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CAS 60660-75-5

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Idarubicinone

Description:
Idarubicinone, with the CAS number 60660-75-5, is an anthracycline antibiotic that is primarily used in cancer therapy, particularly for treating various types of leukemia and solid tumors. It is a derivative of doxorubicin and exhibits potent antitumor activity by intercalating into DNA, thereby inhibiting topoisomerase II and disrupting DNA replication and transcription. Idarubicinone is characterized by its red-orange color and is typically administered intravenously. Its mechanism of action involves the generation of free radicals, which contribute to its cytotoxic effects. The compound has a relatively high lipophilicity, allowing for effective cellular uptake. However, like other anthracyclines, it is associated with potential cardiotoxicity, necessitating careful monitoring during treatment. Idarubicinone's pharmacokinetics include a rapid distribution phase followed by a slower elimination phase, and it is metabolized primarily in the liver. Overall, its efficacy in cancer treatment is balanced by the need for vigilance regarding its side effects.
Formula:C20H16O7
InChI:InChI=1/C20H16O7/c1-8(21)20(27)6-11-13(12(22)7-20)19(26)15-14(18(11)25)16(23)9-4-2-3-5-10(9)17(15)24/h2-5,12,22,25-27H,6-7H2,1H3/t12-,20-/m0/s1
SMILES:CC(=O)[C@@]1(Cc2c([C@H](C1)O)c(c1c(C(=O)c3ccccc3C1=O)c2O)O)O
Synonyms:
  • (7S,9S)9-Acetyl-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-5,12-naphtacenedione
  • 4-Demethoxydaunomycinone
  • Idarubicin aglycone
  • 5,12-Naphthacenedione, 9-acetyl-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-, (7S,9S)-
  • 5,12-Naphthacenedione, 9-acetyl-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-, (7S-cis)-
  • (7S,9S)-9-acetyl-6,7,9,11-tetrahydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione
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