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2D Structure
Also known as: 25332-13-2, Trimipramine mesilate, Y62g268p6x, 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n,n,2-trimethylpropan-1-amine;methanesulfonic acid, Unii-y62g268p6x, Einecs 246-852-9
Molecular Formula
C21H30N2O3S
Molecular Weight
390.5  g/mol
InChI Key
KPPOZKAGJSXVND-UHFFFAOYSA-N
FDA UNII
Y62G268P6X

Tricyclic antidepressant similar to IMIPRAMINE, but with more antihistaminic and sedative properties.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N,2-trimethylpropan-1-amine;methanesulfonic acid
2.1.2 InChI
InChI=1S/C20H26N2.CH4O3S/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22;1-5(2,3)4/h4-11,16H,12-15H2,1-3H3;1H3,(H,2,3,4)
2.1.3 InChI Key
KPPOZKAGJSXVND-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(CN1C2=CC=CC=C2CCC3=CC=CC=C31)CN(C)C.CS(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
Y62G268P6X
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 10,11 Dihydro-n,n,beta-trimethyl-5h-dibenz(b,f)azepine-5-propanamine

2. Apo Trimip

3. Apo-trimip

4. Apotrimip

5. Beta, Trimipramin

6. Eldoral

7. Herphonal

8. Novo Tripramine

9. Novo-tripramine

10. Novotripramine

11. Nu Trimipramine

12. Nu-trimipramine

13. Nutrimipramine

14. Rhotrimine

15. Stangyl

16. Surmontil

17. Surmontil Maleate

18. Trimeprimine

19. Trimidura

20. Trimineurin

21. Trimineurin Maleate

22. Trimipramin Azu

23. Trimipramin Beta

24. Trimipramin Neurazpharm

25. Trimipramin Stada

26. Trimipramin-neurazpharm

27. Trimipramine

28. Trimipramine Maleate

29. Trimipramine Maleate (1:1)

30. Trimipramine Maleate (1:1), (+)-isomer

31. Trimipramine Maleate (1:1), (+-)-isomer

32. Trimipramine Maleate (1:1), (-)-isomer

33. Trimipramine Monohydrochloride

34. Trimipramine, (+-)-isomer

35. Trimipramine, (-)-isomer

36. Trimipraminneurazpharm

2.3.2 Depositor-Supplied Synonyms

1. 25332-13-2

2. Trimipramine Mesilate

3. Y62g268p6x

4. 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n,n,2-trimethylpropan-1-amine;methanesulfonic Acid

5. Unii-y62g268p6x

6. Einecs 246-852-9

7. 10,11-dihydro-n,n,beta-trimethyl-5h-dibenz(b,f)azepine-5-propylamine Monomethanesulphonate

8. Schembl6511858

9. Dtxsid40948174

10. Trimipramine Mesilate [who-dd]

11. Trimipramine Mesylate/trimipramine Mesilate

12. Q27294300

13. 5h-dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-n,n,.beta.-trimethyl-, Methanesulfonate (1:1)

14. Methanesulfonic Acid--3-(10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n,2-trimethylpropan-1-amine (1/1)

2.4 Create Date
2005-08-09
3 Chemical and Physical Properties
Molecular Weight 390.5 g/mol
Molecular Formula C21H30N2O3S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass390.19771400 g/mol
Monoisotopic Mass390.19771400 g/mol
Topological Polar Surface Area69.2 Ų
Heavy Atom Count27
Formal Charge0
Complexity409
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

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.)


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.)