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    Chemistry

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    Also known as: 1501-84-4, Flumadine, Rimantadine hcl, Meradane, 1-(1-adamantyl)ethylamine hydrochloride, 1-(adamantan-1-yl)ethanamine hydrochloride
    Molecular Formula
    C12H22ClN
    Molecular Weight
    215.76  g/mol
    InChI Key
    OZBDFBJXRJWNAV-UHFFFAOYSA-N
    FDA UNII
    JEI07OOS8Y
    Rimantadine Hydrochloride
    An RNA synthesis inhibitor that is used as an antiviral agent in the prophylaxis and treatment of influenza.
    1 2D Structure

    Rimantadine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-(1-adamantyl)ethanamine;hydrochloride
    2.1.2 InChI
    InChI=1S/C12H21N.ClH/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12;/h8-11H,2-7,13H2,1H3;1H
    2.1.3 InChI Key
    OZBDFBJXRJWNAV-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C12CC3CC(C1)CC(C3)C2)N.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    JEI07OOS8Y
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Flumadine

    2. Hydrochloride, Rimantadine

    3. Remantadine

    4. Riamantadine

    5. Rimantadine

    6. Roflual

    2.3.2 Depositor-Supplied Synonyms

    1. 1501-84-4

    2. Flumadine

    3. Rimantadine Hcl

    4. Meradane

    5. 1-(1-adamantyl)ethylamine Hydrochloride

    6. 1-(adamantan-1-yl)ethanamine Hydrochloride

    7. Rimantadine (hydrochloride)

    8. Exp 126

    9. Rimantadine, Hcl

    10. Alpha-methyl-1-adamantanemethylamine Hydrochloride

    11. 1-(1-aminoethyl)adamantane Hydrochloride

    12. Algirem

    13. Meradan

    14. Oclovir

    15. Roflual

    16. 1-(1-adamantyl)ethanamine Hydrochloride

    17. Jp 61

    18. C12h22cln

    19. Mfcd00072023

    20. 1-(1-adamantyl)ethanamine;hydrochloride

    21. Exp-126

    22. Remantadine Hydrochloride

    23. Jei07oos8y

    24. Nsc-206764

    25. Mls000069661

    26. Chebi:8865

    27. Dsstox_cid_27790

    28. Dsstox_rid_82564

    29. Dsstox_gsid_47813

    30. .alpha.-methyl-1-adamantanemethylamine Hydrochloride

    31. [1-(1-adamantyl)ethyl]amine Hydrochloride

    32. 1-(adamantan-1-yl)ethan-1-amine Hydrochloride

    33. Tricyclo[3.3.1.13,7]decane-1-methanamine, Alpha-methyl-, Hydrochloride (1:1), (alphas)-

    34. Smr000436311

    35. Cas-1501-84-4

    36. Rimantadine Hydrochloride [usan]

    37. Akos016034989

    38. Ncgc00159491-02

    39. Unii-jei07oos8y

    40. Nsc 206764

    41. Remantadine

    42. Adamantane, 1-(1-aminoethyl)-, Hydrochloride

    43. Flumadine (tn)

    44. Rimantadine Hydrochloride [usan:usp]

    45. Rimantadinehydrochloride

    46. Diisopropylsulfide

    47. Alpha-methyltricyclo(3.3.1.1(sup 3,7))decane-1-methanamine Hydrochloride

    48. Schembl40906

    49. Mls000332981

    50. Mls002548886

    51. Chembl535396

    52. Chembl1200355

    53. Dtxsid1047813

    54. Rimantadine Hydrochloride (usp)

    55. 1-(1-aminoethyl)adamantane Hcl

    56. Hy-b0338a

    57. J05ac02

    58. Molport-000-768-308

    59. 1-adamantanemethylamine, Alpha-methyl-, Hydrochloride

    60. Pharmakon1600-01505460

    61. [1-(1-adamantyl)ethyl]amine Hcl

    62. Act02687

    63. Bcp26342

    64. Tox21_111712

    65. Ccg-41384

    66. Nsc206764

    67. Nsc759149

    68. S5484

    69. 1-adamantanemethylamine, Hydrochloride

    70. Rimantadine Hydrochloride [mi]

    71. Akos005267193

    72. Akos016340560

    73. Tox21_111712_1

    74. Tricyclo(3.3.1.13,7)decane-1-methanamine, Alpha-methyl-, Hydrochloride

    75. Ac-8480

    76. Ccg-220606

    77. Ks-5232

    78. Nc00674

    79. Nsc-759149

    80. Tricyclo(3.3.1.1(sup 3,7))-decane-1-methanamine, Alpha-methyl-, Hydrochloride

    81. Ncgc00159491-04

    82. Rimantadine Hydrochloride [mart.]

    83. Rimantadine Hydrochloride [vandf]

    84. 1-adamantan-1-yl-ethylamine Hydrochloride

    85. As-12095

    86. Br164342

