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    Setiptiline

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    2D Structure
    Also known as: 57262-94-9, Org-8282, Setiptiline [inn], Org 8282, Mo 8282, 2,3,4,9-tetrahydro-2-methyl-1h-dibenzo[3,4:6,7]cyclohepta[1,2-c]pyridine
    Molecular Formula
    C19H19N
    Molecular Weight
    261.4  g/mol
    InChI Key
    GVPIXRLYKVFFMK-UHFFFAOYSA-N
    FDA UNII
    7L38105Z6E
    Setiptiline is a tetracyclic antidepressant (TeCA) which acts as a noradrenergic and specific serotonergic antidepressant (NaSSA). In Japan, the company Mochida started its commercialization for the treatment of depression started in 1989.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-methyl-4-azatetracyclo[13.4.0.02,7.08,13]nonadeca-1(19),2(7),8,10,12,15,17-heptaene
    2.1.2 InChI
    InChI=1S/C19H19N/c1-20-11-10-18-16-8-4-2-6-14(16)12-15-7-3-5-9-17(15)19(18)13-20/h2-9H,10-13H2,1H3
    2.1.3 InChI Key
    GVPIXRLYKVFFMK-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN1CCC2=C(C1)C3=CC=CC=C3CC4=CC=CC=C24
    2.2 Other Identifiers
    2.2.1 UNII
    7L38105Z6E
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1,2,3,4-tetrahydro-2-methyl-9h-dibenzo(3,4-6,7)cyclohepta(1,2-c)pyridine

    2. 13b,4a-carba-mianserin

    3. Mo 8282

    4. Mo-8282

    5. Org 8282

    6. Org-8282

    2.3.2 Depositor-Supplied Synonyms

    1. 57262-94-9

    2. Org-8282

    3. Setiptiline [inn]

    4. Org 8282

    5. Mo 8282

    6. 2,3,4,9-tetrahydro-2-methyl-1h-dibenzo[3,4:6,7]cyclohepta[1,2-c]pyridine

    7. Setiptiline (inn)

    8. 4-methyl-4-azatetracyclo[13.4.0.02,7.08,13]nonadeca-1(19),2(7),8,10,12,15,17-heptaene

    9. 7l38105z6e

    10. Setiptilinum [latin]

    11. Setiptilina [spanish]

    12. Setiptilina

    13. Setiptilinum

    14. 2,3,4,9-tetrahydro-2-methyl-1h-dibenzo(3,4:6,7)cyclohepta(1,2-c)pyridine

    15. 1h-dibenzo(3,4:6,7)cyclohepta(1,2-c)pyridine, 2,3,4,9-tetrahydro-2-methyl-

    16. Einecs 260-653-4

    17. Brn 1650422

    18. Unii-7l38105z6e

    19. 1h-dibenzo[3,4:6,7]cyclohepta[1,2-c]pyridine, 2,3,4,9-tetrahydro-2-methyl-

    20. Tecipul [as Maleate]

    21. Setiptiline [mi]

    22. Setiptiline [mart.]

    23. Setiptiline [who-dd]

    24. Schembl211362

    25. Chembl2104895

    26. Dtxsid50205886

    27. Chebi:135076

    28. Zinc1482169

    29. Cs-1181

    30. Db09304

    31. Ncgc00378937-01

    32. Ncgc00378937-02

    33. Org 8282;org8282;org-8282

    34. Hy-32329

    35. Ft-0674569

    36. D08511

    37. 262s949

    38. A923887

    39. L003337

    40. Q6590424

    41. 1,2,3,4-tetrahydro-2-methyl-1h-dibenzo[3,4:6,7]cyclohepta[1,2-c]pyridine

    42. 2-methyl-2,3,4,9-tetrahydro-1h-dibenzo[3,4:6,7]cyclohepta[1,2-c]pyridine

    43. 4-methyl-4-azatetracyclo[13.4.0.0^{2,7.0^{8,13]nonadeca-1(19),2(7),8,10,12,15,17-heptaene

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 261.4 g/mol
    Molecular Formula C19H19N
    XLogP33.3
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count0
    Exact Mass261.151749610 g/mol
    Monoisotopic Mass261.151749610 g/mol
    Topological Polar Surface Area3.2 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity397
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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

    For the treatment of depression.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Setiptiline is a tertacyclic antidepressant. It acts to reduce the symptoms of major depressive disorder.

    5.2 Mechanism of Action

    Setiptiline is an antagonist at the 2 adrenergic receptor and at serotonin receptors. The antagonism of the 2 receptors likely relieves presynaptic inhibition of adrenergic neurotransmission, allowing for greater and longer sustained release of noradrenaline into the synapse. The antagonism of serotonin receptors may produce an upregulation of the receptors leading to an eventual increase in serotonergic signalling. The actual physiological mechanisms behind the antidepressant effect of setiptiline is unknown but the listed possibilities exist as likely explanations.