2719-30-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Nitrophenyl Isocyanate is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its reactivity allows it to form a wide range of products, making it a valuable component in the development of new drugs.
Used in Synthesis of 2-Nitrophenyl(2-Pyridyl)thiourea:
2-Nitrophenyl Isocyanate is used as a reactant in the formation of 2-nitrophenyl(2-pyridyl)thiourea, which can be further utilized in the development of pharmaceutical compounds. The reaction with pyridin-2-ylamine results in the formation of this specific compound, showcasing the versatility of 2-Nitrophenyl Isocyanate in chemical synthesis.

InChI:InChI=1/C7H4N2O2S/c10-9(11)7-4-2-1-3-6(7)8-5-12/h1-4H

Upstream product

• 463-71-8 thiophosgene 
• 88-74-4 2-nitro-aniline 
• 31836-20-1 2-nitrophenyl chlorothioformate 
• 96989-50-3 di-2-pyridyl thionocarbonate 
• 75-15-0 carbon disulfide 
• 765922-76-7 o-phenyl (2-nitrophenyl)carbamothioate 
• 7677-24-9 trimethylsilyl cyanide 
• 7669-54-7 2-nitrobenzenesulfenyl chloride 

Downstream Products

• 22007-26-7 (2-nitro-phenyl)-thiocarbamic acid O-methyl ester 
• 100115-26-2 5-isopropyl-3-(2-nitro-phenyl)-2-thioxo-imidazolidin-4-one 
• 115231-34-0 [(S)-1-(2-nitro-phenyl)-5-oxo-2-thioxo-imidazolidin-4-yl]-acetic acid amide 
• 118726-97-9 [1-(2-nitro-phenyl)-5-oxo-2-thioxo-imidazolidin-4-yl]-acetic acid 
• 51039-84-0 N-(2-nitrophenyl)thiourea 
• 72602-73-4 2-nitrophenyl(phenyl)thiourea 
• 2509-10-6 3-(2-nitro-phenyl)-2-thioxo-imidazolidin-4-one 
• 114911-12-5 (S)-2-(2-nitro-phenyl)-3-thioxo-hexahydro-pyrrolo[1,2-c]imidazol-1-one 
• 96635-18-6 Cyclohexanon-(2)-thiocarbonsaeure-<2-nitro-anilid> 
• 92437-90-6 Benzoylthioessigsaeure-<2-nitro-anilid> 
• 3171-19-5 5-(2-nitro-anilino)-[1,2,4]thiadiazol-3-one 
• 99137-22-1 2-nitrophenyl (4-nitrophenyl)thiourea 
• 99137-28-7 2-nitrophenyl(t-butyl)thiourea 
• 99137-25-4 2-nitrophenyl-(2,4,6-trimethylphenyl)thiourea 

Relevant academic research and scientific papers

Preparation method of phenyl isothiocyanate derivative

The invention relates to a preparation method of a phenyl isothiocyanate derivative. The phenyl isothiocyanate derivative is prepared by the following preparation method: dissolving a phenyl chlorothioformate derivative and an aniline derivative in an organic solvent, taking cuprous iodide and a solid alkali as catalysts, performing heating reaction, and then performing purification to obtain thephenyl isothiocyanate derivative. According to the preparation method of the phenyl isothiocyanate derivative, disclosed by the invention, the raw materials are economical and easy to obtain; the yield of a target product obtained through one-step reaction is about 65-85%, and is greatly improved compared with that of a traditional phenyl thiochloroformate method. The preparation method disclosedby the invention can powerfully promote the production efficiency of phenyl isothiocyanate and derivatives thereof, and has a wide industrial prospect.

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.

One-pot three-component tandem reaction: Synthesis of aryl/alkyl cyanamides libraries and their further conversion into tetrazole derivatives

We have developed methodology for the synthesis of aryl/alkyl cyanamides from amines in one-pot four steps reaction using cheap, readily available and air stable copper source as catalyst under mild reaction conditions. We have also studied the application of cyanamides. In this connection, we could construct aryl tetrazolamine from cyanamides using click reaction.

Copper promoted desulfurization towards the synthesis of isothiocyanates

The cheap, readily available and air stable catalyst was used as the desulfurization agent for the conversion of aniline to isothiocyanates in one pot two step reaction under mild reaction conditions.

Cobalt mediated by desulfurization toward the synthesis of isothiocyanates

A highly efficient and simple protocol for the construction of aromatic and aliphatic isothiocyanates from their respective amines in the presence of cheap, readily available, and air-stable cobalt catalyst is described. All reactions were carried out under optimized reaction conditions and gave target products in good to excellent yields within shorter reaction time.

NOVEL BENZIMIDAZOLE BASED EGFR INHIBITORS

The present invention disclosed a novel EGFR inhibitor compound of formula (I), process for preparation thereof and methods of treating abnormal cell growth in mammals by administering the compounds of formula (I). Wherein, R= -H, 3-CH3, 4-NO2, 4-Cl, 2-CH3, 4-CH3, 4-Br, 4-F R1= -H, -4-OCH3, -4-NO2,-2-NO2, -4-Cl, -2,4,6-CH3, -4-CH3, -2-F,4-Br, -4-CF3, -4-S-CH3, -4-Cl,-3-CF3, -3-S-CH3, -3,5-CF3, -2-S-CH3, -3-CF3,-4-OCF3, -Si-(CH3)3, -Si-(C2H5)3, (CH3)2-Si- C2H5.

Synthesis of isothiocyanates by reaction of amines with phenyl chlorothionoformate via one-pot or two-step process

A facile and efficient synthesis of isothiocyanates from amines is described. This method involves the reaction of amines with phenyl chlorothionoformate in the presence of solid sodium hydroxide by either a one-pot process or a two-step approach. The one-pot process is useful for preparing alkyl and electron-rich aryl isothiocyanates, whereas the two-step approach is more versatile, working very well not only for alkyl and electron-rich aryl isothiocyanates, but also for highly electron-deficient aryl and heterocyclic isothiocyanates. Georg Thieme Verlag Stuttgart, New York.

Synthesis of 4,5-dihydroimidazo[5,1-c][1,4,2]benzodiazaphosphinines

Derivatives of a novel phosphoruscontaining heterocyclic system, 4,5-dihydroimidazo [5,1-c][1,4,2]benzodiazaphosphinine, have been prepared by the direct phosphorylation of 1-(2-(aroyl/alkyl)aminophenyl)-2- methylthioimidazole with dibromophenylphosphine

Synthesis and structure-activity relationships of novel phenylcyanoguanidine derivatives as potassium channel openers

3,5-Di-substituted phenylcyanoguanidine derivatives with halogen, cyano, and/or nitro groups at the 3- and 5-positions of the benzene ring exhibited very strong smooth muscle relaxation activity in vitro, as compared to pinacidil. Among them, N-(3-chloro-5-cyanophenyl)-N'-cyano-N''-tert- pentylguanidine (5s) showed 27-fold more potent activity than pinacidil, and exhibited a stronger and more lasting antihypertensive effect than pinacidil by oral administration to spontaneously hypertensive rats. We propose a new pharmacophore model in which the essential factors for binding to the potassium channel are an NH and a bulky alkyl group.