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    Pilocarpine Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 54-71-7, (+)-pilocarpine hydrochloride, Pilocarpine hcl, Almocarpine, Salagen, Adsorbocarpine
    Molecular Formula
    C11H17ClN2O2
    Molecular Weight
    244.72  g/mol
    InChI Key
    RNAICSBVACLLGM-GNAZCLTHSA-N
    FDA UNII
    0WW6D218XJ
    A slowly hydrolyzed muscarinic agonist with no nicotinic effects. Pilocarpine is used as a miotic and in the treatment of glaucoma.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;hydrochloride
    2.1.2 InChI
    InChI=1S/C11H16N2O2.ClH/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;/h5,7-8,10H,3-4,6H2,1-2H3;1H/t8-,10-;/m0./s1
    2.1.3 InChI Key
    RNAICSBVACLLGM-GNAZCLTHSA-N
    2.1.4 Canonical SMILES
    CCC1C(COC1=O)CC2=CN=CN2C.Cl
    2.1.5 Isomeric SMILES
    CC[C@H]1[C@H](COC1=O)CC2=CN=CN2C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    0WW6D218XJ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hydrochloride, Pilocarpine

    2. Isopilocarpine

    3. Isoptocarpine

    4. Nitrate, Pilocarpine

    5. Ocusert

    6. Pilocarpine

    7. Pilocarpine Mononitrate, (3s-cis)-isomer

    8. Pilocarpine Nitrate

    9. Pilocarpine, Monohydrochloride, (3s-cis)-isomer

    10. Salagen

    2.3.2 Depositor-Supplied Synonyms

    1. 54-71-7

    2. (+)-pilocarpine Hydrochloride

    3. Pilocarpine Hcl

    4. Almocarpine

    5. Salagen

    6. Adsorbocarpine

    7. Pilocarpal

    8. Pilocar

    9. Pilocar Smp

    10. Pilocarpine Monohydrochloride

    11. Pilomiotin

    12. Pilovisc

    13. Pilocel

    14. Sno Pilo

    15. Mistura P

    16. Pilocarpine Muriate

    17. Epicar

    18. Mi-pilo Ophth Sol

    19. Pilopine Hs

    20. Vistacarpin N

    21. Pilocarpine, Hydrochloride

    22. Spersacarpine Hydrochloride

    23. Pilokarpin Monohydrochloride

    24. Pilopine

    25. Pilocarpine Chloride

    26. Pilocarpine (hydrochloride)

    27. Pilo

    28. Pilocarpinum Muriaticum

    29. Pilocarpine, Monohydrochloride

    30. Pilocarpine Hydrochlororide

    31. Mls000069454

    32. 0ww6d218xj

    33. Isoptocarpine

    34. (3s,4r)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;hydrochloride

    35. Nsc5746

    36. Smr000059053

    37. Isopto Carpine

    38. Isopto-carpine

    39. Ami-pilo

    40. Amistura P

    41. 2(3h)-furanone, 3-ethyldihydro-4-((1-methyl-1h-imidazol-5-yl)methyl)-, Monohydrochloride, (3s,4r)-

    42. 2(3h)-furanone, 3-ethyldihydro-4-((1-methyl-1h-imidazol-5-yl)methyl)-, Monohydrochloride, (3s-cis)-

    43. Pilopine Hs Gel

    44. Nsc 5746

    45. (3s,4r)-3-ethyl-4-((1-methyl-1h-imidazol-5-yl)methyl)dihydrofuran-2(3h)-one Hydrochloride

    46. (3s,4r)-3-ethyl-4-[(1-methyl-1h-imidazol-5-yl)methyl]dihydrofuran-2(3h)-one Hydrochloride

