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    Disopyramide

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    $ API Ref.Price (USD/KG) : 7,447Xls

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    2D Structure
    Also known as: 22059-60-5, Norpace, Disopyramide phosphate salt, Rythmodan, Norpace cr, Sc 7031 phosphate
    Molecular Formula
    C21H32N3O5P
    Molecular Weight
    437.5  g/mol
    InChI Key
    CGDDQFMPGMYYQP-UHFFFAOYSA-N
    FDA UNII
    N6BOM1935W
    A class I anti-arrhythmic agent (one that interferes directly with the depolarization of the cardiac membrane and thus serves as a membrane-stabilizing agent) with a depressant action on the heart similar to that of guanidine. It also possesses some anticholinergic and local anesthetic properties.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[di(propan-2-yl)amino]-2-phenyl-2-pyridin-2-ylbutanamide;phosphoric acid
    2.1.2 InChI
    InChI=1S/C21H29N3O.H3O4P/c1-16(2)24(17(3)4)15-13-21(20(22)25,18-10-6-5-7-11-18)19-12-8-9-14-23-19;1-5(2,3)4/h5-12,14,16-17H,13,15H2,1-4H3,(H2,22,25);(H3,1,2,3,4)
    2.1.3 InChI Key
    CGDDQFMPGMYYQP-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)N(CCC(C1=CC=CC=C1)(C2=CC=CC=N2)C(=O)N)C(C)C.OP(=O)(O)O
    2.2 Other Identifiers
    2.2.1 UNII
    N6BOM1935W
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Diisopyramide

    2. Disopyramide

    3. Disopyramide Monohydrochloride

    4. Disopyramide Phosphate (1:1)

    5. Disopyramide Phosphate (1:1), (+-)-isomer

    6. Disopyramide Phosphate (1:1), (r)-isomer

    7. Disopyramide Phosphate (1:1), (s)-isomer

    8. Disopyramide, (+-)-isomer

    9. Disopyramide, (r)-isomer

    10. Disopyramide, (s)-isomer

    11. Disopyramide, D-tartrate (1:1), (s)-isomer

    12. Disopyramide, L-tartrate (1:1), (r)-isomer

    13. Disopyramide, L-tartrate (1:1), (s)-isomer

    14. Disopyramide, L-tartrate (1:2), (+-)-isomer

    15. Disopyramide, L-tartrate, (s)-isomer

    16. Norpace

    17. Palpitin

    18. Palpitine

    19. Rhythmodan

    20. Ritmilen

    21. Rythmilen

    22. Sc 13957

    23. Sc-13957

    24. Sc13957

    2.3.2 Depositor-Supplied Synonyms

    1. 22059-60-5

    2. Norpace

    3. Disopyramide Phosphate Salt

    4. Rythmodan

    5. Norpace Cr

    6. Sc 7031 Phosphate

    7. Dirythmin Sa

    8. Diso-duriles

    9. Disopyramidephosphate

    10. Einecs 244-756-1

    11. Sc 7031 (phosphate)

    12. Nsc-756744

    13. Sc-13957

    14. Sc-7031 Phosphate

    15. Chebi:4658

    16. N6bom1935w

    17. 22059-60-5 (phosphate)

    18. 2-(1-(ammoniocarbonyl)-3-(diisopropylammonio)-1-phenylpropyl)pyridinium Phosphate

    19. Disopyramid Phosphate

    20. 4-(diisopropylamino)-2-phenyl-2-(pyridin-2-yl)butanamide Phosphate

    21. Sr-01000003039

    22. Norpace (tn)

    23. Sc 13957

    24. Disopyramide (phosphate)

    25. Unii-n6bom1935w

    26. Schembl41810

    27. Mls000028431

    28. Spectrum1500261

    29. Chembl1201020

    30. Hms501i11

    31. Dtxsid30944685

    32. Disopyramide Phosphate (jan/usp)

    33. Hms1920i14

    34. Hms2094k15

    35. Hms2234b16

    36. Hms3259j21

    37. Hms3261c04

    38. Hms3369l05

    39. Hms3652m20

    40. Hms3885j07

    41. Pharmakon1600-01500261

    42. Disopyramide Phosphate [mi]

    43. Xaa05960

    44. Disopyramide Phosphate [jan]

    45. Tox21_500411

    46. Ccg-40209

    47. Disopyramide Phosphate [usan]

    48. Hy-12533a

    49. Nsc756744

    50. Disopyramide Phosphate [vandf]

    51. 4-[di(propan-2-yl)amino]-2-phenyl-2-pyridin-2-ylbutanamide;phosphoric Acid

    52. Alpha-(2-diisopropylaminoethyl)-alpha-phenyl-2-pyridineacetamide Phosphate

    53. Disopyramide Phosphate [mart.]

    54. Disopyramide Phosphate [usp-rs]

    55. Disopyramide Phosphate [who-dd]

    56. Lp00411

    57. Nc00683

    58. Nsc 756744

    59. (+-)-alpha-(2-(diisopropylamino)ethyl)-alpha-phenyl-2-pyridineacetamide Phosphate (1:1)

    60. 2-pyridineacetamide, Alpha-(2-(bis(1-methylethyl)amino)ethyl)-alpha-phenyl-, Phosphate

    61. 2-pyridineacetamide, Alpha-(2-(bis(1-methylethyl)amino)ethyl)-alpha-phenyl-, Phosphate (1:1)

    62. 2-pyridineacetamide, Alpha-(2-(diisopropylamino)ethyl)-alpha-phenyl-, Phosphate

