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Merck

P0035

Penciclovir

Synonym(s):

2-Amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6H-purin-6-one, BRL-39123

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About This Item

Empirical Formula (Hill Notation):
C10H15N5O3
CAS Number:
39809-25-1
Molecular Weight:
253.26
NACRES:
NA.76
PubChem Substance ID:
329819986
UNSPSC Code:
51102829
MDL number:
MFCD15142866

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InChI key

JNTOCHDNEULJHD-UHFFFAOYSA-N

SMILES string

NC1=NC(=O)c2ncn(CCC(CO)CO)c2N1

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)

form

powder

solubility

0.02 M potassium phosphate: soluble 2 mg/mL

antibiotic activity spectrum

viruses

mode of action

DNA synthesis | interferes
enzyme | inhibits

Quality Level

100

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Show Differences

1 of 4

This Item
SML1103G2536PHR1593
Penciclovir

Sigma-Aldrich

P0035

Penciclovir

Entecavir ≥98% (HPLC)

Sigma-Aldrich

SML1103

Entecavir

Ganciclovir ≥99% (HPLC), powder

Sigma-Aldrich

G2536

Ganciclovir

Ganciclovir Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1593

Ganciclovir

antibiotic activity spectrum

viruses

antibiotic activity spectrum

-

antibiotic activity spectrum

viruses

antibiotic activity spectrum

-

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

-

mode of action

DNA synthesis | interferes

mode of action

-

Quality Level

100

Quality Level

100

Quality Level

300

Quality Level

300

form

powder

form

powder

form

powder

form

-

solubility

0.02 M potassium phosphate: soluble 2 mg/mL

solubility

H2O: 0.5 mg/mL, clear (warmed)

solubility

0.1 M HCl: 10 mg/mL

solubility

-

Application

Penciclovir is a selective antiherpesvirus agent, particularly against herpes simplex virus types 1 and 2 (HSV-1 and HSV-2) and varicella-zoster virus (VZV)[1].

Biochem/physiol Actions

Penciclovir is converted to its active form, penciclovir triphosphate, by cellular kinases. It inhibits viral DNA polymerase by competing with deoxyguanosine triphosphate. It inhibits DNA synthesis of virus-infected cells. Penciclovir has in vitro activity against herpes simplex virus types 1 (HSV-1) and 2 (HSV-2). It does not inhibit DNA synthesis in non-infected cells. Mode of resistance is via qualitative changes in viral thymidine kinase or DNA polymerase[2].

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT6752
MKCQ6612
MKCJ0290
MKCH7015
MKCD9259

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A Fontanellas et al.
Gene therapy, 16(1), 136-141 (2008-08-01)
Non-invasive in vivo imaging of transgene expression is currently providing very important means to optimize gene therapy regimes. Results in non-human primates are considered the most predictive models for the outcome in patients. In this study, we have documented that
Jocelyne Piret et al.
Antimicrobial agents and chemotherapy, 55(2), 459-472 (2010-11-17)
Herpes simplex viruses (HSV) type 1 and type 2 are responsible for recurrent orolabial and genital infections. The standard therapy for the management of HSV infections includes acyclovir (ACV) and penciclovir (PCV) with their respective prodrugs valacyclovir and famciclovir. These
Carsten Prasse et al.
Environmental science & technology, 45(7), 2761-2769 (2011-03-11)
The biotransformation of the two antiviral drugs, acyclovir (ACV) and penciclovir (PCV), was investigated in contact with activated sludge. Biodegradation kinetics were determined, and transformation products (TPs) were identified using Hybrid Linear Ion Trap- FT Mass Spectrometry (LTQ Orbitrap Velos)
Raymund R Razonable
Mayo Clinic proceedings, 86(10), 1009-1026 (2011-10-04)
Most viral diseases, with the exception of those caused by human immunodeficiency virus, are self-limited illnesses that do not require specific antiviral therapy. The currently available antiviral drugs target 3 main groups of viruses: herpes, hepatitis, and influenza viruses. With
M-H Schmid-Wendtner et al.
Skin pharmacology and physiology, 17(5), 214-218 (2004-09-29)
Human herpesviruses can be found worldwide and cause many viral infections in immunocompetent as well as in immunocompromised patients. Herpes simplex virus (HSV) diseases can be the cause of life-threatening disease, especially in neonates. After initial infection, HSV persists latently
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