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    Chemistry

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    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
    Vortioxetine Hydrobromide
    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

    Vortioxetine Hydrobromide

    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

    API Reference Price

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    13-Jan-2021
    22-Nov-2024
    KGS
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