Detail

Valaciclovir

Description

Name: Valaciclovir
Type: small molecule
Groups: Array
Indication: For the treatment or suppression of cold sores (herpes labialis), herpes zoster (shingles), genital herpes in immunocompetent individuals, and recurrent genital herpes in HIV-infected individuals.
Accession Number: DB00577 ( APRD00697)
Description: Valaciclovir (INN) or valacyclovir (USAN) is an antiviral drug used in the management of herpes simplex and herpes zoster (shingles). It is a prodrug, being converted in vivo to aciclovir. It is marketed by GlaxoSmithKline under the trade name Valtrex or Zelitrex. [Wikipedia]
Structure:
Prescription Products:
NameDosageStrengthRouteMarketing StartMarketing EndCountry
Auro-valacyclovirtablet500 mgoral30-05-2013Canada
Bio-valacyclovirtablet500 mgoral01-01-1970Canada
Co Valacyclovirtablet500 mgoral27-07-2010Canada
Co Valacyclovirtablet1000 mgoral01-01-1970Canada
Dom-valacyclovirtablet500 mgoral01-07-2010Canada
Ipg-valacyclovirtablet500 mgoral01-01-1970Canada
Jamp-valacyclovirtablet500 mgoral14-10-2015Canada
Mar-valacyclovirtablet500 mgoral20-10-2015Canada
Mylan-valacyclovirtablet500 mgoral25-05-2010Canada
Mylan-valacyclovirtablet1000 mgoral25-05-2010Canada
PHL-valacyclovirtablet500 mgoral19-02-2010Canada
PMS-valacyclovirtablet1000 mgoral13-03-2012Canada
PMS-valacyclovirtablet500 mgoral16-05-2008Canada
Priva-valacyclovirtablet500 mgoral21-10-2015Canada
Pro-valacyclovirtablet500 mgoral10-02-2009Canada
Riva-valacyclovirtablet500 mgoral27-10-2008Canada
Sandoz Valacyclovirtablet500 mgoral21-07-2015Canada
Sandoz Valacyclovirtablet1000 mgoral01-01-1970Canada
Teva-valacyclovirtablet1000 mgoral01-01-1970Canada
Teva-valacyclovirtablet500 mgoral01-10-2010Canada
Valacyclovirtablet500 mgoral14-10-2015Canada
Valacyclovirtablet1000 mgoral14-10-2015Canada
Valacyclovirtablet500 mgoral01-01-1970Canada
Valtrextablet, film coated500 mg/1oral20-03-2012US
Valtrextablet, film coated500 mg/1oral01-08-1995US
Valtrextablet, film coated500 mg/1oral01-08-1995US
Valtrextablet, film coated1 g/1oral12-08-2002US
Valtrextablet1 goral09-05-2005Canada
Valtrextablet, film coated500 mg/1oral01-08-1995US
Valtrextablet, film coated1 g/1oral12-08-2002US
Valtrextablet500 mgoral31-12-1996Canada
Valtrextablet, film coated1 g/1oral25-04-2003US
Valtrextablet, film coated500 mg/1oral01-08-1995US
Van-valacyclovirtablet500 mgoral01-01-1970Canada

Generic Prescription Products:
NameDosageStrengthRouteMarketing StartMarketing EndCountry
Apo-valacyclovirtablet1000 mgoral21-10-2011Canada
Apo-valacyclovirtablet500 mgoral23-05-2008Canada
Direct Rxtablet500 mg/1oral01-01-2015US
Direct Rxcapsule1 g/1oral01-01-2015US
Valacyclovirtablet, film coated500 mg/1oral25-05-2015US
Valacyclovirtablet, film coated1 g/1oral25-05-2015US
Valacyclovirtablet, film coated1 g/1oral31-01-2007US
Valacyclovirtablet, film coated500 mg/1oral24-05-2010US
Valacyclovirtablet, film coated500 mg/1oral24-05-2010US
Valacyclovirtablet, film coated1 g/1oral24-05-2010US
Valacyclovirtablet500 mg/1oral24-05-2010US
Valacyclovirtablet1 g/1oral24-05-2010US
Valacyclovirtablet500 mg/1oral25-11-2009US
Valacyclovirtablet, film coated500 mg/1oral24-05-2010US
Valacyclovirtablet1 g/1oral25-11-2009US
Valacyclovirtablet, film coated1 g/1oral24-05-2010US
Valacyclovirtablet, film coated500 mg/1oral31-01-2007US
Valacyclovirtablet, film coated1 g/1oral31-01-2007US
Valacyclovir Hydrochloridetablet500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet1000 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral04-05-2015US
Valacyclovir Hydrochloridetablet1000 mg/1oral20-05-2015US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral03-12-2009US
Valacyclovir Hydrochloridetablet, coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral25-04-2011US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral25-04-2011US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral29-11-201231-12-2015US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral29-11-201211-11-2015US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral25-09-2012US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral28-02-2014US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral31-01-2007US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral25-04-2011US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral05-04-2012US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral05-04-2012US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral06-05-2014US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral01-01-2013US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral29-05-2013US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral07-03-2011US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral11-06-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral28-02-2014US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral09-04-2013US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral29-11-2012US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral22-09-2014US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral22-09-2014US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral16-03-2015US
Valacyclovir Hydrochloridetablet500 mg/1oral12-09-2014US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral25-04-2011US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral25-04-2011US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral06-12-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral06-12-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral23-05-2011US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral11-06-2010US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral03-12-2009US
Valacyclovir Hydrochloridetablet, film coated500 mg/1oral23-05-2011US
Valacyclovir Hydrochloridetablet1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral05-04-2012US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral24-02-2012US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral11-07-201329-12-2015US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral05-04-2012US
Valacyclovir Hydrochloridetablet500 mg/1oral24-05-2010US
Valacyclovir Hydrochloridetablet1 g/1oral24-05-2010US
Valacyclovir Hydrochloridetablet, film coated1 g/1oral03-10-2013US
Valacyclovir Hydrochloridetablet1000 mg/1oral24-05-2010US

