Valaciclovir

Strukturformel
Struktur von Valaciclovir
Allgemeines
Freiname Valaciclovir
Andere Namen

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

Summenformel C13H20N6O4
Externe Identifikatoren/Datenbanken
CAS-Nummer
EG-Nummer (Listennummer) 603-015-6
ECHA-InfoCard 100.114.479
PubChem 135398742
ChemSpider 54770
DrugBank DB00577
Wikidata Q418594
Arzneistoffangaben
ATC-Code

J05AB11

Wirkstoffklasse

Virostatika

Eigenschaften
Molare Masse 324,34 g·mol−1
Sicherheitshinweise
Bitte die Befreiung von der Kennzeichnungspflicht für Arzneimittel, Medizinprodukte, Kosmetika, Lebensmittel und Futtermittel beachten
GHS-Gefahrstoffkennzeichnung[2]

Hydrochlorid-Hydrat

Achtung

H- und P-Sätze H: 302
P: keine P-Sätze[2]
Soweit möglich und gebräuchlich, werden SI-Einheiten verwendet.
Wenn nicht anders vermerkt, gelten die angegebenen Daten bei Standardbedingungen (0 °C, 1000 hPa).

Valaciclovir ist ein Analogon der Nukleinbase Guanin. Es wird als Virostatikum bei Erkrankungen mit dem Varizella-Zoster-Virus (beispielsweise bei schwer verlaufendem oder generalisiertem Herpes Zoster) und mit Herpes-simplex-Viren eingesetzt.

Pharmakologie

Valaciclovir ist ein sogenanntes Prodrug von Aciclovir und wird im Körper in dieses umgewandelt. Vorteile von Valaciclovir sind eine schnellere Resorption aus dem Darm und eine höhere Bioverfügbarkeit (etwa 55 % im Vergleich zu 10 %). Wirkungen und Nebenwirkungen entsprechen denen von Aciclovir.

Stereoisomerie

Valaciclovir ist chiral. Als Arzneistoff wird ausschließlich das (S)-Enantiomer eingesetzt. Valaciclovir ist ein Ester der proteinogenen Aminosäure L-Valin.

Handelsnamen

Monopräparate

Valaciclomed (A), Valdacir (A), Valtrex (D, A, CH), Viropel (A), zahlreiche Generika (A, CH)

Einzelnachweise

  1. ↑ Externe Identifikatoren von bzw. Datenbank-Links zu Valacyclovir Hydrochlorid: CAS-Nr.: 124832-27-5, EG-Nr.: 641-092-8, ECHA-InfoCard: 100.168.872, PubChem: 60772, ChemSpider: 54769, Wikidata: Q27888031.
  2. ↑ a b Datenblatt Valacyclovir hydrochloride hydrate bei Sigma-Aldrich, abgerufen am 25. April 2011 (PDF).

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