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    Chemistry

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    Also known as: 191217-81-9, Mirapex, (s)-n6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine dihydrochloride hydrate, Pramipexole 2hcl monohydrate, Pramipexole hydrochloride, Sifrol
    Molecular Formula
    C10H21Cl2N3OS
    Molecular Weight
    302.3  g/mol
    InChI Key
    APVQOOKHDZVJEX-QTPLPEIMSA-N
    FDA UNII
    3D867NP06J
    Pramipexole Dihydrochloride
    A benzothiazole derivative and dopamine agonist with antioxidant properties that is used in the treatment of PARKINSON DISEASE and RESTLESS LEGS SYNDROME.
    1 2D Structure

    Pramipexole Dihydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (6S)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;hydrate;dihydrochloride
    2.1.2 InChI
    InChI=1S/C10H17N3S.2ClH.H2O/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8;;;/h7,12H,2-6H2,1H3,(H2,11,13);2*1H;1H2/t7-;;;/m0.../s1
    2.1.3 InChI Key
    APVQOOKHDZVJEX-QTPLPEIMSA-N
    2.1.4 Canonical SMILES
    CCCNC1CCC2=C(C1)SC(=N2)N.O.Cl.Cl
    2.1.5 Isomeric SMILES
    CCCN[C@H]1CCC2=C(C1)SC(=N2)N.O.Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    3D867NP06J
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2 Amino 6 Propylaminotetrahydrobenzothiazole

    2. 2-amino-4,5,6,7-tetrahydro-6-propylaminobenzothiazole

    3. 2-amino-6-propylaminotetrahydrobenzothiazole

    4. 4,5,6,7-tetrahydro-n6-propyl-2,6-benzothiazole-diamine

    5. 6,7-tetrahydro-n6-propyl-2,6-benzothiazolediamine Dihydrochloride Monohydrate

    6. Dexpramipexole

    7. Kns 760704

    8. Kns-760704

    9. Kns760704

    10. Mirapex

    11. Pramipexol

    12. Pramipexol Dihydrobromide, (+-)-isomer

    13. Pramipexol Dihydrochloride, (s)-isomer

    14. Pramipexol, (+-)-isomer

    15. Pramipexol, (r)-isomer

    16. Pramipexole

    17. Pramipexole Dihydrochloride

    18. Pramipexole Dihydrochloride Anhydrous

    19. Pramipexole Hydrochloride Monohydrate

    20. Sifrol

    21. Snd 919

    22. Snd 919cl2x

    23. Snd-919

    24. Snd-919cl2x

    25. Snd919cl2x

    2.3.2 Depositor-Supplied Synonyms

    1. 191217-81-9

    2. Mirapex

    3. (s)-n6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine Dihydrochloride Hydrate

    4. Pramipexole 2hcl Monohydrate

    5. Pramipexole Hydrochloride

    6. Sifrol

    7. Daquiran

    8. Pramipexole Hydrochloride Hydrate

    9. Pramipexole Teva

    10. Pramipexole Accord

    11. Snd919cl2y

    12. Bi-sifrol

    13. Pnu-98528e

    14. 191712-81-9

    15. (s)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole Dihydrochloride Monohydrate

    16. Pramipexole Dihydrochloride [usan]

    17. Chebi:51147

    18. 3d867np06j

    19. Oprymea

    20. Pramipexole (dihydrochloride Hydrate)

    21. Snd-919cl2y

    22. (6s)-6-n-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;hydrate;dihydrochloride

    23. Pramipexole Hydrochloride Hydrate (jan)

    24. Pramipexole Dihydrochloride Anhydrous

    25. Pramipexole Hydrochloride Hydrate [jan]

    26. Pramipexole Hcl Hydrate

    27. Unii-3d867np06j

    28. Pramipexole Dihydrochloride Hydrate

    29. Pramipexole Hydrate Dihydrochloride

    30. Pnu 98528e

    31. Mirapex (tn)

    32. Pramipexole Dihydrochloride [usan:usp]

    33. Dsstox_cid_24227

    34. Dsstox_rid_80129

    35. Dsstox_gsid_44227

    36. Chembl3182733

    37. Dtxsid1044227

    38. Hy-b0410a

    39. Pramipexole Dihydrochloride (usp)

    40. Pramipexole Hydrochloride Monohydrate

    41. Tox21_302316

    42. Mfcd02183927

    43. S2011

    44. Akos015917338

    45. Ccg-267486

    46. Ks-1308

    47. 2,6-benzothiazolediamine, 4,5,6,7-tetrahydro-n6-propyl-, Dihydrochloride, Monohydrate, (6s)-

