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Tromantadine

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Antiviral medicine used to treat herpes simplex virus Pharmaceutical compound
Tromantadine
Skeletal formula
Clinical data
Trade namesViru-Merz
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Topical (gel)
ATC code
Legal status
Legal status
  • US: Not FDA-approved
  • OTC (RU)
Identifiers
IUPAC name
  • N-(1-adamantyl)-2-acetamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
NIAID ChemDB
CompTox Dashboard (EPA)
ECHA InfoCard100.053.409 Edit this at Wikidata
Chemical and physical data
FormulaC16H28N2O2
Molar mass280.412 g·mol
3D model (JSmol)
SMILES
  • O=C(NC13CC2CC(CC(C1)C2)C3)COCCN(C)C
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)
  • Key:UXQDWARBDDDTKG-UHFFFAOYSA-N
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Tromantadine is an antiviral medicine used to treat herpes simplex virus. It is available in a topical gel under trade names Viru-Merz and Viru-Merz Serol. Its performance is similar to aciclovir.

Like rimantadine, amantadine, and adapromine, tromantadine is a derivative of adamantane.

Mechanism

Tromantadine inhibits the early and late events in the virus replication cycle. It changes the glycoproteins of the host cells, therefore impeding the absorption of the virus. It inhibits penetration of the virus. It also prevents uncoating of the virions.

References

  1. Ostheimer KE, Busch T, Görtelmeyer R, Hahn KD (September 1989). "Randomized double-blind trial of tromantadine versus aciclovir in recurrent herpes orofacialis". Arzneimittel-Forschung. 39 (9): 1152–1155. PMID 2686658.
  2. Diezel W, Michel G, Görtelmeyer R, Ostheimer KE (April 1993). "Efficacy of tromantadine and aciclovir in the topical treatment of recurrent herpes orofacialis. Comparison in a clinical trial". Arzneimittel-Forschung. 43 (4): 491–496. PMID 8494582.
  3. Rosenthal KS, Sokol MS, Ingram RL, Subramanian R, Fort RC (December 1982). "Tromantadine: inhibitor of early and late events in herpes simplex virus replication". Antimicrobial Agents and Chemotherapy. 22 (6): 1031–1036. doi:10.1128/aac.22.6.1031. PMC 185716. PMID 6297383.

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