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Setiptiline
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

Setiptiline

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.


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