Penciclovir

  • CAT Number: A000704
  • CAS Number: 39809-25-1
  • Molecular Formula: C10H15N5O3
  • Molecular Weight: 253.3
  • Purity: ≥95%
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Penciclovir, also known as BRL-39123, is a guanosine analogue antiviral drug used for the treatment of various herpesvirus infections. It is a nucleoside analogue which exhibits low toxicity and good selectivity. Because penciclovir is absorbed poorly when given orally it is used more as a topical treatment, and is the active ingredient in the cold sore medications Denavir, Vectavir and Fenivir.

Catalog Number A000704
CAS Number 39809-25-1
Molecular Formula

C10H15N5O3

Purity 95%
Target Nucleoside Antimetabolite/Analogue
Solubility >12mg/mL in DMSO
Storage Store at -20°C
InChI 1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
InChIKey JNTOCHDNEULJHD-UHFFFAOYSA-N
SMILES C1=NC2=C(N1CCC(CO)CO)NC(=NC2=O)N
Reference

1: Abdelhameed AS, Bakheit AH, Almutairi FM, AlRabiah H, Kadi AA. Biophysical and
In Silico Studies of the Interaction between the Anti-Viral Agents Acyclovir and
Penciclovir, and Human Serum Albumin. Molecules. 2017 Nov 5;22(11). pii: E1906.
doi: 10.3390/molecules22111906. PubMed PMID: 29113080.
<br>

2: Sebbag L, Thomasy SM, Woodward AP, Knych HK, Maggs DJ. Pharmacokinetic
modeling of penciclovir and BRL42359 in the plasma and tears of healthy cats to
optimize dosage recommendations for oral administration of famciclovir. Am J Vet
Res. 2016 Aug;77(8):833-45. doi: 10.2460/ajvr.77.8.833. PubMed PMID: 27463546.

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3: An J, Li G, An T, Nie X. Indirect photochemical transformations of acyclovir
and penciclovir in aquatic environments increase ecological risk. Environ Toxicol
Chem. 2016 Mar;35(3):584-92. doi: 10.1002/etc.3238. Epub 2016 Feb 9. PubMed PMID:
26356329.
<br>

4: Semenkow SL, Johnson NM, Maggs DJ, Margulies BJ. Controlled release delivery
of penciclovir via a silicone (MED-4750) polymer: kinetics of drug delivery and
efficacy in preventing primary feline herpesvirus infection in culture. Virol J.
2014 Feb 22;11:34. doi: 10.1186/1743-422X-11-34. PubMed PMID: 24558980; PubMed
Central PMCID: PMC3939932.
<br>

5: Sekar TV, Paulmurugan R. (3)H-Penciclovir ((3)H-PCV) Uptake Assay. Bio Protoc.
2013 Sep 5;3(17). pii: e887. PubMed PMID: 27446976; PubMed Central PMCID:
PMC4950935.

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6: Schenkel F, Csajka C, Baglivo E, Kondo-Oestreicher M, Dayer P, Gex-Fabry M,
Daali Y. Intraocular penetration of penciclovir after oral administration of
famciclovir: a population pharmacokinetic model. J Antimicrob Chemother. 2013
Jul;68(7):1635-41. doi: 10.1093/jac/dkt064. Epub 2013 Mar 28. PubMed PMID:
23539240.
<br>

7: Brock AP, Isaza R, Hunter RP, Richman LK, Montali RJ, Schmitt DL, Koch DE,
Lindsay WA. Estimates of the pharmacokinetics of famciclovir and its active
metabolite penciclovir in young Asian elephants (Elephas maximus). Am J Vet Res.
2012 Dec;73(12):1996-2000. doi: 10.2460/ajvr.73.12.1996. PubMed PMID: 23176429;
PubMed Central PMCID: PMC3886626.
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8: Thomasy SM, Whittem T, Bales JL, Ferrone M, Stanley SD, Maggs DJ.
Pharmacokinetics of penciclovir in healthy cats following oral administration of
famciclovir or intravenous infusion of penciclovir. Am J Vet Res. 2012
Jul;73(7):1092-9. doi: 10.2460/ajvr.73.7.1092. PubMed PMID: 22738064.
<br>

9: Thomasy SM, Covert JC, Stanley SD, Maggs DJ. Pharmacokinetics of famciclovir
and penciclovir in tears following oral administration of famciclovir to cats: a
pilot study. Vet Ophthalmol. 2012 Sep;15(5):299-306. doi:
10.1111/j.1463-5224.2011.00984.x. Epub 2012 Feb 16. PubMed PMID: 22339892.
<br>

10: Prasse C, Wagner M, Schulz R, Ternes TA. Biotransformation of the antiviral
drugs acyclovir and penciclovir in activated sludge treatment. Environ Sci
Technol. 2011 Apr 1;45(7):2761-9. doi: 10.1021/es103732y. Epub 2011 Mar 9. PubMed
PMID: 21388176.

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