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Valaciclovir information


Valaciclovir
Clinical data
Trade namesValtrex, Zelitrex, others
Other namesvalacyclovir, valacyclovir hydrochloride (USAN US)
AHFS/Drugs.comMonograph
MedlinePlusa695010
License data
  • US DailyMed: Valacyclovir
Pregnancy
category
  • AU: B3
Routes of
administration
By mouth
Drug classAntiviral
ATC code
  • J05AB11 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only[1]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability55%
Protein binding13–18%
MetabolismLiver (to aciclovir)
Elimination half-life<30 minutes (valaciclovir);
2.5–3.6 hours (aciclovir)
ExcretionKidney 40–50% (aciclovir),
faecal 47% (aciclovir)
Identifiers
IUPAC name
  • 2-[(2-Amino-6-oxo-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate
CAS Number
  • 124832-26-4 checkY
  • as HCl: 124832-27-5
PubChem CID
  • 135398742
  • as HCl: 135398741
IUPHAR/BPS
  • 4824
DrugBank
  • DB00577 checkY
  • as HCl: DBSALT000289
ChemSpider
  • 54770 checkY
UNII
  • MZ1IW7Q79D
  • as HCl: G447S0T1VC
KEGG
  • D08664 checkY
  • as HCl: D00398
ChEBI
  • CHEBI:35854 checkY
  • as HCl: CHEBI:9919
ChEMBL
  • ChEMBL1349 checkY
  • as HCl: ChEMBL1201110
NIAID ChemDB
  • 070982
CompTox Dashboard (EPA)
  • DTXSID1023732 Edit this at Wikidata
ECHA InfoCard100.114.479 Edit this at Wikidata
Chemical and physical data
FormulaC13H20N6O4
Molar mass324.341 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(OCCOCn1c2N\C(=N/C(=O)c2nc1)N)[C@@H](N)C(C)C
InChI
  • InChI=1S/C13H20N6O4/c1-7(2)8(14)12(21)23-4-3-22-6-19-5-16-9-10(19)17-13(15)18-11(9)20/h5,7-8H,3-4,6,14H2,1-2H3,(H3,15,17,18,20)/t8-/m0/s1 checkY
  • Key:HDOVUKNUBWVHOX-QMMMGPOBSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Valaciclovir, also spelled valacyclovir, is an antiviral medication used to treat outbreaks of herpes simplex or herpes zoster (shingles).[2] It is also used to prevent cytomegalovirus following a kidney transplant in high risk cases.[2] It is taken by mouth.[2]

Common side effects include headache and vomiting.[2] Severe side effects may include kidney problems.[2] Use in pregnancy appears to be safe.[2] It is a prodrug, which works after being converted to aciclovir in a person's body.[2]

Valaciclovir was patented in 1987 and came into medical use in 1995.[3][4] It is on the World Health Organization's List of Essential Medicines.[5] It is available as a generic medication.[6] In 2021, it was the 114th most commonly prescribed medication in the United States, with more than 5 million prescriptions.[7][8]

  1. ^ "Valtrex- valacyclovir hydrochloride tablet, film coated". DailyMed. 14 June 2021. Retrieved 22 May 2022.
  2. ^ a b c d e f g "Valacyclovir Hydrochloride Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 17 March 2019.
  3. ^ Long SS, Pickering LK, Prober CG (2012). Principles and Practice of Pediatric Infectious Disease. Elsevier Health Sciences. p. 1502. ISBN 978-1437727029.
  4. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 504. ISBN 9783527607495.
  5. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  6. ^ British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 625–626. ISBN 9780857113382.
  7. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  8. ^ "Valacyclovir - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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no shedding while receiving valaciclovir versus 54% of subjects on placebo. About 88% of patients treated with valaciclovir had no recognized signs or...

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symptoms. Treatments with antiviral medication such as aciclovir or valaciclovir can lessen the severity of symptomatic episodes. Worldwide rates of either...

