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SML2771

Sigma-Aldrich

Amonafide

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H17N3O2
CAS Number:
69408-81-7
Molecular Weight:
283.33
MDL number:
MFCD00866438
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

InChI

1S/C16H17N3O2/c1-18(2)6-7-19-15(20)12-5-3-4-10-8-11(17)9-13(14(10)12)16(19)21/h3-5,8-9H,6-7,17H2,1-2H3

InChI key

UPALIKSFLSVKIS-UHFFFAOYSA-N

Biochem/physiol Actions

Amonafide, a naphthalimides DNA intercalator, is a potent topoisomerase II inhibitor that inhibits tumor proliferation and progression. It appears that Amonafide inhibits melanoma progression through inhibition of the AKT/mTOR signaling pathway.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Design and synthesis of DNA-intercalative naphthalimide-benzothiazole/cinnamide derivatives: cytotoxicity evaluation and topoisomerase-IIa inhibition
Sankara Rao N, Nagesh N, Lakshma Nayak V, Sunkari S, Tokala R, Kiranmai G, Regur P, et al
MedChemComm, 10, 72-79 (2018)
Ciara L Freeman et al.
Expert review of hematology, 5(1), 17-26 (2012-01-26)
Development of the novel topoisomerase II inhibitor, amonafide, began almost 40 years ago. The drug was selected for further investigation owing to evidence of marked antineoplastic efficacy in preclinical models of cancer. When its usefulness in the treatment of various
Yingyi Ye et al.
Cancer management and research, 11, 2339-2348 (2019-04-10)
Human melanoma is a malignant tumor originated from melanocytes with high invasion, metastasis, and poor prognosis. In this study, the effects of naphthalimides UNBS5162 and amonafide on the properties of proliferation and apoptosis in human melanoma cells were confirmed. Cell

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