    63. Alpha-(2-(diisopropylamino)ethyl)-alpha-phenyl-2-pyridineacetamide Phosphate (1:1)

    64. Ncgc00093836-01

    65. Ncgc00093836-02

    66. Ncgc00093836-03

    67. Ncgc00093836-04

    68. Ncgc00261096-01

    69. 2-pyridineacetamide, Alpha-(2-(bis(1-methylethyl)amino)ethyl)-alpha-phenyl-, (+-)-, Phosphate (1:1)

    70. Smr000058438

    71. Db-045779

    72. Disopyramide Phosphate [orange Book]

    73. Disopyramide Phosphate [ep Monograph]

    74. Disopyramide Phosphate [usan:usp:ban:jan]

    75. Eu-0100411

    76. Ft-0630479

    77. S4143

    78. Sw196836-3

    79. Sw196836-4

    80. Disopyramide Phosphate [usp Monograph]

    81. C07740

    82. D 6035

    83. D00637

    84. Sr-01000003039-2

    85. Sr-01000003039-6

    86. Q27106430

    87. 4-(diisopropylamino)-2-phenyl-2-(2-pyridyl)butanamide

    88. (r)-4-(diisopropylamino)-2-phenyl-2-(pyridin-2-yl)butanamide Phosphate

    89. 4-[di(propan-2-yl)amino]-2-phenyl-2-pyridin-2-ylbutanamide,phosphoric Acid

    90. 4-diisopropylamino-2-phenyl-2-(2-pyridyl)butyramide Phosphate

    91. Disopyramide Phosphate, European Pharmacopoeia (ep) Reference Standard

    92. Disopyramide Phosphate, United States Pharmacopeia (usp) Reference Standard

    93. (+/-)-.alpha.-(2-(diisopropylamino)ethyl)-.alpha.-phenyl-2-pyridineacetamide Phosphate (1:1)

    94. 2-pyridineacetamide, .alpha.-(2-(bis(1-methylethyl)amino)ethyl)-.alpha.-phenyl-, (+/-)-, Phosphate (1:1)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 437.5 g/mol
    Molecular Formula C21H32N3O5P
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count8
    Exact Mass437.20795813 g/mol
    Monoisotopic Mass437.20795813 g/mol
    Topological Polar Surface Area137 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity459
    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 6  
    Drug NameDisopyramide phosphate
    PubMed HealthDisopyramide (By mouth)
    Drug ClassesAntiarrhythmic, Group IA
    Drug LabelDisopyramide Phosphate is an antiarrhythmic drug available for oral administration in capsules containing 100 mg or 150 mg of disopyramide base, present as the phosphate. The base content of the phosphate salt is 77.6%. The structural formula of Diso...
    Active IngredientDisopyramide phosphate
    Dosage FormCapsule
    RouteOral
    Strengtheq 100mg base; eq 150mg base
    Market StatusPrescription
    CompanyWatson Labs; Teva

    2 of 6  
    Drug NameNorpace
    Active IngredientDisopyramide phosphate
    Dosage FormCapsule
    RouteOral
    Strengtheq 100mg base; eq 150mg base
    Market StatusPrescription
    CompanyGd Searle

    3 of 6  
    Drug NameNorpace cr
    PubMed HealthDisopyramide (By mouth)
    Drug ClassesAntiarrhythmic, Group IA
    Drug LabelNorpace (disopyramide phosphate) is an antiarrhythmic drug available for oral administration in immediate-release and controlled-release capsules containing 100 mg or 150 mg of disopyramide base, present as the phosphate. The base content of the phos...
    Active IngredientDisopyramide phosphate
    Dosage FormCapsule, extended release
    RouteOral
    Strengtheq 100mg base; eq 150mg base
    Market StatusPrescription
    CompanyGd Searle

    4 of 6  
    Drug NameDisopyramide phosphate
    PubMed HealthDisopyramide (By mouth)
    Drug ClassesAntiarrhythmic, Group IA
    Drug LabelDisopyramide Phosphate is an antiarrhythmic drug available for oral administration in capsules containing 100 mg or 150 mg of disopyramide base, present as the phosphate. The base content of the phosphate salt is 77.6%. The structural formula of Diso...
    Active IngredientDisopyramide phosphate
    Dosage FormCapsule
    RouteOral
    Strengtheq 100mg base; eq 150mg base
    Market StatusPrescription
    CompanyWatson Labs; Teva

    5 of 6  
    Drug NameNorpace
    Active IngredientDisopyramide phosphate
    Dosage FormCapsule
    RouteOral
    Strengtheq 100mg base; eq 150mg base
    Market StatusPrescription
    CompanyGd Searle

    6 of 6  
    Drug NameNorpace cr
    PubMed HealthDisopyramide (By mouth)
    Drug ClassesAntiarrhythmic, Group IA
    Drug LabelNorpace (disopyramide phosphate) is an antiarrhythmic drug available for oral administration in immediate-release and controlled-release capsules containing 100 mg or 150 mg of disopyramide base, present as the phosphate. The base content of the phos...
    Active IngredientDisopyramide phosphate
    Dosage FormCapsule, extended release
    RouteOral
    Strengtheq 100mg base; eq 150mg base
    Market StatusPrescription
    CompanyGd Searle

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Arrhythmia Agents

    Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

    Voltage-Gated Sodium Channel Blockers

    A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS. (See all compounds classified as Voltage-Gated Sodium Channel Blockers.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Antiarrhythmic [EPC]