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    Bromocriptine Mesylate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

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    $ API Ref.Price (USD/KG) : 15,057Xls

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    2D Structure
    Also known as: 22260-51-1, Parlodel, Bromocriptine mesilate, Bromocryptine mesylate, Pravidel, Bromocriptine methanesulfonate
    Molecular Formula
    C33H44BrN5O8S
    Molecular Weight
    750.7  g/mol
    InChI Key
    NOJMTMIRQRDZMT-GSPXQYRGSA-N
    FDA UNII
    FFP983J3OD
    A semisynthetic ergotamine alkaloid that is a dopamine D2 agonist. It suppresses prolactin secretion.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (6aR,9R)-5-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic acid
    2.1.2 InChI
    InChI=1S/C32H40BrN5O5.CH4O3S/c1-16(2)12-24-29(40)37-11-7-10-25(37)32(42)38(24)30(41)31(43-32,17(3)4)35-28(39)18-13-20-19-8-6-9-22-26(19)21(27(33)34-22)14-23(20)36(5)15-18;1-5(2,3)4/h6,8-9,13,16-18,23-25,34,42H,7,10-12,14-15H2,1-5H3,(H,35,39);1H3,(H,2,3,4)/t18-,23-,24+,25+,31-,32+;/m1./s1
    2.1.3 InChI Key
    NOJMTMIRQRDZMT-GSPXQYRGSA-N
    2.1.4 Canonical SMILES
    CC(C)CC1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C(C)C)NC(=O)C4CN(C5CC6=C(NC7=CC=CC(=C67)C5=C4)Br)C)O.CS(=O)(=O)O
    2.1.5 Isomeric SMILES
    CC(C)C[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C(C)C)NC(=O)[C@H]4CN([C@@H]5CC6=C(NC7=CC=CC(=C67)C5=C4)Br)C)O.CS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    FFP983J3OD
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2 Bromo Alpha Ergocryptine

    2. 2 Bromo Alpha Ergokryptine

    3. 2 Bromoergocryptine

    4. 2 Bromoergocryptine Mesylate

    5. 2 Bromoergocryptine Methanesulfonate

    6. 2 Bromoergokryptine

    7. 2-bromo-alpha-ergocryptine

    8. 2-bromo-alpha-ergokryptine

    9. 2-bromoergocryptine

    10. 2-bromoergocryptine Mesylate

    11. 2-bromoergocryptine Methanesulfonate

    12. 2-bromoergokryptine

    13. Bromocriptin

    14. Bromocriptine

    15. Bromocryptin

    16. Cb 154

    17. Cb-154

    18. Cb154

    19. Mesylate, 2-bromoergocryptine

    20. Mesylate, Bromocriptine

    21. Methanesulfonate, 2-bromoergocryptine

    22. Parlodel

    2.3.2 Depositor-Supplied Synonyms

    1. 22260-51-1

    2. Parlodel

    3. Bromocriptine Mesilate

    4. Bromocryptine Mesylate

    5. Pravidel

    6. Bromocriptine Methanesulfonate

    7. Cycloset

    8. Bagren

    9. Cb-154 Mesylate

    10. Bromergon

    11. (+)-bromocriptine Methanesulfonate

    12. 2-bromo-alpha-ergocryptine Mesylate

    13. Cb-154

    14. Cb-154 Mesilate

    15. Cb 154

    16. 2-bromoergocryptine Monomethanesulfonate (salt)

    17. Ffp983j3od

    18. Bromocriptine (mesylate)

    19. Chebi:3182

    20. 2-bromoergocryptine Mesylate

    21. Nsc-755915

    22. Oline-9-carboxamide Methanesulfonate

    23. Bromocryptine Methanesulfonate

    24. (5'a)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6',18-trione Mesylate

    25. Bromocriptine Mesylate [usan]

    26. Nsc169774

    27. Sr-01000597796

    28. Einecs 244-881-1

    29. Unii-ffp983j3od

    30. 2-bromo-alpha-ergocryptine Methanesulfonate

    31. Sr-01000075356

    32. 2-bromine-alpha-ergocryptine Methanesulfonate

    33. 2-bromo-alpha-ergokryptine-mesilate [german]