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virus in the neural ganglia compared to no treatment or treatment with valaciclovir. A review of human subjects treated for five days with famciclovir 250 mg...

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to be useful for infectious mononucleosis due to Epstein-Barr virus. Valaciclovir and acyclovir act by inhibiting viral DNA replication, but as of 2016...

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no shedding while receiving valaciclovir versus 54% of subjects on placebo. About 88% of patients treated with valaciclovir had no recognized signs or...

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drugs, aciclovir has been the standard treatment, but the newer drugs valaciclovir and famciclovir demonstrate similar or superior efficacy and good safety...

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genitalia and lips Based on symptoms, PCR, viral culture Aciclovir, valaciclovir, paracetamol (acetaminophen), topical lidocaine No Histoplasma capsulatum...

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therapeutic agents including acyclovir for chickenpox, famciclovir, valaciclovir for the shingles, zoster-immune globulin (ZIG), and vidarabine. Acyclovir...

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Trizivir HIV Tromantadine Herpes Simplex Truvada HIV Umifenovir Influenza Valaciclovir (Valtrex) Herpes Simplex/Zoster Valganciclovir (Valcyte) Cytomegalovirus...

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to be more severe. Treatment with antiviral drugs (e.g. aciclovir or valaciclovir) is generally advised, as long as it is started within 24–48 hours from...

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WHO Model List of Essential Medicines

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invasive aspergillosis. Anidulafungin and caspofungin are alternatives Valaciclovir is an alternative also indicated for pre-exposure prophylaxis. > 6 weeks...

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Herpetic gingivostomatitis

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drugs are used to treat herpetic gingivostomatitis such as aciclovir, valaciclovir, famciclovir, and in resistance cases foscarnet can be used. Treatment...

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inhibitor, for treatment of herpes zoster: A randomized, double-blind, valaciclovir-controlled phase 3 study". The Journal of Dermatology. 44 (11): 1219–1227...

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Nucleoside analogue

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switching to another drug of the same kind (e.g. famciclovir, penciclovir, valaciclovir). Nucleoside analogue drugs include: deoxyadenosine analogues: didanosine...

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GSK plc

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(ondansetron), Imitrex (sumatriptan), Lotronex (alosetron) and Valtrex (valaciclovir). The settlement also covered reporting false best prices and underpaying...

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Postherpetic neuralgia

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famciclovir treatment within 72 hours of HZ rash onset. Studies using valaciclovir treatment were not included in the meta-analysis. PHN was defined as...

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analogues of guanine: Aciclovir, Famciclovir, Ganciclovir, Penciclovir, Valaciclovir, Valganciclovir Vidarabine Pyrimidine analogues of uridine: Idoxuridine...

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speed healing by as much as 10%. Oral antivirals include acyclovir, valaciclovir, and famciclovir. Famciclovir or valacyclovir, taken in pill form, can...

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Uveitis

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uveitis. In the case of herpetic uveitis, anti-viral medications, such as valaciclovir or aciclovir, may be administered to treat the causative viral infection...

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Herpes simplex research

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Claudia Kunz, PhD monoclonal antibodies Phase II Study of HDIT101 versus Valaciclovir. Nov 2019 – Sep 2021 UB-621 United BioPharma (Taiwanese Company with...

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adult patients. It is taken orally once daily, in contrast to aciclovir, valaciclovir and other antivirals. A study has found that it is more effective than...

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ATC code J05

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Idoxuridine J05AB03 Vidarabine J05AB06 Ganciclovir J05AB09 Famciclovir J05AB11 Valaciclovir J05AB12 Cidofovir J05AB13 Penciclovir J05AB14 Valganciclovir J05AB15...

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kinases, thus selectively inhibiting viral DNA polymerase. The related valaciclovir Aciclovir triphosphate is the L-valine ester prodrug of aciclovir, which...

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