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CAS 54301-15-4

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Amsacrine hydrochloride

Description:
Amsacrine hydrochloride is a synthetic compound primarily used as an antineoplastic agent in cancer treatment, particularly for certain types of leukemia and lymphomas. It belongs to the class of acridine derivatives and functions as a topoisomerase II inhibitor, disrupting DNA replication and transcription, which ultimately leads to cell death in rapidly dividing cancer cells. The compound is typically administered intravenously and is known for its ability to penetrate cellular membranes effectively. Amsacrine hydrochloride is characterized by its solubility in water and its stability under acidic conditions, which is important for its formulation and storage. Its chemical structure includes a tricyclic acridine core, contributing to its biological activity. While it has shown efficacy in clinical settings, it is also associated with potential side effects, including myelosuppression and cardiotoxicity, necessitating careful monitoring during treatment. As with many chemotherapeutic agents, its use is often balanced against the potential for adverse effects, making patient management crucial in therapeutic applications.
Formula:C21H20ClN3O3S
InChI:InChI=1/C21H19N3O3S.ClH/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21;/h3-13,24H,1-2H3,(H,22,23);1H
InChI key:InChIKey=WDISRLXRMMTXEV-UHFFFAOYSA-N
SMILES:N(C=1C2=C(N=C3C1C=CC=C3)C=CC=C2)C4=C(OC)C=C(NS(C)(=O)=O)C=C4.Cl
Synonyms:
  • 4′-(Acridin-9-ylamino)-3′-methoxymethanesulfonanilide hydrochloride
  • AMSA hydrochloride
  • Methanesulfonamide, N-[4- (9-acridinylamino)-3-methoxyphenyl]-, monohydrochloride
  • N-[4-(9-Acridinylamino)-3-methoxyphenyl]methanesulfonamide hydrochloride
  • N-[4-(9-Acridinylamino)-3-methoxyphenyl]methanesulfonamide hydrochloride (1:1)
  • N-[4-(Acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide hydrochloride (1:1)
  • NSC 141549
  • m-AMSA hydrochloride
  • methanesulfonamide, N-[4-(9-acridinylamino)-3-methoxyphenyl]-, hydrochloride (1:1)
  • 4’-((9-acridinyl)amino)-methanesulfon-m-anisidinhydrochloride
  • See more synonyms
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