8,13,16-18,22H,3-6,9-12,14H2,1-2H3;1H/t16-,17-,18-;/m1./s1
    2.1.3 InChI Key
    JMHYCBFEEFHTMK-IIUXMCBISA-N
    2.1.4 Canonical SMILES
    COC1=C(C=C(C=C1)CCOC2CCCCC2N3CCC(C3)O)OC.Cl
    2.1.5 Isomeric SMILES
    COC1=C(C=C(C=C1)CCO[C@@H]2CCCC[C@H]2N3CC[C@H](C3)O)OC.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    7G4J1ZD9UQ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Rsd 1235

    2. Rsd-1235

    3. Rsd1235

    4. Vernakalant

    2.3.2 Depositor-Supplied Synonyms

    1. 748810-28-8

    2. Vernakalant Hcl

    3. Brinavess

    4. Kynapid

    5. Vernakalant (hydrochloride)

    6. Rsd1235

    7. Vernakalant Hydrochloride [usan]

    8. Rsd-1235

    9. 7g4j1zd9uq

    10. (3r)-1-((1r,2r)-2-(2-(3,4-dimethoxyphenyl)ethoxy)cyclohexyl)pyrrolidin-3-ol Hydrochloride

    11. Vernakalant Hydrochloride (usan)

    12. Rsd 1235

    13. Unii-7g4j1zd9uq

    14. (3r)-1-[(1r,2r)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]pyrrolidin-3-ol Hydrochloride

    15. Schembl439679

    16. Chembl2107383

    17. Dtxsid30976007

    18. (3r)-1-[(1r,2r)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]pyrrolidin-3-ol;hydrochloride

    19. Yeb81028

    20. Vernakalant Hydrochloride [mi]

    21. Cs-0799

    22. Mk-6621

    23. Vernakalant Hydrochloride [mart.]

    24. As-58436

    25. Hy-14183

    26. Vernakalant Hydrochloride [who-dd]

    27. Vernakalant Hydrochloride [ema Epar]

    28. C76396

    29. D06665

    30. A915186

    31. Q27268233

    32. Rsd1235 Hydrochloride;rsd 1235 Hydrochloride;rsd-1235 Hydrochloride

    33. (3r)-1-[(1r,2r)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]-3-pyrrolidinol Hydrochloride

    34. 1-{2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl}pyrrolidin-3-ol--hydrogen Chloride (1/1)

    35. (3r)-1-[(1r,2r)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]-3-pyrrolidinol Monohydrochloride

    36. 3-pyrrolidinol, 1-((1r,2r)-2-(2-(3,4-dimethoxyphenyl)ethoxy)cyclohexyl)-, Hydrochloride, (3r)-

    37. 605683-48-5

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 385.9 g/mol
    Molecular Formula C20H32ClNO4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count7
    Exact Mass385.2019862 g/mol
    Monoisotopic Mass385.2019862 g/mol
    Topological Polar Surface Area51.2 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity394
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    Rapid conversion of recent onset atrial fibrillation to sinus rhythm in adults:

    - for non-surgery patients: atrial fibrillation < /= 7 days duration;

    - for post-cardiac surgery patients: atrial fibrillation < /= 3 days duration.

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    C01BG11

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