14393-62-5

Basic information

• Product Name: 2-[(2,4-dinitrophenyl)sulfanyl]aniline
• Synonyms: 2-[(2,4-dinitrophenyl)thio]aniline
• CAS NO: 14393-62-5
• Molecular Formula: C₁₂H₉N₃O₄S
• Molecular Weight: 291.2826
• Mol File: 14393-62-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 449.5°C at 760 mmHg
• Flash Point: 225.6°C
• Density: 1.52g/cm³
• Vapor Pressure: 2.85E-08mmHg at 25°C
• Refractive Index: 1.716
• CAS DataBase Reference: 2-[(2,4-dinitrophenyl)sulfanyl]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2,4-dinitrophenyl)sulfanyl]aniline(14393-62-5)
• EPA Substance Registry System: 2-[(2,4-dinitrophenyl)sulfanyl]aniline(14393-62-5)

Safety Data

• Hazardous Substances Data: 14393-62-5(Hazardous Substances Data)

Usage

General Description

2-[(2,4-dinitrophenyl)sulfanyl]aniline, also known as dinitroaniline, is a chemical compound that consists of an aniline group (a benzene ring with an amino group) connected to a thiophenol group (a phenyl ring connected to a thiol group) with two nitro groups attached to the phenyl ring. It is commonly used as a herbicide to control grass and weed growth in various crops. Dinitroaniline works by inhibiting the polymerization of microtubules in plant cells, which disrupts cell division and growth, ultimately leading to the death of the plant. Despite its effectiveness as a herbicide, dinitroaniline is also considered to be highly toxic to aquatic organisms and may have detrimental effects on the environment if not used properly and according to regulations.

Upstream product

• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 52380-58-2 sodium 2-aminothiophenol 
• 137-07-5 2-amino-benzenethiol 
• 1373156-67-2 2-(benzo[d]thiazol-2-yl)phenyl 2,4-dinitrobenzenesulfonate 
• 1656-44-6 2,4-dinitrobenzenesulfonyl chloride 

Downstream Products

• 2227-87-4 N-(2-((2,4-dinitrophenyl)thio)phenyl)acetamide 
• 57106-90-8 2-hydroxy-2,4'-'dinitrodiphenyl sulphide 
• 861572-20-5 2-methylthio-2',4'-dinitrodiphenylamine 
• 133826-91-2 2-hydroxy-2',4-'dinitrodiphenyl sulphone 
• 1309863-58-8 {2-[(2,4-dinitrophenyl)thio]phenyl}hydrazine 
• 1309863-66-8 N'-{2-[(2,4-dinitrophenyl)thio]phenyl}-3-(4-methylpiperazin-1-yl)propanehydrazide 
• 1393520-11-0 N-(4-bromo-2-((2,4-dinitrophenyl)thio)phenyl)acetamide 
• 1393520-12-1 N-(2-((2,4-dinitrophenyl)thio)-4-iodophenyl)-acetamide 

Relevant articles and documents

Design of OFF/ON fluorescent thiol probes based on coumarin fluorophore

This paper presents a series of first- and second-generation click-modified coumarin-based fluorescent probes for thiols. These molecules demonstrate high turn-on fluorescent response and good selectivity towards aromatic thiols over other relevant reactive sulfur species, reactive oxygen species and common nucleophiles. Moreover, probe 1a can detect thiols in the reduced rabbit plasma sample. Therefore, this approach provides a particularly impressive tool for detecting thiol in biological systems. Science China Press and Springer-Verlag Berlin Heidelberg 2012.

A benzothiazole-based fluorescent probe for thiol bioimaging

This study reports a benzothiazole-based fluorescent probe with simple structure for thiols. This probe exhibited high on/off signal ratios and good selectivity toward thiols over other analytes, and was successfully applied to the imaging of thiols in living cells.

N-Acylaminophenothiazines: Neuroprotective agents displaying multifunctional activities for a potential treatment of Alzheimer's disease

We have previously reported the multifunctional profile of N-(3-chloro-10H-phenothiazin-10-yl)-3-(dimethylamino)propanamide (1) as an effective neuroprotectant and selective butyrylcholinesterase inhibitor. In this paper, we have developed a series of N-acylaminophenothiazines obtained from our compound library or newly synthesised. At micro- and sub-micromolar concentrations, these compounds selectively inhibited butyrylcholinesterase (BuChE), protected neurons against damage caused by both exogenous and mitochondrial free radicals, showed low toxicity, and could penetrate into the CNS. In addition, N-(3-chloro-10H-phenothiazin-10-yl)-2-(pyrrolidin-1-yl) acetamide (11) modulated the cytosolic calcium concentration and protected human neuroblastoma cells against several toxics, such as calcium overload induced by an l-type Ca2+-channel agonist, tau-hyperphosphorylation induced by okadaic acid and Aβ peptide.