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Chemistry

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Also known as: 145202-66-0, Maxalt, Rizatriptan (benzoate), Maxalt-mlt, Mk 462, Mk-462
Molecular Formula
C22H25N5O2
Molecular Weight
391.5  g/mol
InChI Key
JPRXYLQNJJVCMZ-UHFFFAOYSA-N
FDA UNII
WR978S7QHH

Rizatriptan Benzoate
Rizatriptan Benzoate is the benzoate salt form of rizatriptan, a member of the triptan class agents with anti-migraine property. Rizatriptan benzoate selectively binds to and activates serotonin (5-HT) 1B receptors expressed in intracranial arteries, and to 5-HT 1D receptors located on peripheral trigeminal sensory nerve terminals in the meninges and central terminals in brain stem sensory nuclei. Receptor binding results in constriction of cranial vessels and inhibition of nociceptive transmission, thereby providing relief of migraine headaches. Rizatriptan benzoate may also relief migraine headaches by inhibition of pro-inflammatory neuropeptide release.
1 2D Structure

Rizatriptan Benzoate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
benzoic acid;N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine
2.1.2 InChI
InChI=1S/C15H19N5.C7H6O2/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20;8-7(9)6-4-2-1-3-5-6/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3;1-5H,(H,8,9)
2.1.3 InChI Key
JPRXYLQNJJVCMZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)CN3C=NC=N3.C1=CC=C(C=C1)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
WR978S7QHH
2.3 Synonyms
2.3.1 MeSH Synonyms

1. L 705,126

2. L 705126

3. L-705,126

4. L-705126

5. Maxalt

6. Mk 0462

7. Mk 462

8. Mk-0462

9. Mk-462

10. N,n-dimethyl-2-(5-(1,2,4-triazol-1-ylmethyl)-1h-indole-3-yl)ethylamine

11. Rizatriptan

2.3.2 Depositor-Supplied Synonyms

1. 145202-66-0

2. Maxalt

3. Rizatriptan (benzoate)

4. Maxalt-mlt

5. Mk 462

6. Mk-462

7. Mk-0462

8. 2-(5-((1h-1,2,4-triazol-1-yl)methyl)-1h-indol-3-yl)-n,n-dimethylethanamine Benzoate

9. Nsc-758919

10. Wr978s7qhh

11. Rizatriptan Benzoate (maxalt)

12. N,n-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1h-indol-3-yl]ethylamine Benzoate

13. 3-(2-(dimethylamino)ethyl)-5-(1h-1,2,4-triazol-1-ylmethyl)indole Monobenzoate

14. 1h-indole-3-ethanamine, N,n-dimethyl-5-(1h-1,2,4-triazol-1-ylmethyl)-, Monobenzoate

15. 2-(5-((1h-1,2,4-triazol-1-yl)methyl)-1h-indol-3-yl)-n,n-dimethylethan-1-amine Benzoate

