Valganciclovir
Structural formula | ||||||||||||||||
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( S , S ) -diastereomer (left) and ( S , R ) -diastereomer (right) | ||||||||||||||||
General | ||||||||||||||||
Non-proprietary name | Valganciclovir | |||||||||||||||
other names |
( RS ) -5-amino-3- [1-hydroxymethyl-2- ( S -valyloxy) ethoxymethyl] -6,7-dihydro-3 H -imidazo [4,5- d ] pyrimidin-7-one |
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Molecular formula | C 14 H 22 N 6 O 5 | |||||||||||||||
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properties | ||||||||||||||||
Molar mass | 354.36 g · mol -1 | |||||||||||||||
safety instructions | ||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Valganciclovir is a virostat from the group of nucleoside analogues . It is the L- valinyl ester of ganciclovir and functions as an absorption ester : while ganciclovir has to be infused, valganciclovir is well absorbed after oral administration and has a high bioavailability . After absorption, valganciclovir is converted in the body to the actually effective ganciclovir. Valganciclovir is used as the hydrochloride in the drug Valcyte ® ( Roche ) for the treatment of cytomegalovirus retinitis in AIDS patients.
As a prodrug of ganciclovir, valganciclovir has the same effects and side effects as this. There are z. T. life-threatening disorders. It is neutropenia up to agranulocytosis , anemia , thrombocytopenia , diarrhea , vomiting , abdominal pain , headache , neuropathy reported and liver cell damage associated with the use of valganciclovir. It should therefore only be used in the case of infections that threaten life or eyesight.
Stereoisomerism
Valganciclovir contains two stereocenters. In principle there are therefore four stereoisomers. The stereocenter at the valine residue is uniformly ( S ) -configured. The number of stereoisomers is thus limited to two . These two stereoisomers are diastereomers with different chemical, physical and physiological properties. The commercial products contain the drug as a mixture of diastereomers .
Trade names
Valganciclovir is commercially available in Germany, Austria and Switzerland under the name Valcyte.
Individual evidence
- ↑ harmonized classification for this substance . A labeling of 2 - [(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl) methoxy] -3-hydroxypropyl L-valinate in the classification and labeling is shown, which is derived from a self-classification by the distributor Inventory of the European Chemicals Agency (ECHA), accessed on February 3, 2019. There is not yet a
- ↑ External identifiers or database links for valganciclovir hydrochloride : CAS number: 175865-59-5, EC number: 641-360-4, ECHA InfoCard: 100.169.153 , PubChem : 135413534 , ChemSpider : 99298 , Wikidata : Q72515989 .
- ↑ Product information Valcyte 450 mg film-coated tablets, as of February 2008.
- ↑ ROTE LISTE 2017, Verlag Rote Liste Service GmbH, Frankfurt am Main, ISBN 978-3-946057-10-9 , p. 225.
- ↑ Swiss Medicines Compendium , as of August 2009.
- ↑ AGES-PharmMed, as of August 2009.