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Amantadine Sulphate

Amantadine Sulphate

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Also known as: 31377-23-8, Amantadine sulphate, Amantadine (sulfate), 31377-23-8 (sulfate), Tricyclo[3.3.1.13,7]decan-1-amine, sulfate (2:1), Tricyclo(3.3.1.1(3,7))decan-1-amine, sulfate (2:1)

Molecular Formula

C₂₀H₃₆N₂O₄S

Molecular Weight

400.6 g/mol

InChI Key

MYWTWSQFJLXGGQ-UHFFFAOYSA-N

FDA UNII

9921T5P019

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

Amantadine Sulphate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

adamantan-1-amine;sulfuric acid

2.1.2 InChI

InChI=1S/2C10H17N.H2O4S/c2*11-10-4-7-1-8(5-10)3-9(2-7)6-10;1-5(2,3)4/h2*7-9H,1-6,11H2;(H2,1,2,3,4)

2.1.3 InChI Key

MYWTWSQFJLXGGQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1C2CC3CC1CC(C2)(C3)N.C1C2CC3CC1CC(C2)(C3)N.OS(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

9921T5P019

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 Sulfate Azu

10. Amanta-hci-azu

11. Amanta-sulfate-azu

12. Amantadin Al

13. Amantadin Azu

14. Amantadin Neuraxpharm

15. Amantadin Ratiopharm

16. Amantadin Stada

17. Amantadin-neuraxpharm

18. Amantadin-ratiopharm

19. Amantadina Juventus

20. Amantadina Llorente

21. Amantadine

22. Amantadine Hydrochloride

23. Amantadinneuraxpharm

24. Amantadinratiopharm

25. Amantahciazu

26. Amantasulfateazu

27. Amixx

28. Azu, Amantadin

29. Cerebramed

30. Endantadine

31. Gen Amantadine

32. Gen-amantadine

33. Genamantadine

34. Hydrochloride, Amantadine

35. Infecto Flu

36. Infecto-flu

37. Infectoflu

38. Infex

39. Juventus, Amantadina

40. Llorente, Amantadina

41. Mantadix

42. Midantan

43. Pms Amantadine

44. Pms-amantadine

45. Pmsamantadine

46. Stada, Amantadin

47. Sulfate, Amantadine

48. Symadine

49. Symmetrel

50. Tregor

51. Viregyt

52. Wiregyt

2.3.2 Depositor-Supplied Synonyms

1. 31377-23-8

2. Amantadine Sulphate

3. Amantadine (sulfate)

4. 31377-23-8 (sulfate)

5. Tricyclo[3.3.1.13,7]decan-1-amine, Sulfate (2:1)

6. Tricyclo(3.3.1.1(3,7))decan-1-amine, Sulfate (2:1)

7. 9921t5p019

8. 1-adamantanamine Sulphate

9. 1-aminoadamantane Sulphate

10. Amantadine Sulphate [inn]

11. Amantadine Hemisulfate

12. Schembl5919747

13. Amantadine Sulfate [mi]

14. Chebi:78351

15. Dtxsid50953416

16. Unii-9921t5p019

17. Amantadine Sulfate (2:1)

18. Amantadine Sulfate [mart.]

19. Amantadine Sulfate [who-dd]

20. Amantadine Sulphate (2:1)

21. Einecs 250-604-5

22. Mfcd00077251

23. Ls-14828

24. Sulfuric Acid--adamantan-1-amine (1/2)

25. 1-adamantanamine Sulfate Salt (2:1)

26. 1-adamantanamine Sulphate Salt (2:1)

27. D88414

28. Q27147778

29. Tricyclo(3.3.1.19(sup 3,7))decan-1-amine

2.3.3 Other Synonyms

1. Aliud Brand Of Amantadine Sulfate

2. Amanta Sulfate Azu

3. Amantasulfateazu

4. Amanta-sulfate-azu

5. Azupharma Brand Of Amantadine Sulfate

6. Hexal Brand Of Amantadine Sulfate

7. Hormosan Brand Of Amantadine Sulfate

8. Merz Brand Of Amantadine Sulfate

9. Neuraxpharm Brand Of Amantadine Sulfate

10. Neuro Hexal Brand Of Amantadine Sulfate

11. Stada Brand Of Amantadine Sulfate

12. Sulfate, Amantadine

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₆N₂O₄S
Molecular Weight	400.6 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	0
Exact Mass	400.23957881 g/mol
Monoisotopic Mass	400.23957881 g/mol
Topological Polar Surface Area	135 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	225
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 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.)

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.)

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.)

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.)