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Technical details about Dothiepin, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Dothiepin hcl, Depresym, Dosulepin hydrochloride, 897-15-4, Dopress, Dosulepine
Molecular Formula
C19H22ClNS
Molecular Weight
331.9  g/mol
InChI Key
XUPZAARQDNSRJB-SJDTYFKWSA-N
FDA UNII
3H0042311V

A tricyclic antidepressant with some tranquilizing action.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(3E)-3-(6H-benzo[c][1]benzothiepin-11-ylidene)-N,N-dimethylpropan-1-amine;hydrochloride
2.1.2 InChI
InChI=1S/C19H21NS.ClH/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19;/h3-6,8-12H,7,13-14H2,1-2H3;1H/b17-11+;
2.1.3 InChI Key
XUPZAARQDNSRJB-SJDTYFKWSA-N
2.1.4 Canonical SMILES
CN(C)CCC=C1C2=CC=CC=C2CSC3=CC=CC=C31.Cl
2.1.5 Isomeric SMILES
CN(C)CC/C=C/1\C2=CC=CC=C2CSC3=CC=CC=C31.Cl
2.2 Other Identifiers
2.2.1 UNII
3H0042311V
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dosulepin

2. Dothiepin

3. Hydrochloride, Dothiepin

4. Prothiaden

2.3.2 Depositor-Supplied Synonyms

1. Dothiepin Hcl

2. Depresym

3. Dosulepin Hydrochloride

4. 897-15-4

5. Dopress

6. Dosulepine

7. Prothiadene

8. Dothep

9. Dothiepin Hydrochloride [usan]

10. Prothiaden

11. Nsc-172130

12. Dosulepin Chloride

13. Prothiadiene

14. 3h0042311v

15. 1-propanamine, 3-dibenzo(b,e)thiepin-11(6h)-ylidene-n,n-dimethyl-, Hydrochloride

16. Prothiaden Hydrochloride

17. Prothiadene Hydrochloride

18. Xerenal

19. Trans-dothiepin Hydrochloride

20. Idom

21. Chebi:36805

22. Trans-11-(3-dimethylaminopropylidene)-6,11-dihydrodibenzo(b,e)thiepin Hydrochloride

23. Thaden

24. Dosulepin Hydrochloride [jan]

25. (3e)-3-(6h-benzo[c][1]benzothiepin-11-ylidene)-n,n-dimethylpropan-1-amine;hydrochloride

26. Unii-3h0042311v

27. Einecs 212-978-8

28. Dothiepinhcl

29. Nsc 172130

30. Nsc172130

31. Schembl35428

32. Mls002153839

33. Dothiepin Hydrochloride- Bio-x

34. Chembl1711280

35. Dtxsid60873550

36. Amy40796

37. Dothiepin Hydrochloride [mi]

38. Ccg-220488

39. Dosulepin Hydrochloride [mart.]

40. 11-(3-dimethylaminopropylidene)-6,11-dihydrodibenzo(b,e)thiepine Hydrochloride

41. Dibenzo(b,e)thiepin-delta(sup 11(6h),gamma)-propylamine, N,n-dimethyl-, Hydrochloride, (e)-

42. Dosulepin Hydrochloride [who-dd]

43. N,n-dimethyldibenzo(b,e)thiepin-delta(sup 11(6h),gamma)-propylamine Hydrochloride

44. Bd164382

45. Smr001233202

46. Dosulepin Hydrochloride [ep Monograph]

47. Wln: T C676 Is&t&j B3n1&1 &gh

48. Sr-01000838836

49. Sr-01000838836-2

50. Q27116969

51. 11-[3-(dimethylamino)propylidene]-6,e]thiepin Hydrochloride

52. 11-[3-(dimethylamino)propylidene]-6,e]thiepine Hydrochloride

53. Dibenzo[b,.gamma.-propylamine, N,n-dimethyl-, Hydrochloride

54. N,e]thiepin-.delta.11(6h),.gamma.-propylamine, Hydrochloride

55. 1-propanamine,e]thiepin-11(6h)-ylidene-n,n-dimethyl-, Hydrochloride

56. Dibenzo(b,e)thiepin-delta(sup 11(6h),gamma)-propylamine, N,n-dimethyl-, Hydrochloride

57. Dibenzo(b,e)thiepin-delta11(6h),gamma-propylamine, N,n-dimethyl-, Hydrochloride

58. Dothiepin Hydrochloride (dosulepin Hydrochloride) 1.0 Mg/ml In Methanol (as Free Base)

59. (3e)-3-(dibenzo[b,e]thiepin-11(6h)-ylidene)-n,n-dimethylpropan-1-amine, Hydrogen Chloride (1:1)

60. Dothiepin (cis/trans) Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.3.3 Other Synonyms

1. Dosulepin Chloride

2. Dothiepin Hcl

3. Idom

4. Prothiaden

5. Prothiadene

6. Xerenal

7. Dosulepin Hydrochloride

8. Dosulepine

9. Dosulepin

10. Dothiepin

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 331.9 g/mol
Molecular Formula C19H22ClNS
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass331.1161486 g/mol
Monoisotopic Mass331.1161486 g/mol
Topological Polar Surface Area28.5 Ų
Heavy Atom Count22
Formal Charge0
Complexity363
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Adrenergic Uptake Inhibitors

Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)


Antidepressive Agents, Tricyclic

Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system. (See all compounds classified as Antidepressive Agents, Tricyclic.)


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