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F7932

Sigma-Aldrich

Famciclovir

≥98% (HPLC)

Synonym(s):

2-(2-(2-Amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetate ester, BRL 42810

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About This Item

Empirical Formula (Hill Notation):
C14H19N5O4
CAS Number:
104227-87-4
Molecular Weight:
321.33
MDL number:
MFCD00866964
UNSPSC Code:
12352200
PubChem Substance ID:
329799767
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

DMSO: ≥10 mg/mL

originator

Novartis

storage temp.

2-8°C

SMILES string

CC(=O)OCC(CCn1cnc2cnc(N)nc12)COC(C)=O

InChI

1S/C14H19N5O4/c1-9(20)22-6-11(7-23-10(2)21)3-4-19-8-17-12-5-16-14(15)18-13(12)19/h5,8,11H,3-4,6-7H2,1-2H3,(H2,15,16,18)

InChI key

GGXKWVWZWMLJEH-UHFFFAOYSA-N

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Application

Famciclovir is used in herpes virus infections and hepatitis B drug development research. It may be used as a reference compound. Famciclovir may be used to study the factors that control its conversion into penciclovir and other metabolites.

Biochem/physiol Actions

Famciclovir is an antiretroviral guanosine analog used to treat herpesvirus infections and hepatitis B. Famciclovir is rapidly converted to penciclovir. Viral thymidine kinase phosphorylates penciclovir to a monophosphate form that celular kinases convert in turn to penciclovir triphosphate. Penciclovir triphosphate competitively inhibits viral DNA polymerase and thus viral replication. Prolonged administration can lead to resistance; it is often manifested as selection of pre-existing resistant strains with mutations in the reverse transcriptase domain of the DNA polymerase gene.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anthony Cunningham et al.
Journal of clinical virology : the official publication of the Pan American Society for Clinical Virology, 53(1), 6-11 (2011-09-06)
Herpes labialis is a common skin infective condition, worldwide, which is primarily caused by HSV-1. Recurrent episodes of herpes labialis, also known as cold sores, can be frequent, painful, long-lasting and disfiguring for infected patients. At present, there are two
Donald C Vinh et al.
Expert opinion on pharmacotherapy, 7(16), 2271-2286 (2006-10-25)
Herpes simplex virus is one of the most common causes of genital ulcer disease worldwide. Herpes simplex virus-2 is the more common cause of genital herpes, a chronic infection that is characterised by periodic reactivation, with the capacity to produce
Hanieh Rahimi et al.
Oral surgery, oral medicine, oral pathology and oral radiology, 113(5), 618-627 (2012-06-07)
The purpose of this study was to complete a systematic review and, if possible, a meta-analysis on the effectiveness of systemic and topical nucleoside antiviral agents in the prevention of recurrent herpes labialis (RHL) in immunocompetent subjects. Multiple comprehensive electronic
Samira Mubareka et al.
Expert opinion on drug safety, 9(4), 643-658 (2010-05-01)
Famciclovir is the prodrug of penciclovir, a guanosine analogue that inhibits viruses of the alpha sub-family of the Herpesviridae, as well as hepatitis B virus. It is indicated for management of mucocutaneous herpes simplex virus disease and acute herpes zoster
Dene Simpson et al.
Drugs, 66(18), 2397-2416 (2006-12-22)
Famciclovir (Famvir) is the oral prodrug of penciclovir, an agent that has demonstrated antiviral activity against herpes simplex viruses, type 1 (HSV-1) and 2 (HSV-2) [which cause orolabial and/or genital herpes simplex], and against varicella zoster virus (VZV) [a reactivation
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