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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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28-Jan-2021
16-Aug-2024
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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**

USFDA APPLICATION NUMBER - 21001

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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**

USFDA APPLICATION NUMBER - 21001

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