Tromantadine

Tromantadine
Clinical data
Trade names	Viru-Merz
AHFS/Drugs.com	International Drug Names
Routes of; administration	Topical (gel)
ATC code	D06BB02 (WHO) J05AC03 (WHO);
Legal status
Legal status	US: Not FDA-approved; OTC (RU);
Identifiers
	IUPAC name N-(1-adamantyl)-2-[2-(dimethylamino)ethoxy]acetamide;
CAS Number	53783-83-8 ;
PubChem CID	64377;
ChemSpider	57947 ;
UNII	H191JFG8WA;
KEGG	D07199 ;
NIAID ChemDB	007760;
CompTox Dashboard (EPA)	DTXSID00202062 ;
ECHA InfoCard	100.053.409
Chemical and physical data
Formula	C16H28N2O2
Molar mass	280.412 g·mol−1
3D model (JSmol)	Interactive image;
	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.[1][2]

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

Mechanism

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.

References

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.
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.
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

Viru-Merz website

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[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.

[pmid6297383-3] 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.