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    Prajmaline

    PharmaCompass
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    2D Structure
    Also known as: Prajmalium, N-propylajmaline, 35080-11-6, 75934ud4gj, Ajmalanium, 17,21-dihydroxy-4-propyl-, (17r,21-alpha)-, N-propylajmalinium
    Molecular Formula
    C23H33N2O2+
    Molecular Weight
    369.5  g/mol
    InChI Key
    UAUHEPXILIZYCU-ALHOSYKFSA-N
    FDA UNII
    75934UD4GJ
    A derivative of the rauwolfia alkaloid AJMALINE. It is an anti-arrhythmia agent but may cause liver damage.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1R,9R,10S,12R,13S,14R,15R,16S,17S,18R)-13-ethyl-8-methyl-15-propyl-8-aza-15-azoniahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol
    2.1.2 InChI
    InChI=1S/C23H33N2O2/c1-4-10-25-17-11-14(13(5-2)22(25)27)19-18(25)12-23(21(19)26)15-8-6-7-9-16(15)24(3)20(17)23/h6-9,13-14,17-22,26-27H,4-5,10-12H2,1-3H3/q+1/t13-,14-,17-,18-,19-,20-,21+,22+,23+,25-/m0/s1
    2.1.3 InChI Key
    UAUHEPXILIZYCU-ALHOSYKFSA-N
    2.1.4 Canonical SMILES
    CCC[N+]12C3CC(C(C1O)CC)C4C2CC5(C3N(C6=CC=CC=C65)C)C4O
    2.1.5 Isomeric SMILES
    CCC[N@@+]12[C@H]3C[C@@H]([C@@H]([C@H]1O)CC)[C@H]4[C@@H]2C[C@@]5([C@H]3N(C6=CC=CC=C65)C)[C@@H]4O
    2.2 Other Identifiers
    2.2.1 UNII
    75934UD4GJ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bitartrate, Prajmaline

    2. Bitartrate, Prajmalium

    3. N-propylajmaline

    4. Neo Gilurytmal

    5. Neo-gilurytmal

    6. Neogilurytmal

    7. Prajmaline Bitartrate

    8. Prajmalium

    9. Prajmalium Bitartrate

    2.3.2 Depositor-Supplied Synonyms

    1. Prajmalium

    2. N-propylajmaline

    3. 35080-11-6

    4. 75934ud4gj

    5. Ajmalanium, 17,21-dihydroxy-4-propyl-, (17r,21-alpha)-

    6. N-propylajmalinium

    7. Prajmalium Ion

    8. Prajmalium Cation

    9. Prajmalum

    10. N(sup 4)-propylajmalinium

    11. Unii-75934ud4gj

    12. Prajmaline [mi]

    13. Prajmalium [who-dd]

    14. (17r,21-alpha)-17,21-dihydroxy-4-propylajmalanium

    15. Chebi:135560

    16. Zinc252462538

    17. Db13555

    18. Q7238143

    19. Ajmalanine, 17,21-dihydroxy-4-propyl-, (17r,21.alpha.)-

    20. (1r,9r,10s,12r,13s,14r,15r,16s,17s,18r)-13-ethyl-8-methyl-15-propyl-8-aza-15-azoniahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol

    2.4 Create Date
    2014-08-25
    3 Chemical and Physical Properties
    Molecular Weight 369.5 g/mol
    Molecular Formula C23H33N2O2+
    XLogP32.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass369.254203300 g/mol
    Monoisotopic Mass369.254203300 g/mol
    Topological Polar Surface Area43.7 Ų
    Heavy Atom Count27
    Formal Charge1
    Complexity642
    Isotope Atom Count0
    Defined Atom Stereocenter Count10
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Arrhythmia Agents

    Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

    4.2 ATC Code

    C - Cardiovascular system

    C01 - Cardiac therapy

    C01B - Antiarrhythmics, class i and iii

    C01BA - Antiarrhythmics, class ia

    C01BA08 - Prajmaline