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2D Structure
Also known as: 909-39-7, Opipramol hydrochloride, Insidon, Opipramol hcl, Opipramol hydrochloride [usan], B49obi656m
Molecular Formula
C23H31Cl2N3O
Molecular Weight
436.4  g/mol
InChI Key
DLTOEESOSYKJBK-UHFFFAOYSA-N
FDA UNII
B49OBI656M

A tricyclic antidepressant with actions similar to AMITRIPTYLINE.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[4-(3-benzo[b][1]benzazepin-11-ylpropyl)piperazin-1-yl]ethanol;dihydrochloride
2.1.2 InChI
InChI=1S/C23H29N3O.2ClH/c27-19-18-25-16-14-24(15-17-25)12-5-13-26-22-8-3-1-6-20(22)10-11-21-7-2-4-9-23(21)26;;/h1-4,6-11,27H,5,12-19H2;2*1H
2.1.3 InChI Key
DLTOEESOSYKJBK-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN(CCN1CCCN2C3=CC=CC=C3C=CC4=CC=CC=C42)CCO.Cl.Cl
2.2 Other Identifiers
2.2.1 UNII
B49OBI656M
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Hydrochloride, Opipramol

2. Insidon

3. Opipramol

4. Opipramol Hydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 909-39-7

2. Opipramol Hydrochloride

3. Insidon

4. Opipramol Hcl

5. Opipramol Hydrochloride [usan]

6. B49obi656m

7. G-33040

8. 1-piperazineethanol, 4-(3-(5h-dibenz(b,f)azepin-5-yl)propyl)-, Dihydrochloride

9. 2-[4-(3-benzo[b][1]benzazepin-11-ylpropyl)piperazin-1-yl]ethanol;dihydrochloride

10. 4-(3-(5h-dibenz(b,f)azepin-5-yl)propyl)-1-piperazineethanol Dihydrochloride

11. 4-[3-(5h-dibenz[b,f]azepin-5-yl)propyl]-1-piperazineethanol Dihydrochloride

12. Ncgc00093619-02

13. Ensidon

14. Pramolan

15. Dsstox_cid_25752

16. Dsstox_rid_81096

17. Dsstox_gsid_45752

18. Cas-909-39-7

19. Ncgc00162068-04

20. Einecs 213-000-2

21. Unii-b49obi656m

22. Insidon (tn)

23. 4-(3-(5h-dibenzo(b,f)azepina-5-il)propil)-1-(2-idrossietil)piperazina Dicloridrato [italian]

24. 5-(gamma-(beta-hydroxyethylpiperazino)propyl)-5h-dibenzo(b,f)azepine Dihydrochloride

25. Opipramoldihydrochloride

26. Schembl366168

27. Chembl1524185

28. Dtxsid5045752

29. Opipramol Hydrochloride (jan/usan)

30. Tox21_111210

31. Tox21_113153

32. Tox21_500128

33. Opipramol Hydrochloride [jan]

34. Opipramol Dihydrochloride [mi]

35. 4-(3-(5h-dibenz(b,f)azepin-5-yl)propyl)piperazine-1-ethanol Dihydrochloride

36. Tox21_111210_1

37. Ccg-220673

38. Ccg-221432

39. Lp00128

40. Opipramol Hydrochloride [mart.]

41. 4-(3-(5h-dibenzo(b,f)azepina-5-il)propil)-1-(2-idrossietil)piperazina Dicloridrato

42. Opipramol Hydrochloride [who-dd]

43. Ncgc00093619-01

44. Ncgc00162068-06

45. Ncgc00260813-01

46. D01477

47. Opipramol Dihydrochloride, >=98% (hplc), Solid

48. Sr-01000838066

49. Sr-01000838066-3

50. Q27274351

51. (z)-2-(4-(3-(5h-dibenzo[b,f]azepin-5-yl)propyl)piperazin-1-yl)ethanol Dihydrochloride

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 436.4 g/mol
Molecular Formula C23H31Cl2N3O
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass435.1844180 g/mol
Monoisotopic Mass435.1844180 g/mol
Topological Polar Surface Area30 Ų
Heavy Atom Count29
Formal Charge0
Complexity448
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
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.)