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^N
PubChem (CID)	64377
ChemSpider	57947^Y
UNII	H191JFG8WA^Y
KEGG	D07199^Y
NIAID ChemDB	007760
ECHA InfoCard	100.053.409
Chemical and physical data
Formula	C₁₆H₂₈N₂O₂
Molar mass	280.406 g/mol
3D model (Jmol)	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)^Y Key:UXQDWARBDDDTKG-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

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.^[1] 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

↑ Rosenthal KS, Sokol MS, Ingram RL, Subramanian R, Fort RC (December 1982). "Tromantadine: inhibitor of early and late events in herpes simplex virus replication". Antimicrob. Agents Chemother. 22 (6): 1031–6. doi:10.1128/aac.22.6.1031. PMC 185716. PMID 6297383.

External links

Viru-Merz website

Antibiotics and chemotherapeutics for dermatological use (D06)

Antibiotics

Tetracycline and derivatives	Demeclocycline Chlortetracycline Oxytetracycline Tetracycline

Others	Amphenicol: Chloramphenicol Aminoglycosides: Neomycin Gentamicin Amikacin Quinolone: Nadifloxacin Streptogramin: Virginiamycin Rifamycin: Rifaximin other: Fusidic acid Bacitracin Tyrothricin Mupirocin

Chemotherapeutics

Sulfonamides	Silver sulfadiazine Sulfathiazole Mafenide Sulfamethizole Sulfanilamide Sulfamerazine

Antivirals	Aciclovir Penciclovir Idoxuridine Edoxudine Imiquimod Resiquimod Podophyllotoxin Docosanol Tromantadine Inosine Lysozyme Ibacitabine Lysine

Other	Ingenol mebutate Metronidazole

DNA virus antivirals (primarily J05, also S01AD and D06BB)

Baltimore I

Herpesvirus

DNA-synthesis
inhibitor

TK activated

Purine analogue	guanine (Aciclovir^#/Valaciclovir Ganciclovir/Valganciclovir Penciclovir/Famciclovir) adenine (Vidarabine)

Pyrimidine analogue	uridine (Idoxuridine Trifluridine (+tipiracil) Edoxudine) thymine Brivudine Sorivudine cytosine (Cytarabine)

Not TK activated

Foscarnet

Other

HPV/MC

Vaccinia

assembly: Rifampicin

Poxviridae

Methisazone

Hepatitis B (VII)

Multiple/general

Nucleic acid inhibitors	Cidofovir

Interferon	Interferon alfa 2b Peginterferon alfa-2a

Multiple/unknown	Ribavirin^#/Taribavirin^† Moroxydine

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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