Valaciclovir

from Wikipedia, the free encyclopedia
Structural formula
Structure of valaciclovir
General
Non-proprietary name Valaciclovir
other names

( S ) -2 - [(2-Amino-6-oxo-3,9-dihydropurin-9-yl) methoxy] ethyl 2-amino-3-methyl-butanoate

Molecular formula C 13 H 20 N 6 O 4
External identifiers / databases
CAS number
EC number 603-015-6
ECHA InfoCard 100.114.479
PubChem 135398742
ChemSpider 54770
DrugBank DB00577
Wikidata Q418594
Drug information
ATC code

J05 AB11

Drug class

Antivirals

properties
Molar mass 324.34 g mol −1
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances

Hydrochloride hydrate

07 - Warning

Caution

H and P phrases H: 302
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Valaciclovir is an analogue of the nucleobase guanine . It is used as an antiviral agent in diseases with the varicella zoster virus (for example, in severe or generalized herpes zoster ) and with herpes simplex viruses .

pharmacology

Valaciclovir is a so-called prodrug of acyclovir and is converted into it in the body. Advantages of valaciclovir are faster absorption from the intestine and higher bioavailability (around 55% compared to 10%). Effects and side effects are the same as for acyclovir.

Stereoisomerism

Valaciclovir is chiral . Only the ( S ) enantiomer is used as a medicinal substance . Valaciclovir is an ester of the proteinogenic amino acid L - valine .

Trade names

Monopreparations

Valaciclomed (A), Valdacir (A), Valtrex (D, A, CH), Viropel (A), numerous generics (A, CH)

Individual evidence

  1. ↑ a b Data sheet Valacyclovir hydrochloride hydrate from Sigma-Aldrich , accessed on April 25, 2011 ( PDF ).