Famciclovir

Names

[ Name ]:
Famciclovir

[Synonym ]:
2-(2-(2-Amino-9H-purin-9-yl)ethyl)propane-1,3-diyl diacetate
acétate de 2-[(acétyloxy)méthyl]-4-(2-amino-9H-purin-9-yl)butyle
2-(2-(2-Amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetate ester
2-(Acetoxymethyl)-4-(2-amino-9H-purin-9-yl)butyl acetate
2-[2-(2-Amino-9H-purin-9-yl)ethyl]-1,3-propanediol Diacetate
Famciclovir
Amciclovir
Famciclover
2-[(acetyloxy)methyl]-4-(2-amino-9H-purin-9-yl)butyl acetate (non-preferred name)
2-[(Acetyloxy)methyl]-4-(2-amino-9H-purin-9-yl)butylacetat
FaMtrex
Famvir
FaMciclovir API
famcyclovir
FCV
MFCD00866964
1,3-Propanediol, 2-[2-(2-amino-9H-purin-9-yl)ethyl]-, diacetate (ester)
2-[2-(2-Amino-9H-purin-9-yl)ethyl]-1,3-propanediol Diacetate (Ester)
9-[4-Acetoxy-3-(acetoxymethyl)but-1-yl]-2-aminopurine
FaMcivir

Biological Activity

[Description]:

Famciclovir(BRL 42810) is a guanine analogue antiviral drug used for the treatment of various herpesvirus infections.IC50 Value: Refer to penciclovirTarget: HSVFamciclovir is the diacetyl 6-deoxy analog of the active antiviral compound penciclovir with potential use in the treatment of infections caused by the herpes family of viruses [1]. Famciclovir, a synthetic acyclic guanine derivative, is a prodrug which, after oral administration, is rapidly metabolised to the highly bioavailable antiviral compound penciclovir [2].in vitro: Famciclovir induced rapid, dose-dependent suppression of viral replication and reduction in alanine aminotransferase (ALT), with greatest efficacy in the 500-mg tid treatment group. HBV DNA reduction was maintained throughout the treatment period. ALT also steadily declined during the treatment period [3]. in vivo: In rat, following dosing at 40 mg/kg, famciclovir was rapidly and extensively metabolized to the active antiviral compound penciclovir, which reached peak concentrations in the plasma (mean 3.5 micrograms/ml) at 0.5 h [4]. Necrotic hepatitis was significantly (p < 0.01) reduced by treatment with FCV, VACV and ACV at a dose of 50 mg/kg per day divided into 3 doses. No significant effect was achieved with BVDU at 200 mg/kg per day. Treatment with FCV at 50 mg/kg per day, ACV at 100 mg/kg per day, and VACV at 200 mg/kg per day significantly (p < 0.001) decreased mortality in mice [5].Clinical trial: Famciclovir Pediatric Formulation In Children 1 to 12 Years Of Age With Herpes Simplex Infection. Phage3

[Related Catalog]:

Signaling Pathways >> Anti-infection >> HSV

Research Areas >> Infection

[References]

[1]. Harrell AW, Wheeler SM, Pennick M, Evidence that famciclovir (BRL 42810) and its associated metabolites do not inhibit the 6 beta-hydroxylation of testosterone in human liver microsomes. Drug Metab Dispos. 1993 Jan-Feb;21(1):18-23.

[2]. Perry CM, Wagstaff AJ. Famciclovir. A review of its pharmacological properties and therapeutic efficacy in herpesvirus infections. Drugs. 1995 Aug;50(2):396-415.

[3]. Trépo C, Jezek P, Atkinson G, Famciclovir in chronic hepatitis B: results of a dose-finding study. J Hepatol. 2000 Jun;32(6):1011-8.

[4]. Filer CW, Ramji JV, Allen GD, Metabolic and pharmacokinetic studies following oral administration of famciclovir to the rat and dog. Xenobiotica. 1995 May;25(5):477-90.

[5]. Wutzler P, Ulbricht A, F?rber I. Antiviral efficacies of famciclovir, valaciclovir, and brivudin in disseminated herpes simplex virus type 1 infection in mice. Intervirology. 1997;40(1):15-21.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
550.2±60.0 °C at 760 mmHg

[ Melting Point ]:
102-104°C

[ Molecular Formula ]:
C₁₄H₁₉N₅O₄

[ Molecular Weight ]:
321.332

[ Flash Point ]:
286.6±32.9 °C

[ Exact Mass ]:
321.143707

[ PSA ]:
122.22000

[ LogP ]:
-0.67

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.628

[ Storage condition ]:
-20°C Freezer

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
36/37/39-45-53

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
UB8070000

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Dissolution testing and potentiometric determination of famciclovir in pure, dosage forms and biological fluids.

Bioelectrochemistry 89 , 26-33, (2013)

The performance characteristics of two new plastic membrane ion selective electrodes (ISEs) used for the determination of famciclovir (Fcv) based on the ion associate of Fcv with phosphotungstic acid ...

Pediatric herpes simplex of the anterior segment: characteristics, treatment, and outcomes.

Ophthalmology 119(10) , 2003-8, (2012)

To describe the clinical characteristics, treatment, and outcomes of herpes simplex virus (HSV) infections of the cornea and adnexae to raise awareness and to improve management of this important eye ...

Estimates of the pharmacokinetics of famciclovir and its active metabolite penciclovir in young Asian elephants (Elephas maximus).

Am. J. Vet. Res. 73(12) , 1996-2000, (2012)

To determine plasma pharmacokinetics of penciclovir following oral and rectal administration of famciclovir to young Asian elephants (Elephas maximus).6 healthy Asian elephants (5 females and 1 male),...