| Identification | Back Directory | [Name]
Amonafide | [CAS]
69408-81-7 | [Synonyms]
FA-142
AS1413
MFA-142
QuinaMed
Xanafide
sc-207283
AMONAFIDE
Nafidimide
NSC-308847
NCI 308847
MADE-FA 142
NSC308847,AS1413
AS-1413(Amonafide)
AMonafide (AS1413)
Amonafide USP/EP/BP
AMonafide dihydrochloride
3-Amino-N-(2-dimethylaminoethyl)-1,8-naphthalimide
5-Amino-2-[2-(dimethylamino)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione
1H-Benz[de]isoquinoline-1,3(2H)-dione, 5-amino-2-[2-(dimethylamino)ethyl]-
AMONAFIDE DIHYDROCHLORIDE,1H-BENZ[DE]ISOQUINOLINE-1,3(2H)-DIONE, 5-AMINO-2-[2-(DIMETHYLAMINO)ETHYL]- | [Molecular Formula]
C16H17N3O2 | [MDL Number]
MFCD00866438 | [MOL File]
69408-81-7.mol | [Molecular Weight]
283.32 |
| Chemical Properties | Back Directory | [Melting point ]
162-164°C | [Boiling point ]
500.2±35.0 °C(Predicted) | [density ]
1.306±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
8.83±0.28(Predicted) | [color ]
Yellow to Dark Yellow |
| Hazard Information | Back Directory | [Chemical Properties]
Brownish Yellow Solid | [Uses]
Amonafide is a DNA intercalator and topoisomerase II inhibitor in clinical development for the treatment of neoplastic diseases. Antitumor agent. | [Hazard]
A poison | [Definition]
ChEBI: 5-amino-2-[2-(dimethylamino)ethyl]benzo[de]isoquinoline-1,3-dione is a member of isoquinolines. | [Biological Activity]
amonafide is a novel topoisomerase ii inhibitor. topoisomerase ii plays critical roles including dna transcription, replication and chromosome segregation. though the biological functions of topoisomerase ii are important for insuring genomic integrity, the ability to interfere with topoisomerase ii and generate enzyme mediated dna damage is an effective strategy for cancer chemotherapy. | [in vitro]
amonafide intercalated with dna and disrupted the loading of topoisomerases. in contrast to the classic agents, amonafide was found to induce higher molecular weight fragmentation, resulting in the apoptosis without dna cleavage. amonafide was found to act in an atp-independent manner and seemed unlikely to induce the chromosome translocations associated with treatmentinduced leukemia [1]. | [in vivo]
amonafide was found to be able to inhibit ip l1210 leukemia, with optimal increased life spans (ils) of 61% to 106% following single 16 mg/kg dosing on days 1 to 9. similar efficacy was noted against ip p388 murine leukemia and the sc implanted l1210 leukemia. additionally, amonafide demonstrated activity against two nonleukemic ip implanted murine tumors, the m5076 sarcoma and the b16 melanoma [2]. | [IC 50]
4.67, 2.73, and 6.38 for ht-29, hela, and pc3 cells, respectively | [storage]
Store at -20°C | [References]
[1] freeman cl,swords r,giles fj. amonafide: a future in treatment of resistant and secondary acute myeloid leukemia expert rev hematol.2012 feb;5(1):17-26.
[2] saez r,craig jb,kuhn jg,weiss gr,koeller j,phillips j,havlin k,harman g,hardy j,melink tj, et al. phase i clinical investigation of amonafide. j clin oncol.1989 sep;7(9):1351-8. |
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