CAS 104227-87-4|Famciclovir

Introduction：Basic information about CAS 104227-87-4|Famciclovir, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Famciclovir BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles49
7. Synonyms

Common Name	Famciclovir
CAS Number	104227-87-4	Molecular Weight	321.332
Density	1.4±0.1 g/cm3	Boiling Point	550.2±60.0 °C at 760 mmHg
Molecular Formula	C₁₄H₁₉N₅O₄	Melting Point	102-104°C
MSDS	ChineseUSA	Flash Point	286.6±32.9 °C

Names

Name	famciclovir
Synonym	More Synonyms

Famciclovir BiologicalActivity

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 >>HSVResearch 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.

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 >>HSVResearch 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.

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
InChIKey	GGXKWVWZWMLJEH-UHFFFAOYSA-N
SMILES	CC(=O)OCC(CCn1cnc2cnc(N)nc21)COC(C)=O
Storage condition	-20°C Freezer

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

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%

Articles49

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),...

Synonyms

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

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