    48. Ncgc00255978-01

    49. Pramipexole Hydrochloride [mart.]

    50. 112gi013

    51. Bp162212

    52. Bp164285

    53. Pramipexole Dihydrochloride [vandf]

    54. Cas-191217-81-9

    55. Cs-0013154

    56. Sw197453-5

    57. (s)-pramipexole 2hcl Monohydrate - Ep Grade

    58. Pramipexole Dihydrochloride Monohydrate- Bio-x

    59. D00559

    60. T72003

    61. Pramipexole Dihydrochloride [orange Book]

    62. A846638

    63. Pramipexole Dihydrochloride [usp Monograph]

    64. J-012354

    65. Pramipexole Dihydrochloride Monohydrate [mi]

    66. Q27888021

    67. Pramipexole Dihydrochloride Monohydrate [ema Epar]

    68. Pramipexole Dihydrochloride Monohydrate [usp-rs]

    69. Pramipexole Dihydrochloride Monohydrate [who-dd]

    70. Pramipexole Dihydrochloride Monohydrate [ep Monograph]

    71. (6s)-n(6)-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine Dihydrochloride Hydrate

    72. (s)-2-amino-4,5,6,7-tetrahydro-6(propylamino)benzothiazole Dihydrochloride Monohydrate

    73. (s)-n6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine 2hcl Hydrate

    74. (s)-n6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diaminedihydrochloridehydrate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 302.3 g/mol
    Molecular Formula C10H21Cl2N3OS
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count3
    Exact Mass301.0782389 g/mol
    Monoisotopic Mass301.0782389 g/mol
    Topological Polar Surface Area80.2 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity188
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count4
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameMirapex
    PubMed HealthPramipexole (By mouth)
    Drug ClassesAntiparkinsonian
    Drug LabelMIRAPEX tablets contain pramipexole, a nonergot dopamine agonist. The chemical name of pramipexole dihydrochloride is (S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride monohydrate. Its empirical formula is C10 H17 N3 S 2...
    Active IngredientPramipexole dihydrochloride
    Dosage FormTablet
    RouteOral
    Strength0.5mg; 1mg; 0.25mg; 0.75mg; 1.5mg; 0.125mg
    Market StatusPrescription
    CompanyBoehringer Ingelheim

    2 of 4  
    Drug NamePramipexole dihydrochloride
    Drug LabelMIRAPEX tablets contain pramipexole, a nonergot dopamine agonist. The chemical name of pramipexole dihydrochloride is (S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride monohydrate. Its empirical formula is C10 H17 N3 S 2...
    Active IngredientPramipexole dihydrochloride
    Dosage FormTablet, extended release; Tablet
    RouteOral
    Strength0.5mg; 1mg; 0.25mg; 0.75mg; 3.75mg; 1.5mg; 4.5mg; 2.25mg; 0.375mg; 3mg; 0.125mg
    Market StatusPrescription
    CompanyAnchen Pharms; Alembic; Breckenridge Pharm; Apotex; Aurobindo Pharma; Sun Pharm Inds; Torrent Pharms; Sandoz; Actavis Grp Ptc; Watson Labs; Strides Pharma; Glenmark Generics; Teva Pharms; Macleods Pharms; Zydus Pharms Usa; Mylan; Barr

    3 of 4  
    Drug NameMirapex
    PubMed HealthPramipexole (By mouth)
    Drug ClassesAntiparkinsonian
    Drug LabelMIRAPEX tablets contain pramipexole, a nonergot dopamine agonist. The chemical name of pramipexole dihydrochloride is (S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride monohydrate. Its empirical formula is C10 H17 N3 S 2...
    Active IngredientPramipexole dihydrochloride
    Dosage FormTablet
    RouteOral
    Strength0.5mg; 1mg; 0.25mg; 0.75mg; 1.5mg; 0.125mg
    Market StatusPrescription
    CompanyBoehringer Ingelheim

    4 of 4  
    Drug NamePramipexole dihydrochloride
    Drug LabelMIRAPEX tablets contain pramipexole, a nonergot dopamine agonist. The chemical name of pramipexole dihydrochloride is (S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride monohydrate. Its empirical formula is C10 H17 N3 S 2...
    Active IngredientPramipexole dihydrochloride
    Dosage FormTablet, extended release; Tablet
    RouteOral
    Strength0.5mg; 1mg; 0.25mg; 0.75mg; 3.75mg; 1.5mg; 4.5mg; 2.25mg; 0.375mg; 3mg; 0.125mg
    Market StatusPrescription
    CompanyAnchen Pharms; Alembic; Breckenridge Pharm; Apotex; Aurobindo Pharma; Sun Pharm Inds; Torrent Pharms; Sandoz; Actavis Grp Ptc; Watson Labs; Strides Pharma; Glenmark Generics; Teva Pharms; Macleods Pharms; Zydus Pharms Usa; Mylan; Barr

