CAS 110311-30-3
:Amrubicin hydrochloride
Description:
Amrubicin hydrochloride is an anthracycline derivative primarily used as an antineoplastic agent in cancer therapy. It exhibits a mechanism of action that involves intercalation into DNA, leading to the inhibition of topoisomerase II, which disrupts DNA replication and transcription, ultimately inducing apoptosis in cancer cells. This compound is particularly noted for its efficacy against various types of solid tumors and hematological malignancies. Amrubicin hydrochloride is characterized by its relatively high lipophilicity, which enhances its cellular uptake. The hydrochloride salt form improves its solubility in aqueous solutions, facilitating its administration via intravenous routes. Common side effects associated with amrubicin hydrochloride include myelosuppression, cardiotoxicity, and gastrointestinal disturbances, necessitating careful monitoring during treatment. Its pharmacokinetics involve metabolism primarily in the liver, with excretion occurring through urine. Overall, amrubicin hydrochloride represents a significant therapeutic option in oncology, particularly for patients with resistant or relapsed cancers.
Formula:C25H25NO9·ClH
InChI:InChI=1S/C25H25NO9.ClH/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31;/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3;1H/t14-,15+,16-,17-,25-;/m0./s1
InChI key:InChIKey=BHMLHEQFWVQAJS-IITOGVPQSA-N
SMILES:O([C@@H]1C2=C(C(O)=C3C(=C2O)C(=O)C=4C(C3=O)=CC=CC4)C[C@](C(C)=O)(N)C1)[C@H]5C[C@H](O)[C@H](O)CO5.Cl
Synonyms:- SM 5887
- 5,12-Naphthacenedione, 9-acetyl-9-amino-7-[(2-deoxy-β-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-, hydrochloride, (7S-cis)-
- Amrubicin hydrochloride
- 5,12-Naphthacenedione, 9-acetyl-9-amino-7-[(2-deoxy-β-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-, hydrochloride, (7S,9S)-
- 5,12-Naphthacenedione, 9-acetyl-9-amino-7-[(2-deoxy-β-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-, hydrochloride (1:1), (7S,9S)-
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Found 3 products.
Amrubicin hydrochloride
CAS:Amrubicin hydrochloride is an anthracycline chemotherapeutic agent, which is a synthetic anthracycline derivative derived from reductive amination. It functions primarily by intercalating into DNA and inhibiting topoisomerase II, an enzyme crucial to DNA replication. This mode of action disrupts DNA synthesis, leading to apoptosis in rapidly proliferating cancer cells.
Formula:C25H25NO9•HClPurity:Min. 95%Molecular weight:519.93 g/mol


