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    Chemistry

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    Also known as: 181183-52-8, Almotriptan maleate, Axert, Las 31416 d,l-malate acid, Almotriptan (malate), Almogran
    Molecular Formula
    C21H31N3O7S
    Molecular Weight
    469.6  g/mol
    InChI Key
    QHATUKWEVNMHRY-UHFFFAOYSA-N
    FDA UNII
    PJP312605E
    Almotriptan Malate
    Almotriptan Malate is the malate salt of almotriptan, a sulfonamide triptan with vasoconstrictor activity. Almotriptan selectively binds to and activates serotonin 5-HT 1B and 1D receptors in the central nervous system (CNS), thereby causing cerebral blood vessel constriction. This may lead to pain relief from vascular headaches. Almotriptan may also relieve vascular headaches by preventing the release of vasoactive neuropeptides from perivascular trigeminal axons in the dura mater during a migraine, by reducing extravasation of plasma proteins, and by decreasing the release of other mediators of inflammation from the trigeminal nerve.
    1 2D Structure

    Almotriptan Malate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N,N-dimethyl-2-[5-(pyrrolidin-1-ylsulfonylmethyl)-1H-indol-3-yl]ethanamine;2-hydroxybutanedioic acid
    2.1.2 InChI
    InChI=1S/C17H25N3O2S.C4H6O5/c1-19(2)10-7-15-12-18-17-6-5-14(11-16(15)17)13-23(21,22)20-8-3-4-9-20;5-2(4(8)9)1-3(6)7/h5-6,11-12,18H,3-4,7-10,13H2,1-2H3;2,5H,1H2,(H,6,7)(H,8,9)
    2.1.3 InChI Key
    QHATUKWEVNMHRY-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN(C)CCC1=CNC2=C1C=C(C=C2)CS(=O)(=O)N3CCCC3.C(C(C(=O)O)O)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    PJP312605E
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Almogran

    2. Almotriptan

    3. Axert

    2.3.2 Depositor-Supplied Synonyms

    1. 181183-52-8

    2. Almotriptan Maleate

    3. Axert

    4. Las 31416 D,l-malate Acid

    5. Almotriptan (malate)

    6. Almogran

    7. Pnu-180638e

    8. Almotriptan Malate [usan]

    9. Almotriptan D,l-hydrogenmalate

    10. Chebi:53781

    11. Las-31416 D,l-malate Acid

    12. Pjp312605e

    13. 181183-52-8(almotriptan Malate)

    14. Las-31416-d,l-malate-acid

    15. N,n-dimethyl-2-(5-((pyrrolidin-1-ylsulfonyl)methyl)-1h-indol-3-yl)ethan-1-amine 2-hydroxysuccinate

    16. 1-(((3-(2-(dimethylamino)ethyl)indol-5-yl)methyl)sulfonyl)pyrrolidine Malate (1:1)

    17. 1-(((3-(2-(dimethylamino)ethyl)-1h-indol-5-yl)methyl)sulfonyl)pyrrolidine, Hydroxybutanedioate (1:1)

    18. N,n-dimethyl-2-[5-(pyrrolidin-1-ylsulfonylmethyl)-1h-indol-3-yl]ethanamine;2-hydroxybutanedioic Acid

    19. Pnu 180638e

    20. Unii-pjp312605e

    21. Sr-05000001986

    22. Axert (tn)

    23. Almotriptan Malate (usp)

    24. 1-[[[2-(dimethyl-amino)ethyl]-1h-indol-5-yl]methyl]sulfonyl]pyrrolidine Malate

    25. Almotriptan Malate (axert)

    26. 1-(((3-(2-(dimethylamino)ethyl)-1h-indol-5-yl)methyl)sulfonyl)pyrrolidine, Hydroxybutanedionate (1:1)

    27. Mls006010048

    28. Schembl221131

    29. Almotriptan Maleate [mi]

    30. Chembl1200521

    31. Dtxsid1044225

    32. Almotriptan Malate [vandf]

    33. Almotriptan Malate(pnu180638)

    34. Hms3651a12

    35. Hms3884p05

    36. Almotriptan Malate [mart.]

    37. Almotriptan Malate [usp-rs]

    38. Almotriptan Malate [who-dd]

    39. Bcp05632

    40. Hy-b0383

    41. Mfcd08067740

    42. Pnu180638

    43. S2096

    44. (zznon-labelled)almotriptan-d6 Malate

    45. Akos015950790

    46. Bcp9000276

    47. Ccg-269445

    48. Pnu 180638

    49. Almotriptan Malate [orange Book]

    50. Almotriptan Malate [ep Monograph]

    51. Almotriptan Malate [usp Monograph]

    52. As-12142

    53. Butanedioic Acid, Hydroxy-, Compd. With 1-(((3-(2-(dimethylamino)ethyl)-1h-indol-5-yl)methyl)sulfonyl)pyrrolidine (1:1)

    54. Smr004701216

    55. Ft-0661519

    56. Sw219418-1

    57. D02825

    58. F14758

    59. J-011571

    60. Sr-05000001986-2

    61. Q27124206

    62. 1-(((3-(2-(dimethylamino)ethyl)indol-5-yl)methyl)sulfonyl)pyrrolidine Malate

    63. 3-[2-(dimethylamino)ethyl]-5-(pyrrolidin-1-ylsulfonylmethyl )-1h-indole Malate

    64. 1-(((3-(2-(dimethylamino)ethyl)-1h-indol-5-yl)methyl)sulfonyl)pyrrolidine Hydroxybutanedioate

    65. Butanedioic Acid, 2-hydroxy-, Compd. With N,n-dimethyl-5-[(1-pyrrolidinylsulfonyl)methyl]-1h-indole-3-ethanamine (1:1)

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 469.6 g/mol
    Molecular Formula C21H31N3O7S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count9
    Exact Mass469.18827151 g/mol
    Monoisotopic Mass469.18827151 g/mol
    Topological Polar Surface Area160 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity612
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    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 NameAlmotriptan malate
    Drug LabelAXERT (almotriptan malate) Tablets contain almotriptan malate, a selective 5-hydroxytryptamine1B/1D (5-HT1B/1D) receptor agonist. Almotriptan malate is chemically designated as 1-[[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidi...
    Active IngredientAlmotriptan malate
    Dosage FormTablet
    Routeoral
    Strength6.25mg; 12.5mg
    Market StatusTentative Approval
    CompanyTeva Pharms

    2 of 2  
    Drug NameAlmotriptan malate
    Drug LabelAXERT (almotriptan malate) Tablets contain almotriptan malate, a selective 5-hydroxytryptamine1B/1D (5-HT1B/1D) receptor agonist. Almotriptan malate is chemically designated as 1-[[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidi...
    Active IngredientAlmotriptan malate
    Dosage FormTablet
    Routeoral
    Strength6.25mg; 12.5mg
    Market StatusTentative Approval
    CompanyTeva Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Serotonin Receptor Agonists

    Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS. (See all compounds classified as Serotonin Receptor Agonists.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Serotonin 1d Receptor Agonists [MoA]; Serotonin-1b and Serotonin-1d Receptor Agonist [EPC]; Serotonin 1b Receptor Agonists [MoA]

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    08-Jan-2021
    27-Sep-2024
    KGS
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    DOSAGE - TABLET;ORAL - EQ 12.5MG BASE **Feder...DOSAGE - TABLET;ORAL - EQ 12.5MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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    DOSAGE - TABLET;ORAL - EQ 6.25MG BASE **Feder...DOSAGE - TABLET;ORAL - EQ 6.25MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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