FB2026_03 , released September 17, 2026
Chemical: amsacrine
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General Information
Name
amsacrine
FlyBase ID
FBch0000620
ChEBI Name
amsacrine
ChEBI ID
PubChem Name
Amsacrine
PubChem ID
Chemical Structure
Chemical structure of amsacrine
amsacrine
InChIKey

XCPGHVQEEXUHNC-UHFFFAOYSA-N

Definition (ChEBI)

ChEBI: Amsacrine is a sulfonamide that is N-phenylmethanesulfonamide substituted by a methoxy group at position 3 and an acridin-9-ylamino group at position 4. It exhibits antineoplastic activity. It has a role as an antineoplastic agent and an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor. It is a sulfonamide, a member of acridines and an aromatic ether.NCI Thesaurus (NCIt): Amsacrine is an aminoacridine derivative with potential antineoplastic activity. Although its mechanism of action is incompletely defined, amsacrine may intercalate into DNA and inhibit topoisomerase II, resulting in DNA double-strand breaks, arrest of the S/G2 phase of the cell cycle, and cell death. This agent's cytotoxicity is maximal during the S phase of the cell cycle when topoisomerase levels are greatest. In addition, amsacrine may induce transcription of tumor promoter p53 protein and block p53 ubiquitination and proteasomal degradation, resulting in p53-dependent tumor cell apoptosis.

Roles Classification (ChEBI)
Comment
Synonyms and Secondary IDs (26)
Synonyms
4'-(9-Acridinylamino)-3'-methoxymethanesulfonanilide
4'-(9-Acridinylamino)methanesulfon-m-anisidide
4'-(9-Acridinylamino)methanesulfon-meta-anisidide
4'-(9-Acridinylamino)methanesulphon-m-anisidide
51264-14-3
Acridinylanisidide
Amsacrina
Amsacrine
Amsacrinum
Amsidine
Lamasine
N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide
PubChem:2179
acridinylanisidide
amsidine
lamasine
pubchem:2179
Secondary FlyBase IDs
    References (3)