Vidarabin
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Non-proprietary name | Vidarabin | |||||||||||||||||||||
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Molecular formula | C 10 H 15 N 5 O 5 | |||||||||||||||||||||
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Molar mass | 285.26 g mol −1 | |||||||||||||||||||||
Physical state |
firmly |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Vidarabine (araA) is an isomer of the nucleoside adenosine and is structurally related to fludarabine . It consists of a furanose (sugar) and adenine . It contains - in contrast to most nucleosides - instead of β- D -Ribofuranose the β- D -Arabinofuranose and thus belongs to the group of arabinosyl nucleosides .
properties
After phosphorylation to vidarabine triphosphate, it inhibits DNA polymerase in the body's cells. It is therefore cytotoxic .
use
Vidarabine was originally a cytostatic and, like ganciclovir, is used as a virostatic in severe forms of the herpes simplex and the varicella zoster virus . In the meantime, however, it has lost its importance because the later developed acyclovir works more safely. It can be used intravenously but also locally in the form of an ointment (3% vidarabine).
Side effects
Local irritation symptoms can occur as side effects, with high doses nausea.
literature
- WE Müller, HJ Rohde, R. Beyer, A. Maidhof, M. Lachmann, H. Taschner, RK Kahn: “Mode of action of 9-beta-D-arabinofuranosyladenine on the synthesis of DNA, RNA, and protein in vivo and in vitro ", Cancer Res. 1975 Aug; 35 (8): 2160-2168 ( PMID 1149031 ).
- SS Cohen: "The mechanisms of lethal action of arabinosyl cytosine (araC) and arabinosyl adenine (araA)", Cancer 1977 Jul; 40 (1 Suppl): 509-518 ( PMID 328134 ).
- Ernst Mutschler: drug effects, textbook of pharmacology and toxicology, Wissenschaftliche Verlagsgesellschaft, Stuttgart 1991, ISBN 3-8047-1118-9 .
Web links
- Entry for Vidarabine in the Human Metabolome Database (HMDB) , accessed October 16, 2013.
Individual evidence
- ↑ External identifiers or database links for vidarabine monohydrate : CAS number: 24356-66-9, EC number: 678-339-4, ECHA InfoCard: 100.203.402 , PubChem : 32326 , Wikidata : Q54819652 .
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.