    4.2 Drug Indication

    Sifrol is indicated for treatment of the signs and symptoms of idiopathic Parkinson's disease, alone (without levodopa) or in combination with levodopa, i. e. over the course of the disease, though to late stages when the effect of levodopa wears off or becomes inconsistent and fluctuations of the therapeutic effect occur (end-of-dose or 'on-off' fluctuations).

    Sifrol is indicated for symptomatic treatment of moderate to severe idiopathic restless-legs syndrome in dosages up to 0. 54 mg of base (0. 75 mg of salt).

    Mirapexin is indicated for treatment of the signs and symptoms of idiopathic Parkinson's disease, alone (without levodopa) or in combination with levodopa, i. e. over the course of the disease, through to late stages when the effect of levodopa wears off or becomes inconsistent and fluctuations of the therapeutic effect occur (end-of-dose or 'on-off' fluctuations).

    Mirapexin is indicated for symptomatic treatment of moderate to severe idiopathic restless-legs syndrome in dosages up to 0. 54 mg of base (0. 75 mg of salt).

    Oprymea is indicated for treatment of the signs and symptoms of idiopathic Parkinson's disease, alone (without levodopa) or in combination with levodopa, i. e. over the course of the disease, through to late stages when the effect of levodopa wears off or becomes inconsistent and fluctuations of the therapeutic effect occur (end of dose or "on off" fluctuations).

    Oprymea is indicated in adults for symptomatic treatment of moderate to severe idiopathic Restless Legs Syndrome in doses up to 0. 54 mg of base (0. 75 mg of salt) (see section 4. 2).

    Pramipexole Teva is indicated for treatment of the signs and symptoms of idiopathic Parkinson's disease, alone (without levodopa) or in combination with levodopa, i. e. over the course of the disease, through to late stages when the effect of levodopa wears off or becomes inconsistent and fluctuations of the therapeutic effect occur (end-of-dose or 'on-off' fluctuations).

    Pramipexole Teva is indicated in adults for symptomatic treatment of moderate to severe idiopathic Restless Legs Syndrome in doses up to 0. 54 mg of base (0. 75 mg of salt) (see section 4. 2).

    Pramipexole Accord is indicated in adults for treatment of the signs and symptoms of idiopathic Parkinson's disease, alone (without levodopa) or in combination with levodopa, i. e. over the course of the disease, through to late stages when the effect of levodopa wears off or becomes inconsistent and fluctuations of the therapeutic effect occur (end-of-dose or 'on-off' fluctuations).

    DAQUIRAN tablets are indicated for treatment of the signs and symptoms of advanced idiopathic Parkinson's disease in combination with levodopa, i. e. over the course of the disease, when the effect of levodopa wears off or becomes inconsistent and fluctuations of the therapeutic effect occur (end of dose or "on off" fluctuations).

    Combined vocal and multiple motor tic disorder (de la Tourette), Restless Legs Syndrome

    Combined vocal and multiple motor tic disorder (de la Tourette), Restless Legs Syndrome

    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.)

    Antioxidants

    Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

    Dopamine Agonists

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

    5.2 ATC Code

    N04BC05

    N04BC05

    N04BC05

    N04BC05

    N04BC05

    N04BC05

    API Reference Price

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    13-Jan-2021
    31-Aug-2024
    KGS
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    DOSAGE - TABLET;ORAL - 0.125MG **Federal Regi...DOSAGE - TABLET;ORAL - 0.125MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20667

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    DOSAGE - TABLET;ORAL - 0.25MG **Federal Regis...DOSAGE - TABLET;ORAL - 0.25MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20667

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    DOSAGE - TABLET;ORAL - 0.5MG **Federal Regist...DOSAGE - TABLET;ORAL - 0.5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20667

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    DOSAGE - TABLET;ORAL - 0.75MG **Federal Regis...DOSAGE - TABLET;ORAL - 0.75MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20667

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    DOSAGE - TABLET;ORAL - 1.5MG **Federal Regist...DOSAGE - TABLET;ORAL - 1.5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20667

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    DOSAGE - TABLET;ORAL - 1MG **Federal Register...DOSAGE - TABLET;ORAL - 1MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20667

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