Tromantadine
{{Short description|Antiviral medicine used to treat herpes simplex virus}}
{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 470617884
| IUPAC_name = N-(1-adamantyl)-2-[2-(dimethylamino)ethoxy]acetamide
| image = Tromantadine.svg
| alt = Skeletal formula
| tradename = Viru-Merz
| Drugs.com = {{drugs.com|international|tromantadine}}
| pregnancy_category =
| legal_US = Not FDA-approved
| routes_of_administration = Topical (gel)
| bioavailability =
| metabolism =
| excretion =
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 53783-83-8
| ATC_prefix = D06
| ATC_suffix = BB02
| ATC_supplemental = {{ATC|J05|AC03}}
| PubChem = 64377
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 57947
| NIAID_ChemDB = 007760
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = H191JFG8WA
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07199
| C=16 | H=28 | N=2 | O=2
| SMILES = O=C(NC13CC2CC(CC(C1)C2)C3)COCCN(C)C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = UXQDWARBDDDTKG-UHFFFAOYSA-N
}}
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.{{cite journal | vauthors = Ostheimer KE, Busch T, Görtelmeyer R, Hahn KD | title = Randomized double-blind trial of tromantadine versus aciclovir in recurrent herpes orofacialis | journal = Arzneimittel-Forschung | volume = 39 | issue = 9 | pages = 1152–1155 | date = September 1989 | pmid = 2686658 }}{{cite journal | vauthors = Diezel W, Michel G, Görtelmeyer R, Ostheimer KE | title = Efficacy of tromantadine and aciclovir in the topical treatment of recurrent herpes orofacialis. Comparison in a clinical trial | journal = Arzneimittel-Forschung | volume = 43 | issue = 4 | pages = 491–496 | date = April 1993 | pmid = 8494582 }}
Like rimantadine, amantadine, and adapromine, tromantadine is a derivative of adamantane.
Mechanism
Tromantadine inhibits the early and late events in the virus replication cycle.{{cite journal | vauthors = Rosenthal KS, Sokol MS, Ingram RL, Subramanian R, Fort RC | title = Tromantadine: inhibitor of early and late events in herpes simplex virus replication | journal = Antimicrobial Agents and Chemotherapy | volume = 22 | issue = 6 | pages = 1031–1036 | date = December 1982 | pmid = 6297383 | pmc = 185716 | doi = 10.1128/aac.22.6.1031 }} 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.{{cn|date=November 2022}}
References
{{Reflist|2}}
External links
- [https://web.archive.org/web/20050429203941/http://www.brookespharma.com/brands_virumerz_main.htm Viru-Merz website]
{{Antibiotics and chemotherapeutics for dermatological use}}
{{Antivirals}}
Category:Anti-herpes virus drugs
Category:Dimethylamino compounds
{{antiinfective-drug-stub}}
{{dermatologic-drug-stub}}