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HomeProduct name listValacyclovir hydrochloride

Valacyclovir hydrochloride

Synonym(s):2-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)ethyl ester monohydrochloride;L-Valine;Valacyclovir hydrochloride;Valtrex

  • CAS NO.:124832-27-5
  • Empirical Formula: C13H20N6O4.ClH
  • Molecular Weight: 360.8
  • MDL number: MFCD01861507
  • EINECS: 641-092-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-07 21:39:59
Valacyclovir hydrochloride Structural

What is Valacyclovir hydrochloride?

Description

Valacyclovir hydrochloride, an orally active L-valyl ester of the potent antiviral agent aciclovir, was launched in 1995 in the United Kingdom for the treatment of herpes simplex virus (HSV) infections of the skin and mucous membranes, including initial and recurrent genital herpes. As a prodrug, valaciclovir has an improved pharmacokinetic profile to aciclovir. It is rapidly absorbed after oral administration and extensively converted to aciclovir via first-pass metabolism to achieve plasma levels of aciclovir comparable to those seen with aciclovir via i.v. route. Valacyclovir is then activated selectively in virus-infected cells by viral thymidine kinase to form aciclovir triphosphate in a stepwise fashion. This active species inhibits viral DNA polymerase via irreversible binding to the active site of the enzyme. Once aciclovir is incorporated into the elongating viral DNA, it terminates replication of the viral DNA strand, an antiviral mechanism unique to aciclovir. Valacyclovir is reportedly in clinical trials for the suppression of cytomegalovirus infection and disease in renal transplant patients.

Chemical properties

White Crystalline Powder

Originator

Glaxo Wellcome (United Kingdom)

The Uses of Valacyclovir hydrochloride

Acyclovir (A192400) impurity. The L-Valine ester prodrug of Acyclovir.

The Uses of Valacyclovir hydrochloride

Valaciclovir hydrochloride is an antiviral drug used in the management of herpes simplex, herpes zoster, and herpes B.

What are the applications of Application

Valacyclovir Hydrochloride is an L-valine ester of acyclovir

Definition

ChEBI: Valacyclovir hydrochloride is an organic molecular entity.

brand name

Valtrex (GlaxoSmithKline).

General Description

Valacyclovir (Valtrex) is the hydrochloride salt of the Lvalylester of acyclovir. The compound is a water-solublecrystalline solid, and it is a prodrug intended to increase thebioavailability of acyclovir by increasing lipophilicity.Valacyclovir is hydrolyzed rapidly and almost completely toacyclovir following oral administration.
Valacyclovir has been approved for the treatment of herpeszoster (shingles) in immunocompromised patients. Theside effect profile observed in valacyclovir is comparablewith bioequivalent doses of acyclovir.

Pharmacokinetics

The binding of valacyclovir to human plasma proteins ranges between 13.5 to 17.9%. The plasma elimination half-life of acyclovir is 2.5 to 3.3 hours. The bioavailability of valacyclovir hydrochloride is 54%, compared to approximately 20% for oral acyclovir, and it is as effective as acyclovir in decreasing the duration of pain associated with posttherapeutic neuralgia and episodes of genital lesion healing.

Side Effects

The adverse effects are similar to acyclovir, which include nausea, headache, vomiting, constipation, and anorexia.

Properties of Valacyclovir hydrochloride

Melting point: 170-172°C
storage temp.  Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility  H2O: >20mg/mL
form  solid
color  white
λmax 253nm(H2O)(lit.)
Merck  14,9899
Stability: Hygroscopic
CAS DataBase Reference 124832-27-5(CAS DataBase Reference)

Safety information for Valacyclovir hydrochloride

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral

Computed Descriptors for Valacyclovir hydrochloride

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