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    Amantadine Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    RELATED EXCIPIENT COMPANIES

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    PharmaCompass
    $ API Ref.Price (USD/KG) : 17Xls

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    2D Structure
    Also known as: 665-66-7, 1-adamantanamine hydrochloride, Amantadine hcl, Symmetrel, 1-aminoadamantane hydrochloride, Adamantan-1-amine hydrochloride
    Molecular Formula
    C10H18ClN
    Molecular Weight
    187.71  g/mol
    InChI Key
    WOLHOYHSEKDWQH-UHFFFAOYSA-N
    FDA UNII
    M6Q1EO9TD0
    An antiviral that is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extrapyramidal reactions, and for postherpetic neuralgia. The mechanisms of its effects in movement disorders are not well understood but probably reflect an increase in synthesis and release of dopamine, with perhaps some inhibition of dopamine uptake.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    adamantan-1-amine;hydrochloride
    2.1.2 InChI
    InChI=1S/C10H17N.ClH/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;/h7-9H,1-6,11H2;1H
    2.1.3 InChI Key
    WOLHOYHSEKDWQH-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1C2CC3CC1CC(C2)(C3)N.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    M6Q1EO9TD0
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1 Aminoadamantane

    2. 1-aminoadamantane

    3. Adamantylamine

    4. Adekin

    5. Al, Amantadin

    6. Aman

    7. Amanta

    8. Amanta Hci Azu

    9. Amanta-hci-azu

    10. Amantadin Al

    11. Amantadin Azu

    12. Amantadin Neuraxpharm

    13. Amantadin Ratiopharm

    14. Amantadin Stada

    15. Amantadin-neuraxpharm

    16. Amantadin-ratiopharm

    17. Amantadina Juventus

    18. Amantadina Llorente

    19. Amantadine

    20. Amantadinneuraxpharm

    21. Amantadinratiopharm

    22. Amantahciazu

    23. Amixx

    24. Azu, Amantadin

    25. Cerebramed

    26. Endantadine

    27. Gen Amantadine

    28. Gen-amantadine

    29. Genamantadine

    30. Hydrochloride, Amantadine

    31. Infecto Flu

    32. Infecto-flu

    33. Infectoflu

    34. Infex

    35. Juventus, Amantadina

    36. Llorente, Amantadina

    37. Mantadix

    38. Midantan

    39. Pms Amantadine

    40. Pms-amantadine

    41. Pmsamantadine

    42. Stada, Amantadin

    43. Symadine

    44. Symmetrel

    45. Tregor

    46. Viregyt

    47. Wiregyt

    2.3.2 Depositor-Supplied Synonyms

    1. 665-66-7

    2. 1-adamantanamine Hydrochloride

    3. Amantadine Hcl

    4. Symmetrel

    5. 1-aminoadamantane Hydrochloride

    6. Adamantan-1-amine Hydrochloride

    7. 1-adamantylamine Hydrochloride

    8. Adamantanamine Hydrochloride

    9. Amazolon

    10. Midantan

    11. Midantane

    12. Mydantane

    13. Virofral

    14. Symadine

    15. Influenol

    16. Mantadix

    17. Trivaline

    18. Amantan

    19. Virasol

    20. Viregyt

    21. Virosol

    22. Amantadine (hydrochloride)

    23. 1-adamantanamine, Hydrochloride

    24. Adamantylamine Hydrochloride

    25. Aminoadamantane Hydrochloride

    26. Adamantine Hydrochloride

    27. Exp-105-1

    28. 1-adamantanamine Hcl

    29. Exp 105-1

    30. Nsc 83653

    31. Osmolex

    32. Mfcd00074723

    33. Nsc-83653

    34. Adamantan-1-amine;hydrochloride

    35. Mls000028731

    36. Gp 38026

    37. Tricyclo[3.3.1.13,7]decan-1-amine, Hydrochloride

    38. M6q1eo9td0

    39. Ads-5102

    40. Amantadine Hydrochloride (symmetrel)

    41. Tricyclo(3.3.1.1(sup 3,7))decan-1-amine, Hydrochloride

    42. Smr000059204

    43. 665-66-7 (hcl)

    44. Tricyclo(3.3.1.13,7)decan-1-amine, Hydrochloride

    45. Adamantan-1-aminium Chloride

    46. Chebi:2619

    47. 1-adamantanamine Hydrochloride;1-adamantylamine Hydrochloride;1-aminoadamantane Hydrochloride

