Penciclovir

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Structural formula
Structural formula of the drug penciclovir
General
Non-proprietary name Penciclovir
other names

2-Amino-9- [4-hydroxy-3-hydroxymethyl-butyl] -3,9-dihydropurin-6-one

Molecular formula C 10 H 15 N 5 O 3
External identifiers / databases
CAS number 39809-25-1
EC number 663-371-3
ECHA InfoCard 100.189.687
PubChem 4725
ChemSpider 4563
DrugBank DB00299
Wikidata Q420364
Drug information
ATC code
Drug class

Antiviral

properties
Molar mass 253,26 g · mol -1
Physical state

firmly

Melting point

275–277 ° C or 272–277 ° C (different morphology )

solubility

heavy in water (1.7 g l −1 at 20 ° C and pH 7)

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 319
P: 305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Penciclovir is an analogue of the nucleobase guanine . It is used as an antiviral agent against herpes simplex viruses .

application

In Germany, penciclovir is approved for topical (external) use in herpes labialis and, like acyclovir, inhibits DNA synthesis in virus-infected cells. In contrast to the acyclovir known since 1977, Novartis holds the patent for this active ingredient. Inexpensive generics do not yet exist. Penciclovir, acyclovir and ganciclovir , as derivatives of the nucleobase guanine, have a very similar structure and effectiveness ( analogues ). Like acyclovir, penciclovir is effective both in the early phase and in the vesicle phase and shortens the healing process by up to 30% compared to the use of a placebo.

Trade names

Monopreparations

Famvir (A), FeniVir (A, CH), Fenistil Pencivir (D). New since 2014 Pencivir (D).

Web links

Individual evidence

  1. a b The Merck Index . An Encyclopaedia of Chemicals, Drugs and Biologicals . 14th edition, 2006, ISBN 978-0-911910-00-1 , p. 1222.
  2. a b Data sheet penciclovir from Sigma-Aldrich , accessed on October 22, 2016 ( PDF ). We are sorry, this page cannot be displayed .
  3. SL Spruance, R. Nett u. a .: Acyclovir cream for treatment of herpes simplex labialis: results of two randomized, double-blind, vehicle-controlled, multicenter clinical trials. In: Antimicrobial agents and chemotherapy . Volume 46, Number 7, July 2002, pp. 2238-2243, PMID 12069980 . PMC 127288 (free full text).
  4. a b G. W. Raborn, AY Martel u. a .: Effective treatment of herpes simplex labialis with penciclovir cream: combined results of two trials. In: Journal of the American Dental Association . Volume 133, Number 3, March 2002, pp. 303-309, PMID 11934185 .