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Tromantadine

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Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 53783-83-8, Tromantadine [inn:dcf], N-(1-adamantyl)-2-[2-(dimethylamino)ethoxy]acetamide, H191jfg8wa, N-1-adamantyl-2-(2-(dimethylamino)ethoxy)acetamide, Tromantadine (inn)

Molecular Formula

C₁₆H₂₈N₂O₂

Molecular Weight

280.41 g/mol

InChI Key

UXQDWARBDDDTKG-UHFFFAOYSA-N

FDA UNII

H191JFG8WA

Tromantadine is a cyclic amine with activity against herpes simplex virus. Tromantadine inhibits absorption of virions to cell surfaces, as well as penetration and uncoating of the virus.

1 2D Structure

Tromantadine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-(1-adamantyl)-2-[2-(dimethylamino)ethoxy]acetamide

2.1.2 InChI

InChI=1S/C16H28N2O2/c1-18(2)3-4-20-11-15(19)17-16-8-12-5-13(9-16)7-14(6-12)10-16/h12-14H,3-11H2,1-2H3,(H,17,19)

2.1.3 InChI Key

UXQDWARBDDDTKG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(C)CCOCC(=O)NC12CC3CC(C1)CC(C3)C2

2.2 Other Identifiers

2.2.1 UNII

H191JFG8WA

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-(2-(dimethylamino)ethoxy)-n-tricyclo(3.3.1.1(3,7))dec-1-ylacetamide

2. D 41

3. N-(1-adamantyl)-2-(2-dimethylaminoethoxy)acetamide

4. Tromantadin

5. Tromantadine Hydrochloride

6. Tromantadine Monohydrochloride

7. Tromantadine Monohydrochloride, Monohydrate

8. Tromantidine

9. Viru-merz

10. Viru-merz Serol

11. Viru-serol

2.3.2 Depositor-Supplied Synonyms

1. 53783-83-8

2. Tromantadine [inn:dcf]

3. N-(1-adamantyl)-2-[2-(dimethylamino)ethoxy]acetamide

4. H191jfg8wa

5. N-1-adamantyl-2-(2-(dimethylamino)ethoxy)acetamide

6. Tromantadine (inn)

7. Tromantadine [inn]

8. Tromantadinum [latin]

9. Tromantadin

10. Tromantadina

11. Tromantadinum

12. Tromantadinum [inn-latin]

13. Tromantadina [inn-spanish]

14. N-1-adamantyl-2-[2-(dimethylamino)ethoxy]acetamide

15. Einecs 258-770-0

16. Unii-h191jfg8wa

17. N-1-adamantyl-2-((2-dimethylamino)ethoxy)acetamide

18. Tromantadine [ii]

19. Tromantadine [mi]

20. 2-(2-(dimethylamino)ethoxy)-n-tricyclo(3.3.1.13,7)dec-1-ylacetamide

21. N-(tricyclo(3.3.1.1(3,7))decyl)-2-(2-dimethylaminoethoxy)acetamid

22. Acetamide, 2-(2-(dimethylamino)ethoxy)-n-tricyclo(3.3.1.13,7)dec-1-yl-

23. Schembl148486

24. Tromantadine [who-dd]

25. N-(1-adamantyl)-2-(2-dimethylaminoethyloxy)acetamide

26. Chembl3085149

27. Chembl3989506

28. Dtxsid00202062

29. Chebi:135163

30. Zinc4214578

31. Hy-u00124

32. 2-(2-(dimethylamino)ethoxy)-n-tricyclo(3.3.1.1(3,7))dec-1-ylacetamide

33. Cs-7161

34. Db13288

35. D07199

36. Q4463719

37. N-(adamantan-1-yl)-2-(2-(dimethylamino)ethoxy)acetamide

2.4 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₂₈N₂O₂
Molecular Weight	280.41 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	6
Exact Mass	280.215078140 g/mol
Monoisotopic Mass	280.215078140 g/mol
Topological Polar Surface Area	41.6 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	326
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	1

4 Pharmacology and Biochemistry

4.1 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.)

4.2 ATC Code

D - Dermatologicals

D06 - Antibiotics and chemotherapeutics for dermatological use

D06B - Chemotherapeutics for topical use

D06BB - Antivirals

D06BB02 - Tromantadine

J - Antiinfectives for systemic use

J05 - Antivirals for systemic use

J05A - Direct acting antivirals

J05AC - Cyclic amines

J05AC03 - Tromantadine

FDF Dossiers