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Chemistry

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Also known as: 41100-52-1, Memantine hcl, Namenda, 3,5-dimethyl-1-adamantanamine hydrochloride, 3,5-dimethyladamantan-1-amine hydrochloride, Akatinol
Molecular Formula
C12H22ClN
Molecular Weight
215.76  g/mol
InChI Key
LDDHMLJTFXJGPI-UHFFFAOYSA-N
FDA UNII
JY0WD0UA60

Memantine Hydrochloride
AMANTADINE derivative that has some dopaminergic effects. It has been proposed as an antiparkinson agent.
1 2D Structure

Memantine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3,5-dimethyladamantan-1-amine;hydrochloride
2.1.2 InChI
InChI=1S/C12H21N.ClH/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10;/h9H,3-8,13H2,1-2H3;1H
2.1.3 InChI Key
LDDHMLJTFXJGPI-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC12CC3CC(C1)(CC(C3)(C2)N)C.Cl
2.2 Other Identifiers
2.2.1 UNII
JY0WD0UA60
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1,3-dimethyl-5-aminoadamantane

2. 1-amino-3,5-dimethyladamantane

3. Axura

4. D 145

5. D-145

6. D145

7. Ebixa

8. Memantin

9. Memantine

10. Namenda

2.3.2 Depositor-Supplied Synonyms

1. 41100-52-1

2. Memantine Hcl

3. Namenda

4. 3,5-dimethyl-1-adamantanamine Hydrochloride

5. 3,5-dimethyladamantan-1-amine Hydrochloride

6. Akatinol

7. Axura

8. Namenda Xr

9. Memary

10. Ebixa

11. Memantine Mylan

12. 1-amino-3,5-dimethyladamantane Hydrochloride

13. Memantine Merz

14. Memantine.hcl

15. Memantine Accord

16. Memantine Lek

17. Memantine (hydrochloride)

18. Acrescent

19. Balaxur

20. Auxura

21. Unii-jy0wd0ua60

22. 3,5-dimethyladamantan-1-amine;hydrochloride

23. Jy0wd0ua60

24. Mfcd00214336

25. Memantine Ratiopharm

26. Memantine Hydrochloride [usan]

27. Chebi:64323

28. Sun-y7017

29. Nsc-102290

30. 3,5-dimethyladamantan-1-aminium Chloride

31. D-145

32. Mls001332605

33. 3,5-dimethyl-1-aminoadamantane Hydrochloride

34. (3,5-dimethyl-1-adamantyl)amine Hydrochloride

35. 3,5-dimethyltricyclo(3.3.1.1(3,7))decan-1-amine Hydrochloride

36. Fp-01

37. 1,3-dimethyl-5-adamantanamine Hcl

38. 3,5-dimethyltricyclo[3.3.1.13,7]decan-1-amine Hydrochloride

39. 41100-52-1 (hcl)