    87. Rimantadine Hydrochloride [usp-rs]

    88. Rimantadine Hydrochloride [who-dd]

    89. Smr000059215

    90. Sy057460

    91. Ft-0603562

    92. R0070

    93. En300-08051

    94. Vu0244476-5

    95. 1-(1-adamantyl)ethylamine Hydrochloride, 99%

    96. C08094

    97. D00901

    98. Rimantadine Hydrochloride [orange Book]

    99. Rimantadine Hydrochloride [usp Monograph]

    100. Alpha-methyl-1-adamantane-methanamine Hydrochloride

    101. Sr-01000631468

    102. J-006455

    103. Q-201673

    104. Sr-01000631468-1

    105. Sr-01000631468-4

    106. Q27108162

    107. 1-((3r,5r,7r)-adamantan-1-yl)ethanamine Hydrochloride

    108. Rimantadine Hcl Pound>>hydrochloride, Rimantadine;flumadine

    109. 1-(tricyclo[3.3.1.13,7]dec-1-yl)ethanamine Hydrochloride

    110. Alpha-methyl-tricyclo[3.3.1.13,7]decane-1-methanamine Hydrochloride (1:1)

    111. Rimantadine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    112. Tricyclo(3.3.1.1(sup 3,7))-decane-1-methanamine, .alpha.-methyl-, Hydrochloride

    113. Tricyclo[3.3.1.13,7]decane-1-methanamine, Alpha-methyl-, Hydrochloride (1:1)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 215.76 g/mol
    Molecular Formula C12H22ClN
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count1
    Exact Mass215.1440774 g/mol
    Monoisotopic Mass215.1440774 g/mol
    Topological Polar Surface Area26 Ų
    Heavy Atom Count14
    Formal Charge0
    Complexity180
    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 4  
    Drug NameFlumadine
    PubMed HealthRimantadine (By mouth)
    Drug ClassesAntiviral
    Drug LabelFlumadine (rimantadine hydrochloride) is a synthetic antiviral drug available as a 100 mg film-coated tablet and as a syrup for oral administration. Each film-coated tablet contains 100 mg of rimantadine hydrochloride plus hydroxypropyl methylcellu...
    Active IngredientRimantadine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength100mg
    Market StatusPrescription
    CompanyCaraco

    2 of 4  
    Drug NameRimantadine hydrochloride
    Drug LabelRimantadine hydrochloride is a synthetic antiviral drug available as a 100 mg film-coated tablet. Each film-coated tablet contains 100 mg of rimantadine hydrochloride. In addition, each tablet contains the following inactive ingredients: hydroxypropy...
    Active IngredientRimantadine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength100mg
    Market StatusPrescription
    CompanyImpax Labs

    3 of 4  
    Drug NameFlumadine
    PubMed HealthRimantadine (By mouth)
    Drug ClassesAntiviral
    Drug LabelFlumadine (rimantadine hydrochloride) is a synthetic antiviral drug available as a 100 mg film-coated tablet and as a syrup for oral administration. Each film-coated tablet contains 100 mg of rimantadine hydrochloride plus hydroxypropyl methylcellu...
    Active IngredientRimantadine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength100mg
    Market StatusPrescription
    CompanyCaraco

    4 of 4  
    Drug NameRimantadine hydrochloride
    Drug LabelRimantadine hydrochloride is a synthetic antiviral drug available as a 100 mg film-coated tablet. Each film-coated tablet contains 100 mg of rimantadine hydrochloride. In addition, each tablet contains the following inactive ingredients: hydroxypropy...
    Active IngredientRimantadine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength100mg
    Market StatusPrescription
    CompanyImpax Labs

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antiviral Agents

    Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

    Nucleic Acid Synthesis Inhibitors

    Compounds that inhibit cell production of DNA or RNA. (See all compounds classified as Nucleic Acid Synthesis Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    M2 Protein Inhibitors [MoA]; Influenza A M2 Protein Inhibitor [EPC]

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