20013-15-4

Basic information

• Product Name: 2-((4-((4-aminophenyl)sulfonyl)phenyl)amino)-3-chloronaphthalene-1,4-dione
• Synonyms: 2-((4-((4-aminophenyl)sulfonyl)phenyl)amino)-3-chloronaphthalene-1,4-dione
• CAS NO: 20013-15-4
• Molecular Weight: 438.891
• Mol File: 20013-15-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-((4-((4-aminophenyl)sulfonyl)phenyl)amino)-3-chloronaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((4-((4-aminophenyl)sulfonyl)phenyl)amino)-3-chloronaphthalene-1,4-dione(20013-15-4)
• EPA Substance Registry System: 2-((4-((4-aminophenyl)sulfonyl)phenyl)amino)-3-chloronaphthalene-1,4-dione(20013-15-4)

Safety Data

• Hazardous Substances Data: 20013-15-4(Hazardous Substances Data)

Upstream product

• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 
• 80-08-0 dapsone 

Relevant articles and documents

A phenoxazine-based fluorescent chemosensor for dual channel detection of Cd2+ and CN? ions and its application to bio-imaging in live cells and zebrafish

A simple phenoxazine-based fluorescence chemosensor N-(4-((4-((5-oxo-5H-benzo [a]phenoxazin-6-yl)amino)phenyl)sulfonyl)phenyl)furan-2-carboxamide (NPC) was developed for discriminative detection of Cd2+ and CN? ions. This easily available chemosensor was synthesized by adding a furan-2-carboxamide group to a phenoxazine fluorophore and a phenyl sulfonyl chelating site. The sensor NPC exhibited turn-on fluorescence emission for Cd2+, and the obtained NPC–Cd2+ complex detected CN? via turn-off fluorescence response with 2:1 binding stoichiometry in CH3CN/H2O (99:1 v/v) medium by fluorescence spectroscopy. The detection limits of Cd2+ and CN? were 0.60 μM and 0.145 μM, respectively, which were significantly lower than the World Health Organization guidelines. The proposed mechanism of sensor NPC was additionally supported by NMR, FT-IR analyses, DFT and a UV/visible titration studies. Furthermore, the sensor NPC has been successfully demonstrated as a biomarker for detecting Cd2+ in live cells and zebrafish larvae.

Synthesis and Anticancer Evaluation of 1,4-Naphthoquinone Derivatives Containing a Phenylaminosulfanyl Moiety

1,4-Naphthoquinones are exceptional building blocks in organic synthesis and have been used to synthesize several well-known pharmaceutically active agents. Herein we report the synthesis, structural characterization, and biological evaluation of new phen

Mitochondria-targeted dual-channel colorimetric and fluorescence chemosensor for detection of Sn2+ ions in aqueous solution based on aggregation-induced emission and its bioimaging applications

Several fluorescence and colorimetric chemosensory for Sn2+ detection in an aqueous media have been reported, but applications remain limited for discriminative Sn2+ detection in live human cells and zebrafish larvae. Herein, a mitochondria-targeted Sn2+ “turn-on” colorimetric and fluorescence chemosensor, 2CTA, with an aggregation-induced emission (AIE) response was developed. The sensing of Sn2+ was enabled by a reduction-enabled binding pathway, with the conversion of –C?O groups to –C–OH groups at the naphthoquinone moiety. The color changed from light maroon to milky white in a buffered aqueous solution. The chemosensor 2CTA possessed the excellent characteristics of good water solubility, fast response (less than 10 s), and high sensitivity (79 nM) and selectivity for Sn2+ over other metal ions, amino acids, and peptides. The proposed binding mechanism was experimentally verified by means of FT-IR and NMR studies. The chemosensor 2CTA was successfully employed to recognize Sn2+ in live human cells and in zebrafish larvae. In addition, a colocalization study proved that the chemosensor had the ability to target mitochondria and overlapped almost completely with MitoTracker Red. Furthermore, a bioimaging study of live cells demonstrated the discriminative detection of Sn2+ in human cancer cells and the practical applications of 2CTA in biological systems.