    34. Bromocriptine Mesylate [usan:usp]

    35. Parlodel (tn)

    36. (5'alpha)-2-bromo-12'-hydroxy-5'-(2-methylpropyl)-3',6',18-trioxo-2'-(propan-2-yl)ergotaman Methanesulfonate (salt)

    37. (6ar,9r)-5-bromo-n-[(2r,5s,10as,10bs)-10b-hydroxy-2-(1-methylethyl)-5-(2-methylpropyl)-3,6-dioxooctahydro-8h-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quin

    38. 2-bromo-alpha-ergokryptine-mesilate

    39. Prestwick_771

    40. Cas-22260-51-1

    41. Dsstox_cid_197

    42. Bromocriptinemesylate

    43. Alpha-ergocryptine, 2-bromo-, Methanesulfonate

    44. Dsstox_rid_75426

    45. Dsstox_gsid_20197

    46. Schembl40559

    47. 2-bromo-12'-hydroxy-5'alpha-isobutyl-2'-isopropylergotaman-3',6',18-trione Monomethanesulphonate

    48. Bromocriptine Mesylate (usp)

    49. Bromocriptine Mesylate- Bio-x

    50. Bromocriptine Mesilate (jp17)

    51. Chembl1200503

    52. Dtxsid6020197

    53. 2-bromo ?-ergocryptine Mesylate

    54. Cb 154 Methanesulfonate (salt)

    55. C32h40brn5o5.ch3so3h

    56. Hms1568i04

    57. Hms3260d03

    58. Hms3411k09

    59. Hms3675k09

    60. Hms3712i04

    61. 2-bromo Alpha-ergocryptine Mesylate

    62. Bromocriptine Mesilate [jan]

    63. Tox21_303597

    64. Tox21_500171

    65. Hy-12705a

    66. Bromocriptine Mesylate [vandf]

    67. .alpha.-ergocryptine, Methanesulfonate

    68. Akos015896276

    69. Bromocriptine Mesilate [mart.]

    70. Bromocriptine Mesilate [who-dd]

    71. Bromocriptine Mesylate [usp-rs]

    72. Ccg-220121

    73. Ccg-221475

    74. Cs-6048

    75. Lp00171

    76. Nsc 755915

    77. Nsc-169774

    78. Ncgc00257268-01

    79. Ncgc00260856-01

    80. Bb164266

    81. Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, Monomethanesulfonate (salt), (5'alpha)-

    82. Bromocriptine Methanesulfonate [mi]

    83. Bromocriptine Mesylate [orange Book]

    84. 2-bromo-a-ergocryptine Methanesulfonate Salt

    85. B6298

    86. Bromocriptine Mesilate [ep Monograph]

    87. Eu-0100171

    88. Bromocriptine Mesylate [usp Monograph]

    89. B 2134

    90. D00780

    91. D81822

    92. 2-bromo-.alpha.-ergocryptine Monomethanesulfonate

    93. A903911

    94. Sr-01000075356-1

    95. Sr-01000597796-1

    96. Sr-01000597796-2

    97. Q27105974

    98. 2-bromoergocryptine Monomethanesulphonate (salt)

    99. (+)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6'-18-trione Methanesulfonate Salt

    100. (5'alpha)-2-bromo-12'-hydroxy-5'-(2-methylpropyl)-2'-(propan-2-yl)-3',6',18-trioxoergotaman Methanesulfonate

    101. (5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman Methanesulfonate

    102. (6ar,9r)-5-bromo-n-[(1s,2s,4r,7s)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4h-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic Acid

    103. Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, (5.alpha.)-, Methanesulfonate (1:1)

    104. Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, Monomethanesulfonate (salt), (5'.alpha.)-

    105. Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, Monomethanesulphonate (salt), (5'.alpha.)-

