3694-47-1

Upstream product

• 333-20-0 potassium thioacyanate 
• 100-14-1 4-nitrobenzyl chloride 
• 7409-30-5 p-nitrobenzylamine 
• 96989-50-3 di-2-pyridyl thionocarbonate 
• 13287-49-5 4-Nitro-benzylthiocyanat 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 75-15-0 carbon disulfide 
• 17271-88-4 p-nitrobenzyl azide 
• 603-35-0 triphenylphosphine 

Downstream Products

• 101092-83-5 N,N'-bis-(4-nitro-benzyl)-thiourea 
• 1022171-50-1 N-(4-nitrobenzyl)-5-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,4-oxadiazol-2-amine 
• 659741-11-4 N-(2-hydroxyethyl)-N'-(4-nitrophenylmethyl)thiourea 
• 61290-81-1 1-(2-Hydroxy-ethyl)-1-methyl-3-(4-nitro-benzyl)-thiourea 
• 59554-33-5 N-(4-nitrophenylmethyl)thiourea 

Relevant academic research and scientific papers

Differentiating Antiproliferative and Chemopreventive Modes of Activity for Electron-Deficient Aryl Isothiocyanates against Human MCF-7 Cells

The consumption of Brassica vegetables provides beneficial effects through organic isothiocyanates (ITCs), products of the enzymatic hydrolysis of glucosinolate secondary metabolites. The ITC l-sulforaphane (l-SFN) is the principle agent in broccoli that demonstrates several modes of anticancer action. While the anticancer properties of ITCs like l-SFN have been extensively studied and l-SFN has been the subject of multiple human clinical trials, the scope of this work has largely been limited to those derivatives found in nature. Previous studies have demonstrated that structural changes in an ITC can lead to marked differences in a compound's potency to 1) inhibit the growth of cancer cells, and 2) alter cellular transcriptional profiles. This study describes the preparation of a library of non-natural aryl ITCs and the development of a bifurcated screening approach to evaluate the dose- and time-dependence on antiproliferative and chemopreventive properties against human MCF-7 breast cancer cells. Antiproliferative effects were evaluated using a commercial MTS cell viability assay. Chemopreventive properties were evaluated using an antioxidant response element (ARE)-promoted luciferase reporter assay. The results of this study have led to the identification of 1) several key structure–activity relationships and 2) lead ITCs for continued development.

Electron-transfer induced rearrangement of thiocyanate to isothiocyanate

Benzyl thiocyanates with an electron-withdrawing group (1a, 1b) and 9- fluorenyl thiocyanate (1e) rearrange to the corresponding isothiocyanate (2) under 9,10-diphenylanthracene (DPA) sensitization. The rearrangement would proceed via carbon-sulfur bond cleavage in an anion radical of 1 produced by photoinduced electron transfer, followed by back electron transfer to DPA·+ and recombination of the resulting radical or ion pair.

2,4-Bisimino-1,3-diazetidines: Iminophosphoranes, Carbodiimides and Related Betaines

Iminophosphoranes 2 and 3 derived from 4-amino-6-methyl-3-methylthio-4,5-dihydrotriazin-5-one react with primary isocyanates or isothiocyanates to give the betaines 8 and 9, respectively; however, the reaction with isopropyl and tert-butyl isocyana

Substitution Reaction of Organic Halide by Trimethylsilyl Isothiocyanate: Formation of Thiocyanate and Its Rearrangement to Isothiocyanate

The reaction of organic halide with trimethylsilyl isothiocyanate (TMSTC) gave thiocyanate 1 and its isomerized isothiocyanate 2.Details of the substitution and the isomerization reactions were examined.