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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/07/19 00:47:35」(JST)

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Idarubicin /ˌaɪdəˈruːbɨsɪn/ 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]

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 distributed under the trade names Zavedos (UK) and Idamycin (USA).

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.
^ Package insert
^ 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. PMID 23715267.

External links

Idarubicin bound to proteins in the PDB

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UpToDate Contents

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1. アントラサイクリン系化学療法剤の心毒性 cardiotoxicity of anthracycline like chemotherapy agents
2. 若年成人における急性骨髄性白血病に対する導入療法 induction therapy for acute myeloid leukemia in younger adults
3. 高齢者における急性骨髄性白血病の治療 treatment of acute myeloid leukemia in older adults
4. 成人における急性前骨髄球性白血病の初期治療 initial treatment of acute promyelocytic leukemia in adults
5. 肝疾患を有する患者における化学療法による肝毒性および用量調整 chemotherapy hepatotoxicity and dose modification in patients with liver disease

English Journal

Differential toxicity of anthracyclines on cultured endothelial cells.

Kaushal V1, Kaushal GP, Mehta P.
Endothelium : journal of endothelial cell research.Endothelium.2004 Sep-Dec;11(5-6):253-8.
Anthracyclines are known for their endothelial toxicity. Newer derivatives may have fewer toxic effects on endothelium. The authors therefore evaluated the effects of doxorubicin, doxorubicin analogs (daunorubicin, idarubicin), and pegylated liposomal doxorubicin (doxil) in human coronary artery end
PMID 15763945

Related Pictures

Idamycin Generic Idamycin, Idarubicin Injection Idamycin PFS Injection (Pharmacia & Upjohn IDAMYCIN, a sterile lyophilized powder for Idamycin PFS (Idarubicin Hydrochloride

★リンクテーブル★

リンク元

「イダルビシン」

Idarubicin
Systematic (IUPAC) name
	(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxo-α-L-lyxo-hexopyranoside
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a691004
Pregnancy; category	US: D (Evidence of risk);
Legal status	US: ℞-only;
Pharmacokinetic data
Protein binding	97%
Biological half-life	22 hours
Identifiers
CAS Registry Number	58957-92-9
ATC code	L01DB06
PubChem	CID: 42890
IUPHAR/BPS	7083
DrugBank	DB01177
ChemSpider	39117
UNII	ZRP63D75JW
KEGG	D08062
ChEBI	CHEBI:42068
ChEMBL	CHEMBL1117
Synonyms	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
Chemical data
Formula	C26H27NO9
Molecular mass	497.494 g/mol
	SMILES O=C2c1c(O)c5c(c(O)c1C(=O)c3ccccc23)C[C@@](O)(C(=O)C)C[C@@H]5O[C@@H]4O[C@H]([C@@H](O)[C@@H](N)C4)C ;
	InChI InChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1 ; Key:XDXDZDZNSLXDNA-TZNDIEGXSA-N ;
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　　[★]

英: idarubicin, IDR, IDAR
商: イダマイシン Idamycin
化: 塩酸イダルビシン idarubicin hydrochloride
関: 抗悪性腫瘍薬

抗悪性腫瘍薬、アントラサイクリン系抗生物質

[Miller-1] 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.

[2] Package insert

[Pang-3] 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. PMID 23715267.

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案内

Idamycin