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2D Structure
Also known as: 960203-27-4, Vortioxetine hbr, Brintellix, Vortioxetine (lu aa21004) hbr, Trintellix, Vortioxetine (hydrobromide)
Molecular Formula
C18H23BrN2S
Molecular Weight
379.4  g/mol
InChI Key
VNGRUFUIHGGOOM-UHFFFAOYSA-N
FDA UNII
TKS641KOAY

A piperazine derivative that acts as a serotonin reuptake inhibitor, as a 5-HT3 receptor antagonist, and 5-HT1A receptor agonist. It is used for the treatment of anxiety and depression.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[2-(2,4-dimethylphenyl)sulfanylphenyl]piperazine;hydrobromide
2.1.2 InChI
InChI=1S/C18H22N2S.BrH/c1-14-7-8-17(15(2)13-14)21-18-6-4-3-5-16(18)20-11-9-19-10-12-20;/h3-8,13,19H,9-12H2,1-2H3;1H
2.1.3 InChI Key
VNGRUFUIHGGOOM-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CC(=C(C=C1)SC2=CC=CC=C2N3CCNCC3)C.Br
2.2 Other Identifiers
2.2.1 UNII
TKS641KOAY
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-(2-(2,4-dimethylphenylsulfanyl)phenyl)piperazine

2. Brintellix

3. Lu Aa21004

4. Lu-aa21004

5. Luaa21004

6. Vortioxetine

2.3.2 Depositor-Supplied Synonyms

1. 960203-27-4

2. Vortioxetine Hbr

3. Brintellix

4. Vortioxetine (lu Aa21004) Hbr

5. Trintellix

6. Vortioxetine (hydrobromide)

7. Unii-tks641koay

8. Lu Aa 21004 Hydrobromide

9. Vortioxetine Hydrobromide [usan]

10. Lu Aa21004 Hbr

11. Tks641koay

12. Lu-aa21004 Hydrobromide

13. Lu Aa21004 (hbr)

14. 1-(2-((2,4-dimethylphenyl)thio)phenyl)piperazine Hydrobromide

15. 960203-27-4 (hbr)

16. Chebi:76015

17. 1-(2-((2,4-dimethylphenyl)sulfanyl)phenyl)piperazine Monohydrobromide

18. Brintellix (tn)

19. 1-[2-(2,4-dimethylphenyl)sulfanylphenyl]piperazine Hydrobromide

20. 1-[2-[(2,4-dimethylphenyl)thio]phenyl]piperazine Hydrobromide

21. Piperazine, 1-(2-((2,4-dimethylphenyl)thio)phenyl)-, Hydrobromide (1:1)

22. Trintellix (tn)

23. Voltiocetin Hydrobromide

24. Lu Aa21004 Hydrobromide

25. Vortioxetine Monohydrobromide

26. Schembl237653

27. Lu-aa21004 Hbr

28. Chembl2107387

29. Lu-aa-21004

30. Dtxsid501027850

31. Amy25254

32. Bcp09588

33. Ex-a2348

34. Hy-15414a

35. Mfcd22383961

36. S8021

37. Vortioxetine Hydrobromide (jan/usan)

38. Akos016340374

39. Ccg-268394

40. Cs-1472

41. Hg-0011

42. Sb16507

43. Vortioxetine Hydrobromide [jan]

44. Ac-28325

45. Vortioxetine (lu Aa21004) Hydrobromide

46. Vortioxetine Hydrobromide [who-dd]

47. 960203-27-4, Trintellix, Brintellix,

48. Ft-0696676

49. Sw219360-1

50. D10185

51. Vortioxetine Hydrobromide [orange Book]

52. A855301

53. Lu Aa 21004 Hydrobromide;lu Aa21004 Hydrobromide

54. Q27145682

55. 1-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine-hbr

56. 1-[2-(2,4-dimethylphenyl)sulfanylphenyl]piperazine;hydrobromide

57. 1-[2-[(2,4-dimethylphenyl)thio]phenyl]-piperazine Hydrobromide

58. 1-{2-[(2,4-dimethylphenyl)sulfanyl]phenyl}piperazine Hydrobromide

59. 4-[2-(2,4-dimethyl-phenylsulfanyl)-phenyl]-piperazine Hydrobromide

60. 4-{2-[(2,4-dimethylphenyl)sulfanyl]phenyl}piperazin-1-ium Bromide

2.3.3 Other Synonyms

1. Vortioxetine

2.4 Create Date
2012-03-21
3 Chemical and Physical Properties
Molecular Weight 379.4 g/mol
Molecular Formula C18H23BrN2S
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass378.07653 g/mol
Monoisotopic Mass378.07653 g/mol
Topological Polar Surface Area40.6 Ų
Heavy Atom Count22
Formal Charge0
Complexity316
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameBrintellix
PubMed HealthMeclizine, Buclizine, and Cyclizine (Oral route, Parenteral route)
Drug LabelBRINTELLIX is an immediate-release tablet for oral administration that contains the beta () polymorph of vortioxetine hydrobromide (HBr), an antidepreant. Vortioxetine HBr is known chemically as 1-[2-(2,4-Dimethyl-phenylsulfanyl)-phenyl]-piperazi...
Active IngredientVortioxetine hydrobromide
Dosage FormTablet
RouteOral
Strengtheq 15mg base; eq 5mg base; eq 20mg base; eq 10mg base
Market StatusPrescription
CompanyTakeda Pharms Usa

2 of 2  
Drug NameBrintellix
PubMed HealthMeclizine, Buclizine, and Cyclizine (Oral route, Parenteral route)
Drug LabelBRINTELLIX is an immediate-release tablet for oral administration that contains the beta () polymorph of vortioxetine hydrobromide (HBr), an antidepreant. Vortioxetine HBr is known chemically as 1-[2-(2,4-Dimethyl-phenylsulfanyl)-phenyl]-piperazi...
Active IngredientVortioxetine hydrobromide
Dosage FormTablet
RouteOral
Strengtheq 15mg base; eq 5mg base; eq 20mg base; eq 10mg base
Market StatusPrescription
CompanyTakeda Pharms Usa

4.2 Drug Indication

Treatment of major depressive episodes in adults.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Anxiety Agents

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)


Antidepressive Agents

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems. (See all compounds classified as Antidepressive Agents.)


Selective Serotonin Reuptake Inhibitors

Compounds that specifically inhibit the reuptake of serotonin in the brain. (See all compounds classified as Selective Serotonin Reuptake Inhibitors.)


Serotonin 5-HT1 Receptor Agonists

Endogenous compounds and drugs that specifically stimulate SEROTONIN 5-HT1 RECEPTORS. Included under this heading are agonists for one or more of the specific 5-HT1 receptor subtypes. (See all compounds classified as Serotonin 5-HT1 Receptor Agonists.)


Serotonin 5-HT3 Receptor Antagonists

Drugs that bind to but do not activate SEROTONIN 5-HT3 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT3 RECEPTOR AGONISTS. (See all compounds classified as Serotonin 5-HT3 Receptor Antagonists.)


5.2 ATC Code

N06AX26