40. Tricyclo[3.3.1.13,7]decan-1-amine, 3,5-dimethyl-, Hydrochloride

41. D 145

42. Mantine

43. Ebixza

44. 3,5-dimethyl-tricyclo[3.3.1.13,7]decan-1-amine Hydrochloride

45. 3,5-dimethyltricyclo(3.3.1.13,7)decan-1-amine Hydrochloride

46. 3,5-dimethyltricyclo(3.3.1.1(sup 3,7))decan-1-amine Hydrochloride

47. Tricyclo(3.3.1.1(sup 3,7))decan-1-amine, 3,5-dimethyl-, Hydrochloride

48. 3,5-dimethyl-1-adamantylamine

49. 3,5-dimethyl-1-aminoadamantane

50. Smr000875213

51. Sr-01000075458

52. Sun Y7017

53. Einecs 255-219-6

54. Namenda (tn)

55. Memary (tn)

56. Marixino

57. Nsc 102290

58. D-145 (hydrochloride)

59. Schembl3053

60. C12h21n.hcl

61. Chembl1699

62. Mls001332606

63. Spectrum1501121

64. Hy-b0365a

65. Dtxsid90961439

66. Memantine Hydrochloride (namenda)

67. N06dx01

68. Nmi-131

69. Hms1571c17

70. Hms1921h03

71. Pharmakon1600-01501121

72. Memantine Hydrochloride (jan/usp)

73. Memantine Hydrochloride [mi]

74. Tox21_500861

75. Ac-559

76. Ccg-39018

77. Memantine Hydrochloride [jan]

78. Mrz-2/145

79. Nsc102290

80. Nsc757843

81. S2043

82. Akos015889460

83. Bcp9000253

84. Lp00861

85. Memantine Hydrochloride [mart.]

86. Nc00680

87. Memantine Hydrochloride [usp-rs]

88. Memantine Hydrochloride [who-dd]

89. Ncgc00094186-01

90. Ncgc00094186-02

91. Ncgc00094186-03

92. Ncgc00261546-01

93. As-13331

94. Bm164662

95. Memantine Hydrochloride [ema Epar]

96. Sy057917

97. 3,5-dimethyladamantan-1-aminehydrochloride

98. Am20070534

99. D3608

100. Eu-0100861

101. Ft-0650723

102. M-145

103. Memantine Hydrochloride [orange Book]

104. Sw060653-4

105. 1-amino-3,5-dimethyl-adamantane Hydrochloride

106. 3,5-dimethyladamantan-1-amine Hy-drochloride

107. 3,5-dimethyladamantan-1-amine;hydrochloride.

108. D04905

109. M 9292

110. Memantine Hydrochloride [usp Monograph]

111. Namzaric Component Memantine Hydrochloride

112. Memantine Hydrochloride Component Of Namzaric

113. Sr-01000075458-1

114. Sr-01000075458-3

115. Sr-01000075458-8

116. Q27133218

117. Z1551429722

118. Tricyclo(3.3.1.1(3,7))decan-1-amine, 3,5-dimethyl-, Hydrochloride

119. Tricyclo[3.3.1.13,7]decan-1-amine, 3,5-dimethyl-, Hydrochloride (1:1) (ca Index Name)

120. 1-amino-3,5-dimethyladamantane . Hcl 3,5-dimethyl-1-aminoadamantane . Hcl Memantine . Hydrochloride

2.4 Create Date
2005-07-19
3 Chemical and Physical Properties
Molecular Weight 215.76 g/mol
Molecular Formula C12H22ClN
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass215.1440774 g/mol
Monoisotopic Mass215.1440774 g/mol
Topological Polar Surface Area26 Ų
Heavy Atom Count14
Formal Charge0
Complexity240
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameMemantine hydrochloride
PubMed HealthMemantine (By mouth)
Drug ClassesCentral Nervous System Agent
Drug LabelNamenda (memantine hydrochloride) is an orally active NMDA receptor antagonist. The chemical name for memantine hydrochloride is 1-amino-3,5-dimethyladamantane hydrochloride with the following structural formula: The molecular formula is C12H21N...
Active IngredientMemantine hydrochloride
Dosage FormTablet
Routeoral; Oral
Strength5mg; 10mg
Market StatusTentative Approval
CompanyAmneal Pharms; Alembic; Upsher Smith; Mylan Pharma; Unichem Pharms (usa); Apotex; Lupin Pharms; Aurobindo Pharma; Torrent Pharms; Macleods Pharms; Jubilant Life

2 of 6  
Drug NameNamenda
PubMed HealthMemantine (By mouth)
Drug ClassesCentral Nervous System Agent
Drug LabelNamenda (memantine hydrochloride) is an orally active NMDA receptor antagonist. The chemical name for memantine hydrochloride is 1-amino-3,5-dimethyladamantane hydrochloride with the following structural formula: The molecular formula is C12H21N...
Active IngredientMemantine hydrochloride
Dosage FormTablet; Solution
RouteOral
Strength2mg/ml; 5mg; 10mg
Market StatusPrescription
CompanyForest Labs

