Tromantadine

Summary

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.[1][2]

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
  • N-(1-adamantyl)-2-[2-(dimethylamino)ethoxy]acetamide
CAS Number
  • 53783-83-8 ☒N
PubChem CID
  • 64377
ChemSpider
  • 57947 checkY
UNII
  • H191JFG8WA
KEGG
  • D07199 checkY
NIAID ChemDB
  • 007760
CompTox Dashboard (EPA)
  • DTXSID00202062 Edit this at Wikidata
ECHA InfoCard100.053.409 Edit this at Wikidata
Chemical and physical data
FormulaC16H28N2O2
Molar mass280.412 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=C(NC13CC2CC(CC(C1)C2)C3)COCCN(C)C
  • 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) checkY
  • Key:UXQDWARBDDDTKG-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

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

Mechanism edit

Tromantadine inhibits the early and late events in the virus replication cycle.[3] 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.[citation needed]

References edit

  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.

External links edit

  • Viru-Merz website