Antitumor antibiotic used in treatment of leukemia
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Idarubicin (hydrochloride)

Item No. 14176

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7S,9S)-9-acetyl-7-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione, monohydrochloride
CAS Number
57852-57-0
Synonyms
  • 4-Demethoxydaunorubicin
  • 4-DMD
  • NSC 256439
Molecular Formula
C26H27NO9 • HCl
Formula Weight
534.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
252, 287, 482 nm
SMILES
O=C(C1=C2C=CC=C1)C3=C(C(O)=C(C[C@@](O)(C(C)=O)C[C@@H]4O[C@]5([H])O[C@@H](C)[C@@H](O)[C@@H](N)C5)C4=C3O)C2=O.Cl
InChi Code
InChI=1S/C26H27NO9.ClH/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;1H/t10-,15-,16-,17-,21+,26-;/m0./s1
InChi Key
JVHPTYWUBOQMBP-RVFAQHLVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

    $156

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    Cayman Chemical
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    Product Description

    Idarubicin is a 4-demethoxy analog of the leukemia therapeutic daunorubicin (Item No. 14159). Both are anthracycline antibiotics which intercalate in DNA and inhibit topoisomerase II, resulting in cancer cell cytotoxicity at low concentrations (IC50 = 20-120 nM for idarubicin).1,2,3 Idarubicin is effective in combination therapy for the treatment of different types of leukemia.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Arcamone, F. Properties of antitumor anthracyclines and new developments in their application: Cain memorial award lecture. Cancer Res. 45(12 Pt 1), 5995-5999 (1985).

    2. Dautant, A., d'Estaintot, B.L., Gallois, B., et al. A trigonal form of the idarubicin:d(CGATCG) complex; crystal and molecular structure at 2.0 Å resolution. Nucleic Acids Res. 23(10), 1710-1716 (1995).

    3. Binaschi, M., Farinosi, R., Austin, C.A., et al. Human DNA topoisomerase IIα-dependent DNA cleavage and yeast cell killing by anthracycline analogues. Cancer Res. 58, 1886-1892 (1998).

    4. Tallman, M.S., Gilliland, D.G., and Rowe, J.M. Drug therapy for acute myeloid leukemia. Blood 106(4), 1154-1163 (2005).

    5. Wang, Z.Y., and Chen, Z. Acute promyelocytic leukemia: From highly fatal to highly curable. Blood 111(5), 2505-2515 (2008).