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{{Drugbox|
{{Drugbox
|IUPAC_name = ''N''-1-adamantyl-''N''-[2-(dimethylamino)ethoxy]acetamide
| Verifiedfields = changed
| image = Tromantadine.png
| Watchedfields = changed
| CAS_number=53783-83-8
| verifiedrevid = 470617884
| ATC_prefix=D06
| IUPAC_name = ''N''-1-adamantyl-''N''-[2-(dimethylamino)ethoxy]acetamide
| ATC_suffix=BB02  
| image = Tromantadine2DCSD.svg
| PubChem=64377
| alt = Skeletal formula
| DrugBank=
| image2 = Tromantadine-3D-balls.png
| C = 16 |H = 28 |N = 2 |O = 2
| alt2 = Ball-and-stick model
<!--Clinical data-->
| tradename = 
| Drugs.com = {{drugs.com|international|tromantadine}}
| pregnancy_category = 
| legal_status = 
| routes_of_administration = [[Topical]]
 
<!--Pharmacokinetic data-->
| bioavailability = 
| metabolism = 
| excretion = 
 
<!--Identifiers-->
| 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
 
<!--Chemical data-->
| C=16 | H=28 | N=2 | O=2  
| molecular_weight = 280.406 [[Gram|g]]/[[Mole (unit)|mol]]
| molecular_weight = 280.406 [[Gram|g]]/[[Mole (unit)|mol]]
| smiles = O=C(C)N(OCCN(C)C)C23CC1CC(C3)CC(C2)C1
| smiles = O=C(NC13CC2CC(CC(C1)C2)C3)COCCN(C)C
| bioavailability=  
| InChI = 1/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)
| metabolism =  
| InChIKey = UXQDWARBDDDTKG-UHFFFAOYAP
| elimination_half-life=
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| excretion =
| 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)
| pregnancy_category =
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| legal_status =
| StdInChIKey = UXQDWARBDDDTKG-UHFFFAOYSA-N
| routes_of_administration= [[Topical]]
}}
}}
'''Tromantadine''' is an [[antiviral]] [[medicine]] used to treat [[herpes simplex virus]]. It is available in a topical [[gel]] under trade name '''Viru-Merz'''. Its performance is similar to [[aciclovir]].
'''Tromantadine''' is an [[antiviral medicine]] used to treat [[herpes simplex virus]]. It is available in a topical [[gel]] under trade name '''Viru-Merz'''. Its performance is similar to [[aciclovir]].
 
Like [[rimantadine]] and [[amantadine]], tromantadine is a derivative of [[adamantane]].


Tromantadine inhibits the early and late events in the [[virus]] replication cycle. It changes the [[glycoprotein]]s of the host cells, therefore impeding the absorption of the virus. It inhibits penetration of the virus. It also prevents [[uncoating]] of the [[virion]]s.
==Mechanism==
Tromantadine inhibits the early and late events in the [[virus]] replication cycle.<ref name="pmid6297383">{{cite journal |author=Rosenthal KS, Sokol MS, Ingram RL, Subramanian R, Fort RC |title=Tromantadine: inhibitor of early and late events in herpes simplex virus replication |journal=Antimicrob. Agents Chemother. |volume=22 |issue=6 |pages=1031–6 |date=December 1982 |pmid=6297383 |pmc=185716 |doi= 10.1128/aac.22.6.1031|url=http://aac.asm.org/cgi/pmidlookup?view=long&pmid=6297383}}</ref> It changes the [[glycoprotein]]s of the host cells, therefore impeding the absorption of the virus. It inhibits penetration of the virus. It also prevents [[uncoating]] of the [[virion]]s.


Like [[rimantadine]] and [[amantadine]], tromantadine is a derivative of [[adamantane]].
==References==
{{reflist}}


==External links==
==External links==
*[http://www.brookespharma.com/brands_virumerz_main.htm Viru-Merz website]
*[http://www.brookespharma.com/brands_virumerz_main.htm Viru-Merz website]


{{antimicrobial-stub}}
{{Antibiotics and chemotherapeutics for dermatological use}}
{{Antibiotics and chemotherapeutics for dermatological use}}
{{Antivirals}}
{{Antivirals}}
[[Category:Antivirals]]
[[Category:Anti-herpes virus drugs]]
[[Category:Adamantanes]]
[[Category:Acetamides]]
[[Category:Amines]]
 
 
{{antiinfective-drug-stub}}
{{dermatologic-drug-stub}}

Revision as of 15:09, 10 April 2015

Tromantadine
Skeletal formula
Ball-and-stick model
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Topical
ATC code
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
NIAID ChemDB
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC16H28N2O2
Molar mass280.406 g/mol
3D model (JSmol)
 ☒N☑Y (what is this?)  (verify)

Tromantadine is an antiviral medicine used to treat herpes simplex virus. It is available in a topical gel under trade name Viru-Merz. Its performance is similar to aciclovir.

Like rimantadine and amantadine, 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

  1. ↑ 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


Template:Antiinfective-drug-stub Template:Dermatologic-drug-stub

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