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    Chemistry

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    Also known as: 34183-22-7, Propafenone hcl, Rythmol, Rytmonorm, Arythmol, Pronon
    Molecular Formula
    C21H28ClNO3
    Molecular Weight
    377.9  g/mol
    InChI Key
    XWIHRGFIPXWGEF-UHFFFAOYSA-N
    FDA UNII
    33XCH0HOCD
    Propafenone Hydrochloride
    An antiarrhythmia agent that is particularly effective in ventricular arrhythmias. It also has weak beta-blocking activity.
    1 2D Structure

    Propafenone Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenylpropan-1-one;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H27NO3.ClH/c1-2-14-22-15-18(23)16-25-21-11-7-6-10-19(21)20(24)13-12-17-8-4-3-5-9-17;/h3-11,18,22-23H,2,12-16H2,1H3;1H
    2.1.3 InChI Key
    XWIHRGFIPXWGEF-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCCNCC(COC1=CC=CC=C1C(=O)CCC2=CC=CC=C2)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    33XCH0HOCD
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Apo-propafenone

    2. Arythmol

    3. Baxarytmon

    4. Cuxafenon

    5. Fenoprain

    6. Hydrochloride, Propafenone

    7. Jutanorm

    8. Nistaken

    9. Norfenon

    10. Pintoform

    11. Prolecofen

    12. Propafenon Al

    13. Propafenon Hexal

    14. Propafenon Minden

    15. Propafenone

    16. Propafenone Hydrochloride, (r)-isomer

    17. Propafenone Hydrochloride, (s)-isomer

    18. Propafenone, (+-)-isomer

    19. Propafenone, (r)-isomer

    20. Propafenone, (s)-isomer

    21. Propamerck

    22. Rythmol

    23. Rytmo-puren

    24. Rytmogenat

    25. Rytmonorm

    26. Sa 79

    27. Sa-79

    28. Sa79

    2.3.2 Depositor-Supplied Synonyms

    1. 34183-22-7

    2. Propafenone Hcl

    3. Rythmol

    4. Rytmonorm

    5. Arythmol

    6. Pronon

    7. Rythmol Sr

    8. Propafenone (hydrochloride)

    9. Propafenon Hydrochlorid

    10. 1-(2-(2-hydroxy-3-(propylamino)propoxy)phenyl)-3-phenylpropan-1-one Hydrochloride

    11. Sa-79 (hydrochloride)

    12. 1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenylpropan-1-one Hydrochloride

    13. 1-{2-[2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one Hydrochloride

    14. 33xch0hocd

    15. Nsc-758640

    16. 1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenylpropan-1-one;hydrochloride

    17. Mls000069682

    18. Chebi:8466

    19. Baxarytmon

    20. Fenoprain

    21. 2'-(2-hydroxy-3-(propylamino)propoxy)-3-phenylpropiophenone Hydrochloride

    22. 1-propanone, 1-(2-(2-hydroxy-3-(propylamino)propoxy)phenyl)-3-phenyl-, Hydrochloride

    23. Rhythmonorm

    24. Smr000058493

    25. 1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-1-propanone Hydrochloride

    26. Sa 79

    27. Propafenon Hydrochlorid [german]

    28. Sr-01000000192

    29. Einecs 251-867-9

    30. Unii-33xch0hocd

    31. Wz 884

    32. Propafenone, Hcl

    33. Prestwick_831

    34. Rythmol (tn)

    35. Mfcd00079243

    36. Propafenone Hydrochloride [usan:usp:jan]

    37. Opera_id_1835

    38. Schembl41412

    39. Mls001148185

    40. Mls002222267

    41. Spectrum1503935

    42. Chembl1201063

    43. Hy-b0432a

    44. Dtxsid101017233

    45. Hms1569d19

    46. Hms1922m16

    47. Pharmakon1600-01503935

    48. Bcp28548

    49. Tox21_500919

    50. Ccg-39061

    51. Nsc758640

    52. Propafenone Hydrochloride [mi]

    53. Akos008901409

    54. Propafenone Hydrochloride (jp17/usp)

    55. Ks-5030

    56. Lp00919

    57. Nsc 758640

    58. Propafenone Hydrochloride [jan]

    59. Propafenone Hydrochloride [usan]

    60. Propiophenone, 2'-(2-hydroxy-3-(propylamino)propoxy)-3-phenyl-, Hydrochloride

    61. Ncgc00094230-01

    62. Ncgc00094230-02

    63. Ncgc00094230-03

    64. Ncgc00094230-04

    65. Ncgc00094230-05

    66. Ncgc00261604-01

    67. Propafenone Hydrochloride [mart.]

    68. Propafenone Hydrochloride [vandf]

    69. Ac-11360

    70. Ac-33196

    71. Propafenone Hydrochloride [usp-rs]

    72. Propafenone Hydrochloride [who-dd]

    73. Db-048579

    74. Eu-0100919

    75. Ft-0630579

    76. P2301

    77. En300-51034

    78. D00640

    79. P 4670

    80. Propafenone Hydrochloride [ep Monograph]

    81. Propafenone Hydrochloride [orange Book]

    82. Propafenone Hydrochloride [usp Monograph]

    83. 183p227

    84. A822113

    85. J-019481

    86. Sr-01000000192-2

    87. Sr-01000000192-6

    88. Q27108087

    89. Z802671518

    90. 1-(2-[2-hydroxy-3-(propylamino)propoxy]phenyl)-3-phenyl-1propanone

    91. 2'-(2-hydroxy-3-propylaminopropoxy)-3-phenylpropiophenone Hydrochloride

    92. Propafenone Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    93. 1-[2-[2-oxidanyl-3-(propylamino)propoxy]phenyl]-3-phenyl-propan-1-one Hydrochloride

