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    Pilocarpine Nitrate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    GLOBAL SALES INFORMATION

    MARKET PLACE

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: 148-72-1, Pilagan, Pilofrin, Pilocarpine mononitrate, Pilocarpine nitrate salt, Pilocarpine (nitrate)
    Molecular Formula
    C11H17N3O5
    Molecular Weight
    271.27  g/mol
    InChI Key
    PRZXEPJJHQYOGF-GNAZCLTHSA-N
    FDA UNII
    M20T465H6J
    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;nitric acid
    2.1.2 InChI
    InChI=1S/C11H16N2O2.HNO3/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;2-1(3)4/h5,7-8,10H,3-4,6H2,1-2H3;(H,2,3,4)/t8-,10-;/m0./s1
    2.1.3 InChI Key
    PRZXEPJJHQYOGF-GNAZCLTHSA-N
    2.1.4 Canonical SMILES
    CCC1C(COC1=O)CC2=CN=CN2C.[N+](=O)(O)[O-]
    2.1.5 Isomeric SMILES
    CC[C@H]1[C@H](COC1=O)CC2=CN=CN2C.[N+](=O)(O)[O-]
    2.2 Other Identifiers
    2.2.1 UNII
    M20T465H6J
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hydrochloride, Pilocarpine

    2. Isopilocarpine

    3. Isoptocarpine

    4. Nitrate, Pilocarpine

    5. Ocusert

    6. Pilocarpine

    7. Pilocarpine Hydrochloride

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

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

    10. Salagen

    2.3.2 Depositor-Supplied Synonyms

    1. 148-72-1

    2. Pilagan

    3. Pilofrin

    4. Pilocarpine Mononitrate

    5. Pilocarpine Nitrate Salt

    6. Pilocarpine (nitrate)

    7. Pilocarpinum Nitricum

    8. Pilocarpine Subnitrate

    9. Pilocarpine Nitrate [usp]

    10. Nsc-757282

    11. 2(3h)-furanone, 3-ethyldihydro-4-[(1-methyl-1h-imidazol-5-yl)methyl]-, (3s,4r)-, Nitrate (1:1)

    12. Mls000069669

    13. M20t465h6j

    14. (3s,4r)-3-ethyl-4-((1-methyl-1h-imidazol-5-yl)methyl)dihydrofuran-2(3h)-one Nitrate

    15. Smr000058498

    16. Pilocarpine Nitrate (usp)

    17. (3s,4r)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;nitric Acid

    18. Pilocarpini Nitras

    19. Pilocarpin Nitrate

    20. 2(3h)-furanone, 3-ethyldihydro-4-((1-methyl-1h-imidazol-5-yl)methyl)-, (3s-cis)-, Mononitrate

    21. Sr-01000075339

    22. P. V. Carpine Liquifilm

    23. Unii-m20t465h6j

    24. Sr-01000000054

    25. 2(3h)-furanone, 3-ethyldihydro-4-((1-methyl-1h-imidazol-5-yl)methyl)-, (3s,4r)-, Nitrate (1:1)

    26. Prestwick_282

    27. Einecs 205-723-7

    28. Pilagan (tn)

    29. Mfcd00078497

    30. Pilocarpine, Mononitrate

    31. Regid855878

    32. Opera_id_1243

    33. Schembl41889

    34. Spectrum1500487

    35. Chembl1213136

    36. Pilocarpine Nitrate [mi]

    37. Hms501b20

    38. Dtxsid80883277

    39. Hms1569i20

    40. Hms1920h14

    41. Hms2091p18

    42. Hms2096i20

    43. Hms2235p11

    44. Hms3262p22

    45. Hms3713i20

    46. Pharmakon1600-01500487

    47. Pilocarpine Nitrate [vandf]

    48. Hy-b1006

    49. Pilocarpine Nitrate [mart.]

    50. Pilocarpinum Nitricum [hpus]

    51. Tox21_500960

    52. Ccg-38830

    53. Nsc757282

    54. Pilocarpine Nitrate [usp-rs]

    55. Pilocarpine Nitrate [who-dd]

    56. Pilocarpine Nitrate [who-ip]

    57. Akos016009842

    58. Cs-4503

    59. Lp00960

    60. Nsc 757282

    61. Ncgc00094261-01

    62. Ncgc00261645-01

    63. Pilocarpine Nitrate [ep Impurity]

    64. Pilocarpine Nitrate [ep Monograph]

    65. Pilocarpini Nitras [who-ip Latin]

    66. Pilocarpine Nitrate [usp Monograph]

    67. Eu-0100960

    68. D05478

    69. P 6628

    70. T71804

    71. Pilocarpine Nitrate Salt, >=98% (tlc), Powder

    72. Sr-01000000054-7

    73. Sr-01000075339-2

    74. Sr-01000075339-5

    75. Pilocarpine Nitrate Salt, Tested According To Ph.eur.

    76. Pilocarpine Nitrate, Meets Usp Testing Specifications

    77. Q27283365

    78. Sr-01000075339-10

    79. Pilocarpine Nitrate, British Pharmacopoeia (bp) Reference Standard

    80. Pilocarpine Nitrate, European Pharmacopoeia (ep) Reference Standard

    81. Pilocarpine Nitrate, United States Pharmacopeia (usp) Reference Standard

    82. Pilocarpine Nitrate For System Suitability, European Pharmacopoeia (ep) Reference Standard

    83. Pilocarpine Nitrate, Pharmaceutical Secondary Standard; Certified Reference Material

    84. 2(3h)-furanone, 3-ethyldihydro-4-((1-methyl-1h-imidazol-5-yl)methyl)-, (3s,4r)-, Mononitrate

    2.4 Create Date
    2005-06-29
    3 Chemical and Physical Properties
    Molecular Weight 271.27 g/mol
    Molecular Formula C11H17N3O5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count3
    Exact Mass271.11682065 g/mol
    Monoisotopic Mass271.11682065 g/mol
    Topological Polar Surface Area110 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity270
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    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.)

    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.)