Etoposide
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Non-proprietary name | Etopsid | ||||||||||||||||||
other names |
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Molecular formula | C 29 H 32 O 13 | ||||||||||||||||||
Brief description |
colorless solid |
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External identifiers / databases | |||||||||||||||||||
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Drug information | |||||||||||||||||||
ATC code | |||||||||||||||||||
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Mechanism of action |
Topoisomerase II inhibitors |
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properties | |||||||||||||||||||
Molar mass | 588.57 g mol −1 | ||||||||||||||||||
Physical state |
firmly |
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Melting point |
236-251 ° C |
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pK s value |
9.8 |
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solubility |
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safety instructions | |||||||||||||||||||
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Toxicological data | |||||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Etoposide is a glycoside of podophyllotoxin , which is obtained from the roots of the evergreen American May apple ( Podophyllum peltatum ).
pharmacology
Etoposide is used chemically unchanged or in the form of its phosphoric acid ester ( etoposide phosphate ) as a cytostatic in chemotherapy . It inhibits the enzyme topoisomerase II and suppresses cytokinesis . This leads to the fact that the cell reaches the stage of apoptosis and dies. Furthermore, etoposide also leads to single and double strand breaks in the DNA , which increases the cytotoxicity even more.
The main side effects of chemotherapy are allergies , peripheral neuropathy , hypotension , bronchospasm and mild liver dysfunction.
A very similar compound is the semi-synthetic teniposide , which can be made from podophyllotoxin.
Trade names
Eto-cell (D), Eto-Gry (D), Etomedac (D), Etopophos (D, A, CH), Lastet (D), Neoposid (D), Riboposid (D), Vepesid (D, A, CH , USA), various generics (D, A, CH)
Individual evidence
- ↑ a b c d e f g Entry on etoposide. In: Römpp Online . Georg Thieme Verlag, accessed on March 15, 2011.
- ↑ a b c Datasheet Etoposide from Sigma-Aldrich , accessed on November 3, 2019 ( PDF ).
- ^ A b c F. von Bruchhausen, S. Ebel, AW Frahm, E. Hackenthal: Hagers Handbook of Pharmaceutical Practice. Vol. 8 fabrics E-O 5th edition, pp. 152-154, Birkhäuser, 1991, ISBN 978-3-540-52688-9 .
- ↑ External identifiers or database links for etoposide phosphate: CAS number: 117091-64-2, EC number: 630-364-1, ECHA InfoCard: 100.158.659 , PubChem : 6918092 , ChemSpider : 5293306 , Wikidata : Q27260984 .
- ↑ Red List Online, as of August 2009.
- ↑ AM comp. d. Switzerland, as of August 2009.
- ↑ AGES-PharmMed, as of August 2009.