1334715-61-5

Basic information

• Product Name: tert-butyl 6-(4-(1,3,2-dithiarsolan-2-yl)phenylamino)-6-oxohexylcarbamate
• Synonyms: tert-butyl 6-(4-(1,3,2-dithiarsolan-2-yl)phenylamino)-6-oxohexylcarbamate
• CAS NO: 1334715-61-5
• Molecular Weight: 472.504
• Mol File: 1334715-61-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: tert-butyl 6-(4-(1,3,2-dithiarsolan-2-yl)phenylamino)-6-oxohexylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 6-(4-(1,3,2-dithiarsolan-2-yl)phenylamino)-6-oxohexylcarbamate(1334715-61-5)
• EPA Substance Registry System: tert-butyl 6-(4-(1,3,2-dithiarsolan-2-yl)phenylamino)-6-oxohexylcarbamate(1334715-61-5)

Safety Data

• Hazardous Substances Data: 1334715-61-5(Hazardous Substances Data)

Upstream product

• 1122-90-3 4-aminophenylarsenoxide 
• 60-32-2 6-aminohexanoic acid 
• 6404-29-1 6-(tert-butoxycarbonylamino)hexanoic acid 
• 5577-20-8 4-(1,3,2-dithiocycloarsenic-2-yl)aniline 
• 98-50-0 p-aminophenylarsonic acid 

Downstream Products

• 1334715-64-8 N-(4-(1,3,2-dithiarsolan-2-yl)phenyl)-6-aminohexanamide 
• 1334715-70-6 NPE 
• 1334715-67-1 N-(4-(1,3,2-dithiarsolan-2-yl)phenyl)-6-(6-bromo-7-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)hexanamide 
• 1415729-98-4 N-[4-(1,3,2-dithiarsolan-2-yl)phenyl]-6-[(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino]hexanamide 

Relevant articles and documents

Structural Modification of Aminophenylarsenoxides Generates Candidates for Leukemia Treatment via Thioredoxin Reductase Inhibition

Upregulation of the selenoprotein thioredoxin reductase (TrxR) is of pathological significance in maintaining tumor phenotypes. Thus, TrxR inhibitors are promising cancer therapeutic agents. We prepared different amino-substituted phenylarsine oxides and evaluated their cytotoxicity and inhibition of TrxR. Compared with our reported p-substituted molecule (8), the o-substituted molecule (10) shows improved efficacy (nearly a fourfold increase) to kill leukemia HL-60 cells. Although the compounds 8 and 10 display similar potency to inhibit the purified TrxR, the o-substitution 10 exhibits higher potency than the p-substitution 8 to inhibit the cellular TrxR activity. Molecular docking results demonstrate the favorable weak interactions of the o-amino group with the TrxR C-terminal active site. Efficient inhibition of TrxR consequently induces the oxidative stress-mediated apoptosis of cancer cells. Silence of the TrxR expression sensitizes the cells to the arsenic compound treatment, further supporting the critical involvement of TrxR in the cellular actions of compound 10.

Versatile probes for the selective detection of vicinal-dithiol-containing proteins: Design, synthesis, and application in living cells

Endogenous vicinal-dithiol-containing proteins (VDPs) that have two thiol groups close to each other in space play a significant importance in maintaining the cellular redox microenvironment. Approaches to identify VDPs mainly rely on monitoring the different concentration of monothiol and total thiol groups or on indirect labeling of vicinal thiols by using p-aminophenylarsenoxide (PAO). Our previous work has reported the direct labeling of VDPs with a highly selective receptor PAO analogue, which could realize fluorescence detection of VDPs directly in living cells. Herein, we developed a conjugated approach to expand detectable tags to nitrobenzoxadiazole (NBD), fluorescein, naphthalimide, and biotin for the synthesis of a series of probes. Different linkers have also been introduced toward conjugation of VTA2 with these functional tags. These synthesized flexible probes with various features will offer new tools for the potential identification and visualization of vicinal dithiols existing in different regions of VDPs in living cells. These probes are convenient tools for proteomics studies of various disease-related VDPs and for the discovery of new drug targets. Copyright