Identification | More | [Name]
Valacyclovir hydrochloride | [CAS]
124832-27-5 | [Synonyms]
L-VALINE 2-[(2-AMINO-1,6-DIHYDRO-6-OXO-9H-PURIN-9YL)METHOXY]ETHYL ESTER, HYDROCHLORIDE SALT VALACICLOVIR HCL VALACICLOVIR HYDROCHLORIDE VALACV VALACYCLOVIR VALACYCLOVIR HYDROCHLORIDE VALACICLOVIR HCL 99% VALACICLOVIR HYDROCHLORIDE,98.0+% VALACYCLOVER HYDROCHLORIC 98+% L-VALINE-2-[(2-AMINO-1,6-DIHYDRO-6-OXO-9H-PURIN-9-YL) METHOXY]ETHYLESTER MONOHYDROCHLORIDE Valacycloverhydrochloride L-Valine 2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9yl)methoxy]ethyl Ester, Hydrochlroride Salt, ValACV VALACYCLOVER HYDROCHLORIC 256U 256U87 hydrochloride BW 256 BW 256U87 L-Valine, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester, monohydrochloride (9CI) Valtrex VALACYCLOVIR HYDROCHLORIDE [9-((2-HYDROXY-ETHOXY)MET HYL)GUANINE L-VALINE ESTER HYDROCHLORIDE] | [EINECS(EC#)]
641-092-8 | [Molecular Formula]
C13H21ClN6O4 | [MDL Number]
MFCD01861507 | [Molecular Weight]
360.8 | [MOL File]
124832-27-5.mol |
Chemical Properties | Back Directory | [Appearance]
White Crystalline Powder | [Melting point ]
170-172°C | [storage temp. ]
Keep in dark place,Sealed in dry,Store in freezer, under -20°C | [solubility ]
H2O: >20mg/mL | [form ]
solid | [color ]
white | [Usage]
The L-Valine ester prodrug of Acyclovir | [λmax]
253nm(H2O)(lit.) | [Merck ]
14,9899 | [Stability:]
Hygroscopic | [CAS DataBase Reference]
124832-27-5(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [RIDADR ]
3077 | [WGK Germany ]
3 | [HS Code ]
29335990 |
Hazard Information | Back Directory | [Description]
Valacyclovir hydrochloride, an orally active L-valyl ester of the potent antiviral agent aciclovir, was launched in 1995 in the United Kingdom for the treatment of herpes simplex virus (HSV) infections of the skin and mucous membranes, including initial and recurrent genital herpes. As a prodrug, valaciclovir has an improved pharmacokinetic profile to aciclovir. It is rapidly absorbed after oral administration and extensively converted to aciclovir via first-pass metabolism to achieve plasma levels of aciclovir comparable to those seen with aciclovir via i.v. route. Valacyclovir is then activated selectively in virus-infected cells by viral thymidine kinase to form aciclovir triphosphate in a stepwise fashion. This active species inhibits viral DNA polymerase via irreversible binding to the active site of the enzyme. Once aciclovir is incorporated into the elongating viral DNA, it terminates replication of the viral DNA strand, an antiviral mechanism unique to aciclovir. Valacyclovir is reportedly in clinical trials for the suppression of cytomegalovirus infection and disease in renal transplant patients.
| [Chemical Properties]
White Crystalline Powder | [Originator]
Glaxo Wellcome (United Kingdom) | [Uses]
Acyclovir (A192400) impurity. The L-Valine ester prodrug of Acyclovir. | [Uses]
Valaciclovir hydrochloride is an antiviral drug used in the management of herpes simplex, herpes zoster, and herpes B. | [Definition]
ChEBI: Valacyclovir hydrochloride is an organic molecular entity. | [Brand name]
Valtrex (GlaxoSmithKline). | [General Description]
Valacyclovir (Valtrex) is the hydrochloride salt of the Lvalylester of acyclovir. The compound is a water-solublecrystalline solid, and it is a prodrug intended to increase thebioavailability of acyclovir by increasing lipophilicity.Valacyclovir is hydrolyzed rapidly and almost completely toacyclovir following oral administration. Valacyclovir has been approved for the treatment of herpeszoster (shingles) in immunocompromised patients. Theside effect profile observed in valacyclovir is comparablewith bioequivalent doses of acyclovir. | [Pharmacokinetics]
The binding of valacyclovir to human plasma proteins ranges between 13.5 to 17.9%. The plasma elimination half-life of acyclovir is 2.5 to 3.3 hours. The bioavailability of valacyclovir hydrochloride is 54%, compared to approximately 20% for oral acyclovir, and it is as effective as acyclovir in decreasing the duration of pain associated with posttherapeutic neuralgia and episodes of genital lesion healing.
| [Side effects]
The adverse effects are similar to acyclovir, which include nausea, headache, vomiting, constipation, and anorexia. |
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