    47. Einecs 200-212-5

    48. Unii-0ww6d218xj

    49. Pilocarpine-hcl

    50. Ai3-61859

    51. Sr-01000000054

    52. Mi-pilo

    53. Component Of Epicar

    54. Salagen (tn)

    55. Sanpilo (tn)

    56. Component Of Pilocar

    57. Pilocarpine Hydrochloride [usp:jan]

    58. Vuity

    59. Pilopine Hs (tn)

    60. Isopto Carpine (tn)

    61. Nsc-5746

    62. Pilocarpini Hydrochloridum

    63. Regid855931

    64. Opera_id_1616

    65. Schembl41427

    66. Mls000758210

    67. Mls001076314

    68. Mls001424017

    69. Nsc 5746 Hcl

    70. Pilocarpine Hcl [vandf]

    71. Chembl1200330

    72. Dtxsid2041096

    73. Chebi:141029

    74. Hy-b0726

    75. Tox21_500950

    76. S4231

    77. Pilocarpine Hydrochloride [mi]

    78. Pilocarpinum Muriaticum [hpus]

    79. Akos005267231

    80. Pilocarpine Hydrochloride (jp17/usp)

    81. Ccg-100757

    82. Lp00950

    83. Nc00007

    84. Pilocarpine Hydrochloride [jan]

    85. (3s,4r)-3-ethyl-4-[(1-methylimidazol-5-yl)methyl]-3,4,5-trihydrofuran-2-one, C Hloride

    86. Ncgc00094254-01

    87. Ncgc00261635-01

    88. Pilocarpine Hydrochloride [mart.]

    89. Pilocarpine Hydrochloride [vandf]

    90. Ac-33119

    91. Pilocarpine Hydrochloride [usp-rs]

    92. Pilocarpine Hydrochloride [who-dd]

    93. Pilocarpine Hydrochloride [who-ip]

    94. Eu-0100950

    95. Sw196587-4

    96. D02200

    97. D91961

    98. P 6503

    99. Pilocarpine Hydrochloride [ep Impurity]

    100. Pilocarpine Hydrochloride [ep Monograph]

    101. Pilocarpine Hydrochloride [orange Book]

    102. Pilocarpine Hydrochloride [usp Impurity]

    103. 2(3h)-furanone, Monohydrochloride, (3s-cis)-

    104. Pilocarpine Hydrochloride [usp Monograph]

    105. Pilocarpini Hydrochloridum [who-ip Latin]

    106. Wln: T5ovtj C2 D1- Dt5n Cnj C1 &gh

    107. Sr-01000000054-3

    108. Sr-01000075339-1

    109. Pilocarpine Hydrochloride, >=98% (titration), Powder

    110. Q23059847

    111. Betoptic Pilo Component Pilocarpine Hydrochloride

    112. Pilocarpine Hydrochloride Component Of Betoptic Pilo

    113. Pilocarpine Hydrochloride, Meets Usp Testing Specifications

    114. Pilocarpine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    115. (3s,4r)-3-ethyl-4-[(1-methyl-1h-imidazol-5-yl)methyl]oxolan-2-one Hydrochloride

    116. Pilocarpine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    117. Pilocarpine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    118. (3s-cis)-3-ethyldihydro-4-[(1-methyl-1h-imidazol-5-yl)methyl]-2(3h)-furanone Hydrochloride

    119. 2(3h)-furanone, 3-ethyldihydro-4-((1-methyl-1h-imidazol-5-yl)methyl)-, Hydrochloride (1:1), (3s,4r)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 244.72 g/mol
    Molecular Formula C11H17ClN2O2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass244.0978555 g/mol
    Monoisotopic Mass244.0978555 g/mol
    Topological Polar Surface Area44.1 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity245
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    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 8  
    Drug NameIsopto carpine
    PubMed HealthPilocarpine
    Drug ClassesDental Agent, Direct Acting Miotic
    Drug LabelIsopto Carpine (pilocarpine hydrochloride ophthalmic solution) is a cholinergic agonist prepared as a sterile topical ophthalmic solution. The active ingredient is represented by the chemical structure:Established name: pilocarpine hydrochlorideChe...
    Active IngredientPilocarpine hydrochloride
    Dosage FormSolution
    RouteOphthalmic
    Strength1%; 2%; 4%
    Market StatusPrescription
    CompanyAlcon Res

