Amonafide

Synonym(s):5-Amino-2-[2-(dimethylamino)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione;AS1413;FA 142;Nafidimide;NSC 308847

CAS NO.：69408-81-7
Empirical Formula: C16H17N3O2
Molecular Weight: 283.33
MDL number: MFCD00866438
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 20:33:22

What is Amonafide?

Chemical properties

Brownish Yellow Solid

The Uses of Amonafide

Amonafide is a DNA intercalator and topoisomerase II inhibitor in clinical development for the treatment of neoplastic diseases. Antitumor agent.

What are the applications of Application

Amonafide is a DNA intercalator and topoisomerase II inhibitor

Definition

ChEBI: 5-amino-2-[2-(dimethylamino)ethyl]benzo[de]isoquinoline-1,3-dione is a member of isoquinolines.

Hazard

A poison

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].

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.

Properties of Amonafide

Melting point:	162-164°C
Boiling point:	500.2±35.0 °C(Predicted)
Density	1.306±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,2-8°C
solubility	DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	8.83±0.28(Predicted)
color	Yellow to Dark Yellow

Safety information for Amonafide

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.