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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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