    48. 1-adamantanaminehydrochloride

    49. 1-aminoadamantene Hydrochloride

    50. Nsc83653

    51. Einecs 211-560-2

    52. Unii-m6q1eo9td0

    53. Cerebramed

    54. Adamine

    55. Hofcomant

    56. Lysovir

    57. Mantadan

    58. Mantadine

    59. Nurelin

    60. Adamin

    61. Ai3-52211

    62. Sr-01000075353

    63. Symmetrel (tn)

    64. Osmolex Er (tn)

    65. Gocovri (tn)

    66. Amantadinehydrochloride

    67. Amantadine Hydrochloride [usan:usp:jan]

    68. Opera_id_671

    69. Adamantamine Hydrochloride

    70. Ec 211-560-2

    71. Adamantyl Amine Hydrochloride

    72. 1-adamantanamin Hydrochlorid

    73. C10h17n.hcl

    74. Chembl1569

    75. Schembl40713

    76. Adamantan-1-aminehydrochloride

    77. Mls002153257

    78. Mls003899199

    79. Spectrum1500110

    80. Hy-b0402a

    81. 1-aminoada- Mantane Hydrochloride

    82. Amy3568

    83. Dtxsid50874031

    84. N04bb01

    85. Hms1920a19

    86. Pharmakon1600-01500110

    87. Ads-5101

    88. Bcp11857

    89. Str01017

    90. Tox21_500004

    91. A3a501

    92. Amantadine Hydrochloride [mi]

    93. Ccg-38899

    94. Nsc755860

    95. S2451

    96. Tricyclo[3.3.1.13, Hydrochloride

    97. Amantadine Hydrochloride (jp17/usp)

    98. Amantadine Hydrochloride [jan]

    99. Akos015900347

    100. Akos015951188

    101. Ac-8689

    102. Amantadine Hydrochloride [usan]

    103. Lp00004

    104. Nc00489

    105. Nsc-755860

    106. Amantadine Hydrochloride [mart.]

    107. Amantadine Hydrochloride [vandf]

    108. 1-adamantylammonium;1-adamantanamine Hcl

    109. Amantadine Hydrochloride [usp-rs]

    110. Amantadine Hydrochloride [who-dd]

    111. Ncgc00093531-01

    112. Ncgc00093531-02

    113. Ncgc00093531-03

    114. Ncgc00093531-04

    115. Ncgc00260689-01

    116. Ba166177

    117. Smr001370746

    118. A0588

    119. Eu-0100004

    120. Ft-0622248

    121. Sw219892-1

    122. (3r,5s,7s)-adamantan-1-amine Hydrochloride

    123. Amantadine Hydrochloride [orange Book]

    124. A 1260

    125. Amantadine Hydrochloride [ep Monograph]

    126. Amantadine Hydrochloride [usp Monograph]

    127. C07939

    128. D00777

    129. F15409

    130. Wln: L66 B6 A B- C 1b Itj Bz &gh

    131. A835493

    132. Amantadine Hydrochlorid 100 Microg/ml In Methanol

    133. Amantadine Hydrochloride 1000 Microg/ml In Methanol

    134. J-650095

    135. J-650235

    136. Q-200621

    137. Sr-01000075353-1

    138. Tricyclo[3.3.1.1 3,7]decan-1-amine Hydrochloride

    139. Tricyclo[3.3.1.13,7]decan-1-amine Hydrochloride

    140. Q27105739

    141. F3111-1111

    142. Tricyclo(3.3.1.13,7)decan-1-amine, Hydrochloride (1:1)

    143. Amantadine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    144. Amantadine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    145. Amantadine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    146. 1-aminoadamantane Hydrochloride; 1-adamantanamine Hydrochloride; 1-adamantylamine Hydrochloride

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 187.71 g/mol
    Molecular Formula C10H18ClN
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count0
    Exact Mass187.1127773 g/mol
    Monoisotopic Mass187.1127773 g/mol
    Topological Polar Surface Area26 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity144
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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 2  
    Drug NameAmantadine hydrochloride
    Drug LabelAmantadine hydrochloride, USP is designated generically as amantadine hydrochloride and chemically as 1-adamantanamine hydrochloride.Amantadine hydrochloride is a stable white or nearly white crystalline powder, freely soluble in water and soluble in...
    Active IngredientAmantadine hydrochloride
    Dosage FormTablet; Syrup; Capsule
    RouteOral
    Strength100mg; 50mg/5ml
    Market StatusPrescription
    CompanyWockhardt; Silarx; Hi Tech Pharma; Carolina Medcl; Pharm Assoc; Vintage; Usl Pharma; Banner Pharmacaps; Sandoz; Mikart

    2 of 2  
    Drug NameAmantadine hydrochloride
    Drug LabelAmantadine hydrochloride, USP is designated generically as amantadine hydrochloride and chemically as 1-adamantanamine hydrochloride.Amantadine hydrochloride is a stable white or nearly white crystalline powder, freely soluble in water and soluble in...
    Active IngredientAmantadine hydrochloride
    Dosage FormTablet; Syrup; Capsule
    RouteOral
    Strength100mg; 50mg/5ml
    Market StatusPrescription
    CompanyWockhardt; Silarx; Hi Tech Pharma; Carolina Medcl; Pharm Assoc; Vintage; Usl Pharma; Banner Pharmacaps; Sandoz; Mikart

    4.2 Drug Indication

    Treatment of Parkinson's disease and parkinsonism

    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.)

    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.)

    Analgesics, Non-Narcotic

    A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)

    Dopamine Agents

    Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons. (See all compounds classified as Dopamine Agents.)

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