16. Benzoic Acid;n,n-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1h-indol-3-yl]ethanamine

17. Rizatriptanbenzoate

18. N,n-dimethyl-5-(1h-1,2,4-triazol-1-ylmethyl)-1h-indole-3-ethanamine Benzoate

19. Rizatriptan Benzoate [usan]

20. Mk 0462

21. Unii-wr978s7qhh

22. L 705126

23. L 705,126

24. L-705,126

25. Rizatriptan Benzoate [usan:usp]

26. Rizatrimptan Benzoate

27. Rizatriptane Benzoate

28. Rizatriptan, Benzoate

29. Mk-462 Benzoate

30. Schembl41226

31. Mls001424197

32. Chebi:8875

33. Rizatriptan Benzoate Salt

34. Chembl1201032

35. Rizatriptan Benzoate (jan/usp)

36. Amy8935

37. Dtxsid20162937

38. Rhb-103

39. Rizatriptan Benzoate [mi]

40. Hms2051b16

41. Hms2093k08

42. Hms2235m18

43. Hms3369i15

44. Hms3393b16

45. Hms3655k09

46. Hms3715d08

47. Hms3884k21

48. Pharmakon1600-01505189

49. Rizatriptan Benzoate [jan]

50. Act04340

51. Bcp02149

52. Hy-b0206

53. Int-0008

54. Rizatriptan Benzoate [vandf]

55. Ac-734

56. Mfcd00866224

57. Nsc758919

58. Rizatriptan Benzoate [mart.]

59. Rizatriptan Benzoate [usp-rs]

60. Rizatriptan Benzoate [who-dd]

61. Akos015855933

62. Ab07521

63. Ccg-101039

64. Ks-1189

65. Nc00289

66. Nsc 758919

67. Rizatriptan Benzoate [orange Book]

68. Smr000525252

69. Rizatriptan Benzoate [ep Monograph]

70. Db-015783

71. Rizatriptan Benzoate [usp Monograph]

72. Rizatriptan Benzoate Salt, >=98% (hplc)

73. Ft-0631171

74. R0107

75. R0181

76. S1607

77. Sw197669-2

78. D00675

79. 202r660

80. A808337

81. Sr-01000763588

82. J-008071

83. J-524222

84. Sr-01000763588-3

85. Q27292788

86. Rizatriptan Benzoate, European Pharmacopoeia (ep) Reference Standard

87. Rizatriptan Benzoate, United States Pharmacopeia (usp) Reference Standard

88. Dimethyl-[2-(5-[1,2,4]triazol-1-ylmethyl-1h-indol-3-yl)-ethyl]-amine Benzoate

89. N,n-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1h-indol-3-yl]ethanamine Benzoate

90. Rizatriptan For System Suitability, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 391.5 g/mol
Molecular Formula C22H25N5O2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass391.20082506 g/mol
Monoisotopic Mass391.20082506 g/mol
Topological Polar Surface Area87 Ų
Heavy Atom Count29
Formal Charge0
Complexity412
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 4  
Drug NameMaxalt
PubMed HealthRizatriptan (By mouth)
Drug ClassesAntimigraine
Drug LabelMAXALTCOPYRIGHT 1998, 2006 Merck Sharp & Dohme Corp., a subsidiary of Merck & Co., Inc.All rights reserved contains rizatriptan benzoate, a selective 5-hydroxytryptamine1B/1D (5-HT1B/1D) receptor agonist.Rizatriptan benzoate is described chemical
Active IngredientRizatriptan benzoate
Dosage FormTablet
RouteOral
Strengtheq 5mg base; eq 10mg base
Market StatusPrescription
CompanyMerck

2 of 4  
Drug NameRizatriptan benzoate
Drug LabelMAXALTCOPYRIGHT 1998, 2006 Merck Sharp & Dohme Corp., a subsidiary of Merck & Co., Inc.All rights reserved contains rizatriptan benzoate, a selective 5-hydroxytryptamine1B/1D (5-HT1B/1D) receptor agonist.Rizatriptan benzoate is described chemical
Active IngredientRizatriptan benzoate
Dosage FormTablet; Tablet, orally disintegrating
RouteOral
Strengtheq 5mg base; eq 10mg base
Market StatusPrescription
CompanyMylan Pharms; Apotex; Aurobindo Pharma; Natco Pharma; Sandoz; Invagen Pharms; Cipla; Sun Pharma Global; Glenmark Generics; Emcure Pharms; Teva Pharms; Macleods Pharms

3 of 4  
Drug NameMaxalt
PubMed HealthRizatriptan (By mouth)
Drug ClassesAntimigraine
Drug LabelMAXALTCOPYRIGHT 1998, 2006 Merck Sharp & Dohme Corp., a subsidiary of Merck & Co., Inc.All rights reserved contains rizatriptan benzoate, a selective 5-hydroxytryptamine1B/1D (5-HT1B/1D) receptor agonist.Rizatriptan benzoate is described chemical
Active IngredientRizatriptan benzoate
Dosage FormTablet
RouteOral
Strengtheq 5mg base; eq 10mg base
Market StatusPrescription
CompanyMerck

4 of 4  
Drug NameRizatriptan benzoate
Drug LabelMAXALTCOPYRIGHT 1998, 2006 Merck Sharp & Dohme Corp., a subsidiary of Merck & Co., Inc.All rights reserved contains rizatriptan benzoate, a selective 5-hydroxytryptamine1B/1D (5-HT1B/1D) receptor agonist.Rizatriptan benzoate is described chemical
Active IngredientRizatriptan benzoate
Dosage FormTablet; Tablet, orally disintegrating
RouteOral
Strengtheq 5mg base; eq 10mg base
Market StatusPrescription
CompanyMylan Pharms; Apotex; Aurobindo Pharma; Natco Pharma; Sandoz; Invagen Pharms; Cipla; Sun Pharma Global; Glenmark Generics; Emcure Pharms; Teva Pharms; Macleods 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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Inke S.A

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Rizatriptan Benzoate

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D6 & D8, SY.NO. 234\/2,234\/3, ,235\/2 & 542\/2, IKP KNOWLEDGE PARK,","city":"TURKAPALLY-V SHAMIRPET HYDERABAD,TE","supplier":"USP","supplierCountry":"INDIA","foreign_port":"NA","customer":"UNITED STATES PHARMACOPEIA - INDIA PRIVATE LIMITED","customerCountry":"INDIA","quantity":"0.00","actualQuantity":"0.0002","unit":"KGS","unitRateFc":"3195000","totalValueFC":"683.6","currency":"USD","unitRateINR":"280125200","date":"26-Apr-2023","totalValueINR":"56025.04","totalValueInUsd":"683.6","indian_port":"HYDERABAD AIR","hs_no":"29339990","bill_no":"5681755","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"P.NO. D6 & D8, SY.NO. 234\/2,234\/3, ,235\/2 & 542\/2, IKP KNOWLEDGE PARK,"}]
16-Jan-2021
26-Sep-2024
KGS
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Average Price (USD/KGS)

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Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - FILM;ORAL - EQ 10MG BASE

USFDA APPLICATION NUMBER - 205394

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DOSAGE - TABLET;ORAL - EQ 10MG BASE

USFDA APPLICATION NUMBER - 20864

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DOSAGE - TABLET;ORAL - EQ 5MG BASE **Federal ...DOSAGE - TABLET;ORAL - EQ 5MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 20864

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DOSAGE - TABLET, ORALLY DISINTEGRATING;ORAL -...DOSAGE - TABLET, ORALLY DISINTEGRATING;ORAL - EQ 10MG BASE

USFDA APPLICATION NUMBER - 20865

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DOSAGE - TABLET, ORALLY DISINTEGRATING;ORAL -...DOSAGE - TABLET, ORALLY DISINTEGRATING;ORAL - EQ 5MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 20865

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