Over the Counter Products: Not Available
International Brands
  • No Brands

Brand Names
  • No Brands

Brand Mixtures
Brand NameIngredients
ValacyclovirValaciclovir
ValacyclovirValaciclovir
ValacyclovirValaciclovir
ValacyclovirValaciclovir
ValtrexValaciclovir
ValtrexValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValacyclovirValaciclovir
ValacyclovirValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValacyclovirValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValtrexValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValacyclovirValaciclovir
ValacyclovirValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValacyclovirValaciclovir
ValacyclovirValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValtrexValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValtrexValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValtrexValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Direct RxValaciclovir
Direct RxValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValacyclovirValaciclovir
ValacyclovirValaciclovir
ValtrexValaciclovir
ValtrexValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValacyclovirValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
Valacyclovir HydrochlorideValaciclovir
ValtrexValaciclovir
ValtrexValaciclovir
PMS-valacyclovirValaciclovir
Dom-valacyclovirValaciclovir
PHL-valacyclovirValaciclovir
Pro-valacyclovirValaciclovir
Riva-valacyclovirValaciclovir
Co ValacyclovirValaciclovir
Mylan-valacyclovirValaciclovir
Mylan-valacyclovirValaciclovir
Apo-valacyclovirValaciclovir
Teva-valacyclovirValaciclovir
PMS-valacyclovirValaciclovir
Auro-valacyclovirValaciclovir
ValacyclovirValaciclovir
Co ValacyclovirValaciclovir
Sandoz ValacyclovirValaciclovir
Teva-valacyclovirValaciclovir
Sandoz ValacyclovirValaciclovir
Jamp-valacyclovirValaciclovir
Mar-valacyclovirValaciclovir
Van-valacyclovirValaciclovir
Bio-valacyclovirValaciclovir
Apo-valacyclovirValaciclovir
Priva-valacyclovirValaciclovir
Ipg-valacyclovirValaciclovir
ValacyclovirValaciclovir
ValacyclovirValaciclovir
Valacyclovir HydrochlorideValaciclovir

Categories
  • Antiviral Agents
  • Prodrugs
  • Acyclovir-Valacyclovir

Pharmacology

Indication: For the treatment or suppression of cold sores (herpes labialis), herpes zoster (shingles), genital herpes in immunocompetent individuals, and recurrent genital herpes in HIV-infected individuals.
Pharmacodynamics: Not Available
Mechanism of action: Valaciclovir is phosphorylated by viral thymidine kinase to acyclovir triphosphate (the active metabolite) which then inhibits herpes viral DNA replication by competitive inhibition of viral DNA polymerase, and by incorporation into and termination of the growing viral DNA chain. When used as a substrate for viral DNA polymerase, acyclovir triphosphate competitively inhibits dATP leading to the formation of 'faulty' DNA. This is where acyclovir triphosphate is incorporated into the DNA strand replacing many of the adenosine bases. This results in the prevention of DNA synthesis, as phosphodiester bridges can longer to be built, destabilizing the strand.
Absorption: After oral administration, valaciclovir hydrochloride is rapidly absorbed from the gastrointestinal tract. The absolute bioavailability of acyclovir after administration of valaciclovir is 54.5% ± 9.1%.
Volume of distribution: Not Available
Protein binding: 13-18%
Metabolism: Not Available
Route of elimination: Acyclovir accounted for 89% of the radioactivity excreted in the urine.
Half life: 2.5-3.3 hours
Clearance: Not Available
Toxicity: Adverse effects of overexposure might include headache and nausea.
Affected organisms
  • Not Available

