CAS 51264-14-3: Amsacrine
Description:Amsacrine is an anthracene derivative and a synthetic compound primarily used as an antineoplastic agent in cancer treatment. It is classified as an intercalating agent, which means it can insert itself between DNA base pairs, disrupting the replication and transcription processes, ultimately leading to cell death. Amsacrine exhibits a broad spectrum of activity against various types of cancer, particularly in hematological malignancies. The compound is known for its ability to induce apoptosis in cancer cells, making it a valuable tool in chemotherapy regimens. In terms of physical properties, amsacrine is typically presented as a yellow to orange crystalline solid, and it is soluble in organic solvents but has limited solubility in water. Its mechanism of action involves the inhibition of topoisomerase II, an enzyme crucial for DNA unwinding during replication. While effective, amsacrine can also exhibit side effects, including myelosuppression and cardiotoxicity, necessitating careful monitoring during treatment. Overall, amsacrine represents an important compound in the field of oncology, contributing to the development of targeted cancer therapies.
Formula:C21H19N3O3S
InChI:InChI=1S/C21H19N3O3S/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)
InChI key:InChIKey=XCPGHVQEEXUHNC-UHFFFAOYSA-N
SMILES:O=S(=O)(NC1=CC=C(NC=2C=3C=CC=CC3N=C4C=CC=CC42)C(OC)=C1)C
- Synonyms:
- 4'-(9-Acridinylamino)methanesulfon-m-anisidide
- Acridinylanisidide
- Amekrin
- Amerkin
- Amsa
- Amsacrin
- Amsacrina
- Amsalyo
- Amsidil
- Amsidine
- See more synonyms
- Amsidyl
- Ci 880
- Lamasine
- Methanesulfonamide, N-(4-(9-acridinylamino)-3-methoxyphenyl)-
- N-[4-(9-Acridinylamino)-3-methoxyphenyl]methanesulfonamide
- N-[4-(Acridin-9-ylamino)-3-(methyloxy)phenyl]methanesulfonamide
- N-[4-(acridin-9-ylmethyl)-3-methoxyphenyl]methanesulfonamide
- Nsc 156303
- Nsc 249992
- Ph 006888
- Sn 11841
- Sn 21429
- m-AMSA
- m-Amsacrine