F7932
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:
Molecular Weight:
321.33
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Product Name
Famciclovir, ≥98% (HPLC)
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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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
Generic acyclovir vs. famciclovir and valacyclovir.
C Grose et al.
The Pediatric infectious disease journal, 16(9), 838-841 (1997-11-05)
Joshua T Schiffer et al.
The Journal of antimicrobial chemotherapy, 66(11), 2593-2600 (2011-08-26)
The presence of herpes simplex virus-2 (HSV-2) shedding episodes correlates with transmission to sexual partners and neonates, and some episodes correlate with disease manifestations. HSV-2-targeted guanosine analogues are effective when given on a prophylactic basis, but do not completely eliminate
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
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
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