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Merck
CN

SML1660

Sigma-Aldrich

NA-17

≥98% (HPLC)

Synonym(s):

2-[2-(1,3-Benzodioxol-5-yl)ethyl]-6-[[3-(dimethylamino)propyl]amino]-1H-benz[de]isoquinoline-1,3(2H)-dione, 6-(1,3-Propanediamine-N,N-dimethyl-N’-)-N’’-(3,4-methylenedioxy-phenethylamin)-1,8-naphthalimide

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About This Item

Empirical Formula (Hill Notation):
C26H27N3O4
CAS Number:
1708948-28-0
Molecular Weight:
445.51
UNSPSC Code:
12352202
PubChem Substance ID:
329825999
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

powder

color

light yellow to orange

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CN(C)CCCNC1=CC=C(C(N(CCC2=CC=C(OCO3)C3=C2)C4=O)=O)C5=C4C=CC=C51

InChI

1S/C26H27N3O4/c1-28(2)13-4-12-27-21-9-8-20-24-18(21)5-3-6-19(24)25(30)29(26(20)31)14-11-17-7-10-22-23(15-17)33-16-32-22/h3,5-10,15,27H,4,11-14,16H2,1-2H3

InChI key

ACOYDEZACFFCPN-UHFFFAOYSA-N

Biochem/physiol Actions

NA-17 is a fluorescent naphthalimide that induces accumulation of activated p53 in mitochondria and nuclei of NSCLC cells.
NA-17 is a fluorescent naphthalimide that induces accumulation of activated p53 in mitochondria and nuclei of NSCLC cells. NA-17 reorganizes the Bak–Bcl-xl complex, promotes p53 phosphorylation without altering the expression of p53, induces cell cycle arrest at the G1 phase and apoptosis. NA-17 exhibits potent anticancer activities in multiple cancer cell lines showing low toxicity to normal cell lines.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
076M4604V

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