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About This Item
Empirical Formula (Hill Notation):
C14H19N5O4
CAS Number:
Molecular Weight:
321.33
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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)
SMILES string
CC(=O)OCC(CCn1cnc2cnc(N)nc12)COC(C)=O
InChI key
GGXKWVWZWMLJEH-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
solid
storage condition
desiccated
solubility
DMSO: ≥10 mg/mL
originator
Novartis
storage temp.
2-8°C
Quality Level
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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 Antiviral; Guanine analog used to treat herpesvirus infections.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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K S Gill et al.
Clinical pharmacokinetics, 31(1), 1-8 (1996-07-01)
Famciclovir is an oral prodrug of the antiherpesvirus nucleoside analogue, penciclovir. Following oral administration famciclovir undergoes extensive first pass metabolism to penciclovir and essentially no parent compound is recovered from plasma or urine. Penciclovir plasma concentrations reach a maximum less
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
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
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
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