Idarubicin
Idarubicin /ˌaɪdəˈruːbɪsɪn/ or 4-demethoxydaunorubicin is an anthracycline antileukemic drug. It inserts [1] itself into DNA and prevents DNA unwinding by interfering with the enzyme topoisomerase II. It is an analog of daunorubicin, but the absence of a methoxy group increases its fat solubility and cellular uptake.[2] Similar to other anthracyclines, it also induces histone eviction from chromatin.[3]
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Other names | 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione |
AHFS/Drugs.com | Monograph |
MedlinePlus | a691004 |
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Protein binding | 97% |
Elimination half-life | 22 hours |
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Formula | C26H27NO9 |
Molar mass | 497.500 g·mol−1 |
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It belongs to the family of drugs called antitumor antibiotics.
It is currently combined with cytosine arabinoside as a first line treatment of acute myeloid leukemia.
It is used for treatment of acute lymphoblastic leukemia and Chronic myelogenous leukemia in blast crisis.[4]
It is distributed under the trade names Zavedos (UK) and Idamycin (USA).
Side effects
Diarrhea, stomach cramps, nausea and vomiting are common among patients treated with idarubicin.[5]
References
- Miller JP, Stoodley RJ (2013). "Studies directed towards anthracyclinone syntheses: The use of d-glucose as a chiral auxiliary in asymmetric Diels–Alder reactions". J. Saudi Chem. Soc. 17: 29–42. doi:10.1016/j.jscs.2011.02.019.
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- Pang B, Qiao X, Janssen L, Velds A, Groothuis T, Kerkhoven R, Nieuwland M, Ovaa H, Rottenberg S, van Tellingen O, Janssen J, Huijgens P, Zwart W, Neefjes J (2013). "Drug-induced histone eviction from open chromatin contributes to the chemotherapeutic effects of doxorubicin". Nature Communications. 4: 1908. doi:10.1038/ncomms2921. PMC 3674280. PMID 23715267.
- Katzung, Bertram G., editor. (2017-11-30). Basic & clinical pharmacology. ISBN 9781259641152. OCLC 1009849139.CS1 maint: multiple names: authors list (link)
- "Idarubicin Side Effects: Common, Severe, Long Term". Drugs.com. Retrieved 2019-06-21.