    94. 2-hydroxy-3-[2-(3-phenylpropanoyl)phenoxy]-n-propylpropan-1-aminium Chloride

    95. Hydron;1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenylpropan-1-one;chloride

    96. Propafenone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 377.9 g/mol
    Molecular Formula C21H28ClNO3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count11
    Exact Mass377.1757714 g/mol
    Monoisotopic Mass377.1757714 g/mol
    Topological Polar Surface Area58.6 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity368
    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 NamePropafenone hydrochloride
    Drug LabelPropafenone hydrochloride is an antiarrhythmic drug supplied in scored, film-coated tablets of 150 and 225 mg for oral administration. Propafenone has some structural similarities to beta-blocking agents.Chemically, propafenone hydrochloride (HCl) is...
    Active IngredientPropafenone hydrochloride
    Dosage FormTablet; Capsule, extended release
    RouteOral
    Strength150mg; 300mg; 225mg; 425mg; 325mg
    Market StatusPrescription
    CompanyVintage Pharms; Ani Pharms; Par Pharm; Watson Labs; Mutual Pharm

    2 of 6  
    Drug NameRythmol
    PubMed HealthPropafenone (By mouth)
    Drug ClassesAntiarrhythmic, Group IC
    Drug LabelRYTHMOL SR (propafenone hydrochloride) is an antiarrhythmic drug supplied in extended-release capsules of 225, 325 and 425mg for oral administration.Chemically, propafenone hydrochloride is 2-[2-Hydroxy-3-(propylamino)-propoxy]-3-phenylpropiophe...
    Active IngredientPropafenone hydrochloride
    Dosage FormTablet
    RouteOral
    Strength150mg; 300mg; 225mg
    Market StatusPrescription
    CompanyGlaxosmithkline

    3 of 6  
    Drug NameRythmol sr
    PubMed HealthPropafenone (By mouth)
    Drug ClassesAntiarrhythmic, Group IC
    Drug LabelRYTHMOL SR (propafenone hydrochloride) is an antiarrhythmic drug supplied in extended-release capsules of 225, 325 and 425mg for oral administration.Chemically, propafenone hydrochloride is 2-[2-Hydroxy-3-(propylamino)-propoxy]-3-phenylpropiophe...
    Active IngredientPropafenone hydrochloride
    Dosage FormCapsule, extended release
    RouteOral
    Strength225mg; 425mg; 325mg
    Market StatusPrescription
    CompanyGlaxosmithkline

    4 of 6  
    Drug NamePropafenone hydrochloride
    Drug LabelPropafenone hydrochloride is an antiarrhythmic drug supplied in scored, film-coated tablets of 150 and 225 mg for oral administration. Propafenone has some structural similarities to beta-blocking agents.Chemically, propafenone hydrochloride (HCl) is...
    Active IngredientPropafenone hydrochloride
    Dosage FormTablet; Capsule, extended release
    RouteOral
    Strength150mg; 300mg; 225mg; 425mg; 325mg
    Market StatusPrescription
    CompanyVintage Pharms; Ani Pharms; Par Pharm; Watson Labs; Mutual Pharm

    5 of 6  
    Drug NameRythmol
    PubMed HealthPropafenone (By mouth)
    Drug ClassesAntiarrhythmic, Group IC
    Drug LabelRYTHMOL SR (propafenone hydrochloride) is an antiarrhythmic drug supplied in extended-release capsules of 225, 325 and 425mg for oral administration.Chemically, propafenone hydrochloride is 2-[2-Hydroxy-3-(propylamino)-propoxy]-3-phenylpropiophe...
    Active IngredientPropafenone hydrochloride
    Dosage FormTablet
    RouteOral
    Strength150mg; 300mg; 225mg
    Market StatusPrescription
    CompanyGlaxosmithkline

    6 of 6  
    Drug NameRythmol sr
    PubMed HealthPropafenone (By mouth)
    Drug ClassesAntiarrhythmic, Group IC
    Drug LabelRYTHMOL SR (propafenone hydrochloride) is an antiarrhythmic drug supplied in extended-release capsules of 225, 325 and 425mg for oral administration.Chemically, propafenone hydrochloride is 2-[2-Hydroxy-3-(propylamino)-propoxy]-3-phenylpropiophe...
    Active IngredientPropafenone hydrochloride
    Dosage FormCapsule, extended release
    RouteOral
    Strength225mg; 425mg; 325mg
    Market StatusPrescription
    CompanyGlaxosmithkline

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    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.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Antiarrhythmic [EPC]

    API Reference Price

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    03-Apr-2021
    16-Aug-2024
    KGS
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    Average Price (USD/KGS)

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    Total Quantity (KGS)

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

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - TABLET;ORAL - 150MG **Federal Regist...DOSAGE - TABLET;ORAL - 150MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19151

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    DOSAGE - TABLET;ORAL - 225MG **Federal Regist...DOSAGE - TABLET;ORAL - 225MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19151

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    DOSAGE - TABLET;ORAL - 300MG **Federal Regist...DOSAGE - TABLET;ORAL - 300MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19151

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    DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 225...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 225MG

    USFDA APPLICATION NUMBER - 21416

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    DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 325...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 325MG

    USFDA APPLICATION NUMBER - 21416

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    DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 425...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 425MG

    USFDA APPLICATION NUMBER - 21416

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