SNP Mediated Adverse Drug Reactions
  • Not Available

Pharmacoeconomics

Manufacturers:
  • Aurobindo pharma ltd
  • Dr reddys laboratories ltd
  • Matrix laboratories ltd
  • Mylan pharmaceuticals inc
  • Ranbaxy laboratories ltd
  • Roxane laboratories inc
  • Sandoz inc
  • Teva pharmaceuticals usa
  • Watson laboratories inc
  • Wockhardt ltd
  • Glaxosmithkline

Packagers:
Dosage forms
FormRouteStrength
Capsuleoral1 g/1
Tabletoral1000 mg
Tabletoral1 g/1
Tabletoral500 mg/1
Tablet, film coatedoral1 g/1
Tablet, film coatedoral500 mg/1
Tabletoral1000 mg/1
Tablet, coatedoral500 mg/1
Tabletoral1 g
Tabletoral500 mg

Prices
Unit descriptionCostUnit
Apo-Valacyclovir (Caplet) 500 mg Tablet$2.14tablet
Pms-Valacyclovir (Caplet) 500 mg Tablet$2.14tablet
Valtrex (Caplet) 500 mg Tablet$3.82tablet
Valacyclovir HCl 500 mg tablet$7.35tablet
Valtrex 500 mg tablet$8.36tablet
Valacyclovir HCl 1 gm tablet$12.87tablet
Valtrex 1 gm caplet$14.06caplet
Valtrex 1 gm tablet$14.62tablet

Patents
CountryPatent NumberApprovedExpires (estimated)
1340083Canada1998-10-132015-10-13
2243237Canada2008-09-022017-01-17
4957924United States1992-12-232009-12-23
5879706United States1996-07-192016-07-19

Interactions

Drug Interactions
DrugInteraction
FoscarnetFoscarnet may increase the nephrotoxic activities of Valaciclovir.
Mycophenolate mofetilThe serum concentration of Mycophenolate mofetil can be increased when it is combined with Valaciclovir.
Mycophenolic acidThe serum concentration of Mycophenolic acid can be increased when it is combined with Valaciclovir.
TenofovirValaciclovir may decrease the excretion rate of Tenofovir which could result in a lower serum level and potentially a reduction in efficacy.
ZidovudineValaciclovir may increase the central nervous system depressant (CNS depressant) activities of Zidovudine.

Food Interactions:
  • Not Available

Taxonomy

Kingdom: Organic compounds
Super Class: Not Available
Class: Not Available
Sub Class: Not Available
Direct Parent: Not Available
Alternative Parents:
  • 6-oxopurines
  • Azacyclic compounds
  • Carbonyl compounds
  • Carboxylic acid esters
  • Fatty acid esters
  • Heteroaromatic compounds
  • Hydrocarbon derivatives
  • Hypoxanthines
  • Monoalkylamines
  • Monocarboxylic acids and derivatives
  • N-substituted imidazoles
  • Primary aromatic amines
  • Pyrimidones
  • Vinylogous amides

substituent:
  • 6-oxopurine
  • Alpha-amino acid ester
  • Amine
  • Aromatic heteropolycyclic compound
  • Azacycle
  • Azole
  • Carbonyl group
  • Carboxylic acid ester
  • Fatty acid ester
  • Fatty acyl
  • Heteroaromatic compound
  • Hydrocarbon derivative
  • Hypoxanthine
  • Imidazole
  • Imidazopyrimidine
  • Monocarboxylic acid or derivatives
  • N-substituted imidazole
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Primary amine
  • Primary aromatic amine
  • Purine
  • Pyrimidine
  • Pyrimidone
  • Vinylogous amide

References

Synthesis Reference: Marina Etinger, "Synthesis and purification of valacyclovir." U.S. Patent US20030153757, issued August 14, 2003.
General Reference: # O'Brien JJ, Campoli-Richards DM: Acyclovir. An updated review of its antiviral activity, pharmacokinetic properties and therapeutic efficacy. Drugs. 1989 Mar;37(3):233-309. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/2653790 # Umapathy NS, Ganapathy V, Ganapathy ME: Transport of amino acid esters and the amino-acid-based prodrug valganciclovir by the amino acid transporter ATB(0,+). Pharm Res. 2004 Jul;21(7):1303-10. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/15290873
External Links:
ResourceLink
RxListhttp://www.rxlist.com/cgi/generic3/valacyclovir.htm
PDRhealthhttp://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/val1474.shtml
Drugs.comhttp://www.drugs.com/valacyclovir.html

ATC Codes:
  • Array

AHFS Codes:
  • Not Available

MSDS: Download
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