| Identification | Back Directory | [Name]
Ametantrone | [CAS]
64862-96-0 | [Synonyms]
HAQ
CS-1411
NSC-287513
NSC 196473
NSC 290813
Ametantrone
Ametantrone, >=98%
ametantrone diacetate.
AMetantrone(NSC 196473)
1,4-BIS(2-(2-HYDROXYETHYLAMINO)ETHYLAMINO)ANTHRACENE-9,10-DIOL
1,4-Bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-9,10-anthraquinone
9,10-Anthracenedione,1,4-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-
CI-881;NSC 196473;NSC 287513;NSC-196473;NSC-287513;AMETANTRONE DIACETATE. | [Molecular Formula]
C22H28N4O4 | [MDL Number]
MFCD00723741 | [MOL File]
64862-96-0.mol | [Molecular Weight]
412.48 |
| Chemical Properties | Back Directory | [Melting point ]
156-158 °C | [Boiling point ]
531.92°C (rough estimate) | [density ]
1.2344 (rough estimate) | [refractive index ]
1.6500 (estimate) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: soluble | [form ]
A crystalline solid | [pka]
14.47±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
Ametantrone is an inhibitor of topoisomerase II. It induces double-strand breaks in SV40 DNA in the presence, but not absence, of topoisomerase II and induces single-strand breaks in DNA in NCI H187 cells. It also induces interstrand DNA cross-links in HeLa S3 cells at a minimum concentration of 4.1 μM. Ametantrone is cytotoxic to NCI H187 and HL-60 cells (IC50s = 112 and 0.44 μM, respectively). It inhibits tumor growth in a Ridgway osteogenic sarcoma mouse model when administered at a dose of 5 mg/kg, however, it increases tumor growth in mouse models of mammary adenocarcinoma and colon adenocarcinoma 11a. | [Uses]
Ametantrone (NSC 196473) is an antitumor agent that intercalates into DNA and induces topoisomerase II (TOP2)-mediated DNA break[1]. | [References]
[1] Lee CH, et al. Anthracenedione-methionine conjugates are novel topoisomerase II-targeting anticancer agents with favorable drug resistance profiles. Biochem Pharmacol. 2012;83(9):1208-1216. DOI:10.1016/j.bcp.2012.01.025 |
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