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Idarubicin (hydrochloride)

Item № 14176
CAS № 57852-57-0
Purity ≥98%
product image
                (CAS 57852-57-0)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $28.00 0.00
     5 mg $68.00 0.00
     10 mg $115.00 0.00

Pricing updated 2019-04-23. Prices are subject to change without notice.

Description
Synonyms
  • 4-Demethoxydaunorubicin
  • 4-DMD
  • NSC 256439

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

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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
A crystalline solid
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. Arcamone, F. Properties of antitumor anthracyclines and new developments in their application: Cain memorial award lecture Cancer Research 45, 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 Research 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 Research 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).

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