    2 of 8  
    Drug NamePilocarpine hydrochloride
    PubMed HealthPilocarpine
    Drug ClassesDental Agent, Direct Acting Miotic
    Drug LabelPilocarpine hydrochloride tablets contain pilocarpine hydrochloride, a cholinergic agonist for oral use. Pilocarpine hydrochloride is a hygroscopic, odorless, bitter tasting white crystal or powder, which is soluble in water and alcohol and virtually...
    Active IngredientPilocarpine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 5mg
    Market StatusPrescription
    CompanyCorepharma; Roxane; Lannett; Impax Labs

    3 of 8  
    Drug NamePilopine hs
    Drug LabelSALAGEN Tablets contain pilocarpine hydrochloride, a cholinergic agonist for oral use. Pilocarpine hydrochloride is a hygroscopic, odorless, bitter tasting white crystal or powder which is soluble in water and alcohol and virtually insoluble in mos...
    Active IngredientPilocarpine hydrochloride
    Dosage FormGel
    RouteOphthalmic
    Strength4%
    Market StatusPrescription
    CompanyAlcon

    4 of 8  
    Drug NameSalagen
    Active IngredientPilocarpine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 5mg
    Market StatusPrescription
    CompanyEisai

    5 of 8  
    Drug NameIsopto carpine
    PubMed HealthPilocarpine
    Drug ClassesDental Agent, Direct Acting Miotic
    Drug LabelIsopto Carpine (pilocarpine hydrochloride ophthalmic solution) is a cholinergic agonist prepared as a sterile topical ophthalmic solution. The active ingredient is represented by the chemical structure:Established name: pilocarpine hydrochlorideChe...
    Active IngredientPilocarpine hydrochloride
    Dosage FormSolution
    RouteOphthalmic
    Strength1%; 2%; 4%
    Market StatusPrescription
    CompanyAlcon Res

    6 of 8  
    Drug NamePilocarpine hydrochloride
    PubMed HealthPilocarpine
    Drug ClassesDental Agent, Direct Acting Miotic
    Drug LabelPilocarpine hydrochloride tablets contain pilocarpine hydrochloride, a cholinergic agonist for oral use. Pilocarpine hydrochloride is a hygroscopic, odorless, bitter tasting white crystal or powder, which is soluble in water and alcohol and virtually...
    Active IngredientPilocarpine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 5mg
    Market StatusPrescription
    CompanyCorepharma; Roxane; Lannett; Impax Labs

    7 of 8  
    Drug NamePilopine hs
    Drug LabelSALAGEN Tablets contain pilocarpine hydrochloride, a cholinergic agonist for oral use. Pilocarpine hydrochloride is a hygroscopic, odorless, bitter tasting white crystal or powder which is soluble in water and alcohol and virtually insoluble in mos...
    Active IngredientPilocarpine hydrochloride
    Dosage FormGel
    RouteOphthalmic
    Strength4%
    Market StatusPrescription
    CompanyAlcon

    8 of 8  
    Drug NameSalagen
    Active IngredientPilocarpine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 5mg
    Market StatusPrescription
    CompanyEisai

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Muscarinic Agonists

    Drugs that bind to and activate muscarinic cholinergic receptors (RECEPTORS, MUSCARINIC). Muscarinic agonists are most commonly used when it is desirable to increase smooth muscle tone, especially in the GI tract, urinary bladder and the eye. They may also be used to reduce heart rate. (See all compounds classified as Muscarinic Agonists.)

    Miotics

    Agents causing contraction of the pupil of the eye. Some sources use the term miotics only for the parasympathomimetics but any drug used to induce miosis is included here. (See all compounds classified as Miotics.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Cholinergic Muscarinic Agonists [MoA]; Cholinergic Receptor Agonist [EPC]; Cholinergic Agonists [MoA]