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CAS 171047-47-5

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Ladirubicin

Description:
Ladirubicin 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, designed to enhance therapeutic efficacy while potentially reducing some of the side effects associated with traditional anthracyclines. The chemical structure of ladirubicin includes a tetracyclic ring system, which is characteristic of anthracyclines, and it functions by intercalating into DNA, thereby inhibiting topoisomerase II and disrupting DNA replication and transcription. This mechanism leads to apoptosis in rapidly dividing cancer cells. Ladirubicin is known for its potent cytotoxic effects, but like other drugs in its class, it can also cause cardiotoxicity and other side effects, necessitating careful monitoring during treatment. Its pharmacokinetics, including absorption, distribution, metabolism, and excretion, are influenced by various factors, including the patient's overall health and the presence of other medications. Overall, ladirubicin represents a significant option in the arsenal against certain malignancies, with ongoing research aimed at optimizing its use and minimizing adverse effects.
Formula:C29H31NO11S
InChI:InChI=1S/C29H31NO11S/c1-13-28(41-42(3,37)38)18(30-8-9-30)10-20(39-13)40-19-12-29(36,14(2)31)11-17-21(19)27(35)23-22(26(17)34)24(32)15-6-4-5-7-16(15)25(23)33/h4-7,13,18-20,28,34-36H,8-12H2,1-3H3/t13-,18-,19-,20-,28+,29-/m0/s1
InChI key:InChIKey=VMDWTZZCNDEKIO-CBNJBKGYSA-N
SMILES:O([C@@H]1C2=C(C(O)=C3C(=C2O)C(=O)C=4C(C3=O)=CC=CC4)C[C@](C(C)=O)(O)C1)[C@H]5C[C@@H]([C@H](OS(C)(=O)=O)[C@H](C)O5)[N@]6CC6
Synonyms:
  • 5,12-Naphthacenedione, 9-acetyl-7-[[3-(1-aziridinyl)-2,3,6-trideoxy-4-O-(methylsulfonyl)-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-, (7S,9S)-
  • PNU 159548
  • FCE 28729
  • 5,12-Naphthacenedione, 9-acetyl-7-[[3-(1-aziridinyl)-2,3,6-trideoxy-4-O-(methylsulfonyl)-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-, (7S-cis)-
  • (7S,9S)-9-Acetyl-7-[[3-(1-aziridinyl)-2,3,6-trideoxy-4-O-(methylsulfonyl)-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione
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