3 of 6  
Drug NameNamenda xr
Drug LabelNAMENDA XR is an orally active NMDA receptor antagonist. The chemical name for memantine hydrochloride is 1-amino-3,5-dimethyladamantane hydrochloride with the following structural formula: The molecular formula is C12H21NHCl and the molecular wei...
Active IngredientMemantine hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strength7mg; 14mg; 21mg; 28mg
Market StatusPrescription
CompanyForest Labs

4 of 6  
Drug NameMemantine hydrochloride
PubMed HealthMemantine (By mouth)
Drug ClassesCentral Nervous System Agent
Drug LabelNamenda (memantine hydrochloride) is an orally active NMDA receptor antagonist. The chemical name for memantine hydrochloride is 1-amino-3,5-dimethyladamantane hydrochloride with the following structural formula: The molecular formula is C12H21N...
Active IngredientMemantine hydrochloride
Dosage FormTablet
Routeoral; Oral
Strength5mg; 10mg
Market StatusTentative Approval
CompanyAmneal Pharms; Alembic; Upsher Smith; Mylan Pharma; Unichem Pharms (usa); Apotex; Lupin Pharms; Aurobindo Pharma; Torrent Pharms; Macleods Pharms; Jubilant Life

5 of 6  
Drug NameNamenda
PubMed HealthMemantine (By mouth)
Drug ClassesCentral Nervous System Agent
Drug LabelNamenda (memantine hydrochloride) is an orally active NMDA receptor antagonist. The chemical name for memantine hydrochloride is 1-amino-3,5-dimethyladamantane hydrochloride with the following structural formula: The molecular formula is C12H21N...
Active IngredientMemantine hydrochloride
Dosage FormTablet; Solution
RouteOral
Strength2mg/ml; 5mg; 10mg
Market StatusPrescription
CompanyForest Labs

6 of 6  
Drug NameNamenda xr
Drug LabelNAMENDA XR is an orally active NMDA receptor antagonist. The chemical name for memantine hydrochloride is 1-amino-3,5-dimethyladamantane hydrochloride with the following structural formula: The molecular formula is C12H21NHCl and the molecular wei...
Active IngredientMemantine hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strength7mg; 14mg; 21mg; 28mg
Market StatusPrescription
CompanyForest Labs

4.2 Drug Indication

Treatment of patients with moderate to severe Alzheimer's disease.


Treatment of patients with moderate to severe Alzheimers disease.


Treatment of patients with moderate to severe Alzheimers disease.


Treatment of patients with moderate to severe Alzheimers disease.


Treatment of patients with moderate to severe Alzheimer's disease.


Treatment of patients with moderate to severe Alzheimers disease


Treatment of patients with moderate to severe Alzheimers disease.


Treatment of patients with moderate to severe Alzheimers disease.


Treatment of Alzheimers disease


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.)


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.)


Excitatory Amino Acid Antagonists

Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
NMDA Receptor Antagonists [MoA]; N-methyl-D-aspartate Receptor Antagonist [EPC]
5.3 ATC Code

N06DX01


N06DX01


N06DX01


N06DX01


N06DX01


N06DX01


N06DX01


N06DX01


N06D


N06DA52


API Reference Price

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05-Jan-2021
27-Sep-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - TABLET;ORAL - 10MG

USFDA APPLICATION NUMBER - 21487

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DOSAGE - TABLET;ORAL - 5MG

USFDA APPLICATION NUMBER - 21487

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 14M...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 14MG

USFDA APPLICATION NUMBER - 22525

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 21M...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 21MG

USFDA APPLICATION NUMBER - 22525

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 28M...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 28MG

USFDA APPLICATION NUMBER - 22525

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 7MG...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 7MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 22525

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