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2D Structure
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

2D Structure

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 Weight 280.41 g/mol
Molecular Formula C16H28N2O2
XLogP32.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass280.215078140 g/mol
Monoisotopic Mass280.215078140 g/mol
Topological Polar Surface Area41.6 Ų
Heavy Atom Count20
Formal Charge0
Complexity326
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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