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Safety Information

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML2771-VAR:
SML2771-25MG:
SML2771-BULK:
SML2771-5MG:

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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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
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)
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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