16322-23-9

Basic information

• Product Name: 4-nitro-7-(phenylsulfanyl)-2,1,3-benzoxadiazole
• CAS NO: 16322-23-9
• Molecular Formula: C₁₂H₇N₃O₃S
• Molecular Weight: 273.2673
• Mol File: 16322-23-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 476.1°C at 760 mmHg
• Flash Point: 241.7°C
• Density: 1.53g/cm³
• Vapor Pressure: 9.03E-09mmHg at 25°C
• Refractive Index: 1.731
• CAS DataBase Reference: 4-nitro-7-(phenylsulfanyl)-2,1,3-benzoxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitro-7-(phenylsulfanyl)-2,1,3-benzoxadiazole(16322-23-9)
• EPA Substance Registry System: 4-nitro-7-(phenylsulfanyl)-2,1,3-benzoxadiazole(16322-23-9)

Safety Data

• Hazardous Substances Data: 16322-23-9(Hazardous Substances Data)

Usage

General Description

4-nitro-7-(phenylsulfanyl)-2,1,3-benzoxadiazole is a compound with the chemical formula C13H8N4O3S. It is a benzoxadiazole derivative containing a nitro group, a benzene ring, and a sulfanyl group. 4-nitro-7-(phenylsulfanyl)-2,1,3-benzoxadiazole has a pale yellow to orange color and is mainly used as a fluorescent probe for the detection of zinc ions due to its selective binding affinity for zinc. It can also be utilized as a fluorescence chemosensor for the detection of nitroreductase activity in living cells. Additionally, it has potential applications in bioimaging and biomedical research due to its fluorescent properties and the ability to selectively bind to specific biomolecules.

Upstream product

• 35128-56-4 4-bromo-7-nitro-2,1,3-benzoxadiazole 
• 108-98-5 thiophenol 
• 17348-69-5 5-chlorobenzofurazan-1-oxide 
• 371-42-6 4-Fluorothiophenol 
• 10199-89-0 NBD chloride 
• 19155-86-3 5-chlorobenzo[c][1,2,5]oxadiazole 
• 1635-61-6 5-chloro-2-nitroaniline 
• 5714-17-0 5-chloro-4-nitrobenzo[c]-[1,2,5]oxadiazole 

Downstream Products

• 215818-24-9 4-Phenylthio-7-amino-2,1,3-benzoxadiazole 
• 16597-09-4 7-nitrobenzo[c][1,2,5]oxadiazole-4-thiol 
• 108-98-5 thiophenol 
• 53619-65-1 4-Phenylsulphinyl-7-nitrobenzofurazan 
• 53619-71-9 4-nitro-7-(phenylsulfonyl)benzo[c][1,2,5]oxadiazole 
• 215818-23-8 4-Phenylthio-7-benzoylamino-2,1,3-benzoxadiazole 
• 215818-22-7 4-Phenylthio-7-acetylamino-2,1,3-bemzoxadiazole 

Relevant articles and documents

Colorimetric analysis of malononitrile via the formation of a novel NBD-based CH-acidic dye

Malononitrile is a key starting material used in synthetic organic, medical, and industrial chemistry, but it is also a notorious cyanogenic toxicant. However, selective and sensitive analytical methods for this key chemical are rare. In this research, a

Synthesis and structure-activity relationship of new cytotoxic agents targeting human glutathione-S-transferases

The 6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)hexan-1-ol (NBDHEX, 1), a "suicide inhibitor" of the glutathione-S-transferase GSTP1-1, showed pro-apoptotic properties in tumor cells, but in vivo studies were limited by poor bioavailability and high af finity towards GSTM2-2, expressed in many noncancerous tissues. Here we describe the synthesis and biological characterization of new 1 analogs (2-40), in which the hydroxyhexyl portion at the C4-sulfur atom has been replaced with phenylcontaining moieties as well as substituted alkyl chains. Some of the new compounds displayed 10-100 times increased water-solubility (8, 11, 17, 26-28, 34, 35), and most of them showed higher GSTP1- 1 selectivity (2-20, 23-26, 31-33, 35) than 1. The presence of a phenyl ring with polar substituents is in general associated, with some exceptions (23, 24) to low cytotoxicity in osteosarcoma U-2OS cells. Differently, some alkyl derivatives possess cytotoxicity comparable (26, 34, 35) or higher (30, 32) than 1. Among the novel compounds, selected ones (26, 27, 34, and 35) deserve further investigation for their anticancer potential.

Discovery and synthesis of novel benzofurazan derivatives as inhibitors of influenza A virus

The identification of a novel hit compound inhibitor of the protein-protein interaction between the influenza RNA-polymerase PA and PB1 subunits has been accomplished by means of high-throughput screening. A small family of structurally related molecules