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    Rizatriptan Benzoate

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    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 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

    2D Structure

    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]