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 750.7 g/mol
    Molecular Formula C33H44BrN5O8S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count5
    Exact Mass749.20940 g/mol
    Monoisotopic Mass749.20940 g/mol
    Topological Polar Surface Area181 Ų
    Heavy Atom Count48
    Formal Charge0
    Complexity1320
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    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 6  
    Drug NameBromocriptine mesylate
    Drug LabelBromocriptine mesylate is an ergot derivative with potent dopamine receptor agonist activity. Each bromocriptine mesylate tablet, USP for oral administration contains 2.5 mg bromocriptine (as the mesylate). Bromocriptine mesylate is chemically design...
    Active IngredientBromocriptine mesylate
    Dosage FormTablet; Capsule
    RouteOral
    Strengtheq 5mg base; eq 2.5mg base
    Market StatusPrescription
    CompanyLek Pharms; Paddock; Zydus Pharms Usa; Mylan

    2 of 6  
    Drug NameCycloset
    PubMed HealthBromocriptine (By mouth)
    Drug ClassesAntidiabetic, Antiparkinsonian, Prolactin Secretion Inhibitor
    Drug LabelCYCLOSET Tablets contain bromocriptine mesylate, a dopamine receptor agonist. Bromocriptine mesylate is chemically designated [Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, monomethanesulf
    Active IngredientBromocriptine mesylate
    Dosage FormTablet
    RouteOral
    Strengtheq 0.8mg base
    Market StatusPrescription
    CompanyVeroscience

    3 of 6  
    Drug NameParlodel
    PubMed HealthBromocriptine (By mouth)
    Drug ClassesAntidiabetic, Antiparkinsonian, Prolactin Secretion Inhibitor
    Drug LabelParlodel (bromocriptine mesylate) is an ergot derivative with potent dopamine receptor agonist activity. Each Parlodel (bromocriptine mesylate) SnapTabs tablet for oral administration contains 2 mg and each capsule contains 5 mg bromocriptine...
    Active IngredientBromocriptine mesylate
    Dosage FormTablet; Capsule
    RouteOral
    Strengtheq 5mg base; eq 2.5mg base
    Market StatusPrescription
    CompanyUs Pharms Holdings I

    4 of 6  
    Drug NameBromocriptine mesylate
    Drug LabelBromocriptine mesylate is an ergot derivative with potent dopamine receptor agonist activity. Each bromocriptine mesylate tablet, USP for oral administration contains 2.5 mg bromocriptine (as the mesylate). Bromocriptine mesylate is chemically design...
    Active IngredientBromocriptine mesylate
    Dosage FormTablet; Capsule
    RouteOral
    Strengtheq 5mg base; eq 2.5mg base
    Market StatusPrescription
    CompanyLek Pharms; Paddock; Zydus Pharms Usa; Mylan

    5 of 6  
    Drug NameCycloset
    PubMed HealthBromocriptine (By mouth)
    Drug ClassesAntidiabetic, Antiparkinsonian, Prolactin Secretion Inhibitor
    Drug LabelCYCLOSET Tablets contain bromocriptine mesylate, a dopamine receptor agonist. Bromocriptine mesylate is chemically designated [Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, monomethanesulf
    Active IngredientBromocriptine mesylate
    Dosage FormTablet
    RouteOral
    Strengtheq 0.8mg base
    Market StatusPrescription
    CompanyVeroscience

    6 of 6  
    Drug NameParlodel
    PubMed HealthBromocriptine (By mouth)
    Drug ClassesAntidiabetic, Antiparkinsonian, Prolactin Secretion Inhibitor
    Drug LabelParlodel (bromocriptine mesylate) is an ergot derivative with potent dopamine receptor agonist activity. Each Parlodel (bromocriptine mesylate) SnapTabs tablet for oral administration contains 2 mg and each capsule contains 5 mg bromocriptine...
    Active IngredientBromocriptine mesylate
    Dosage FormTablet; Capsule
    RouteOral
    Strengtheq 5mg base; eq 2.5mg base
    Market StatusPrescription
    CompanyUs Pharms Holdings I

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antiparkinson Agents

    Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)

    Hormone Antagonists

    Chemical substances which inhibit the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites. (See all compounds classified as Hormone Antagonists.)

    Dopamine Agonists

    Drugs that bind to and activate dopamine receptors. (See all compounds classified as Dopamine Agonists.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Ergot Derivative [EPC]; Ergolines [CS]