32393-32-1

Usage

Uses

Used in Cancer Prevention and Treatment Applications:
1-PHENYLETHYL ISOTHIOCYANATE is used as a chemoprotective agent for its ability to inhibit the activation of carcinogens and induce apoptosis in cancer cells, making it a potential candidate for cancer prevention and treatment.
Used in Pharmaceutical Industry:
1-PHENYLETHYL ISOTHIOCYANATE is used as a bioactive compound for its potential applications in the development of new drugs and therapies targeting cancer, due to its anti-carcinogenic properties.
Used in Nutritional Supplements:
1-PHENYLETHYL ISOTHIOCYANATE is used as a dietary supplement for its health benefits, particularly in promoting cancer prevention and overall well-being, as it can be found in cruciferous vegetables that are part of a healthy diet.
Used in Agricultural Research:
1-PHENYLETHYL ISOTHIOCYANATE is used as a subject of study in agricultural research to understand the role of glucosinolates in plant defense mechanisms and to potentially enhance the nutritional value of cruciferous vegetables through selective breeding or genetic modification.

Upstream product

• 100-42-5 styrene 
• 540-72-7 sodium thiocyanide 
• 60211-92-9 (2-iodo-1-isothiocyanato-ethyl)-benzene 
• 592-85-8 mercury(II) thiocyanate 
• 585-71-7 (1-bromoethyl)benzne 
• 75-15-0 carbon disulfide 
• 618-36-0 rac-methylbenzylamine 
• 98-85-1 1-Phenylethanol 
• 17356-08-0 thiourea 
• 202061-61-8 2-phenylpropanohydroximoyl chloride 
• 7664-93-9 sulfuric acid 
• 557-42-6 zinc(II) thiocyanate 
• 672-65-1 (1-chloroethyl)benzene 
• 1268136-35-1 N,N-dimethyl-N'-(1-phenylethyl)acetimidamide 

Downstream Products

• 76176-60-8 N,N-dimethyl-N'-(1-phenyl-ethyl)-thiourea 
• 74787-95-4 1-Cyclohexyl-1-(2-hydroxy-ethyl)-3-(1-phenyl-ethyl)-thiourea 
• 64551-88-8 (+/-)-N-(1-phenylethyl)thioacetamide 
• 61079-02-5 4r-methyl-4,5c-diphenyl-oxazolidine-2-thione 
• 61079-02-5 4r-methyl-4,5t-diphenyl-oxazolidine-2-thione 
• 74548-48-4 1,1-Bis-(2-hydroxy-ethyl)-3-(1-phenyl-ethyl)-thiourea 
• 61290-89-9 1-Allyl-3-(1-phenyl-ethyl)-thiourea 
• 74548-49-5 1-(3-Hydroxy-propyl)-3-(1-phenyl-ethyl)-thiourea 
• 131156-76-8 4-Methyl-4-phenylthiazolidine-2,5-dithione 
• 116986-60-8 5-Amino-3-morpholin-4-yl-[1,2,4]triazole-1-carbothioic acid (1-phenyl-ethyl)-amide 
• 132141-50-5 3,5-diphenyl-5-methyldithiohydantoin 
• 90698-08-1 (η-cyclopentadienyl)bis(4-methylphenyl)-N-(1-phenylethyl)thio-4-methylbenzamidatozirconium 
• 874288-85-4 5-(1-phenyl-ethylamino)-thiazole-4-carboxylic acid ethyl ester 
• 71432-30-9 N-(1-phenylethyl)-4,5-dihydro-1,3-thiazol-2-amine 

Relevant academic research and scientific papers

Na2S2O8-mediated efficient synthesis of isothiocyanates from primary amines in water

We have developed two green, practical, and efficient procedures, including a one-pot one, to synthesize isothiocyanates from amines and carbon disulfide via desulfurization with sodium persulfate. Water is used as the solvent. Basic conditions are necessary for good chemoselectivity for isothiocyanates. Structurally diverse linear and branched alkyl amines and aryl amines are readily converted to isothiocyanates by the two procedures in satisfactory yields. Halogens, benzylic C-H bonds, methylthio, nitro, ester, alkenyl, electron-rich or -deficient (hetero)aryls, acetylenyl, and even phenolic and alcoholic hydroxyls are well tolerated. The one-pot procedure in water can also be used to realize the preparation of chiral isothiocyanates from chiral amines, and the modification of bioactive structures with free amino groups. In large-scale preparation, simple and practical purification procedures independent of column chromatography are developed.

Reaction of Thiocarbonyl Fluoride Generated from Difluorocarbene with Amines

The reaction of thiocarbonyl fluoride, generated from difluorocarbene, with various amines under mild conditions is described. Secondary amines, primary amines, and o-phenylenediamines are converted to thiocarbamoyl fluorides, isothiocyanates, and difluoromethylthiolated heterocycles, respectively. Thiocarbamoyl fluorides were further transformed into trifluoromethylated amines by using a one-pot process. Thiocarbonyl fluoride is generated in situ and is rapidly fully converted in one pot under mild conditions; therefore, no special safety precautions are needed.

Contrasting Reactivity of CS2 with Cyclic vs. Acyclic Amidines

The interaction between carbon dioxide (CO2) and amidines such as 1,8-diazabicyclo[5.4.0]undecane (DBU) has been extensively studied, but the reaction of isovalent CS2 with such bases has been largely ignored, apart from a single crystallography report. Acyclic acetamidines are cleaved by CS2 at room temperature to give an isothiocyanate and a thioacetamide. Because the pathway to that cleavage involves a rotation that is difficult for cyclic amidines, the reaction of CS2 with cyclic amidines produces an entirely different product: a cyclic carbamic carboxylic trithioanhydride structure. The path to that product involves sp3 C-H activation leading to the formation of a new C-C bond at a carbon α to the central carbon of the amidine group. Alkylation and ring-opening of the cyclic carbamic carboxylic trithioanhydride has also been demonstrated under ambient conditions.

Multiple binding modes of isothiocyanates that inhibit macrophage migration inhibitory factor

Macrophage migration inhibitory factor (MIF) is a pleiotropic cytokine that has roles in the innate immune response, and also contributes to inflammatory disease. While the biological properties of MIF are closely linked to protein-protein interactions, M

ISOTHIOCYANATE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF

Provided herein are compositions of matter and pharmaceutical compositions thereof, for use in inhibiting the growth of various microbial pathogens, including bacteria, fungi, protozoa, and viral pathogens. Also provided herein are methods of treating microbial diseases/infections and cancer with the compositions. The compositions are additionally useful in wood preservation and food preservation by inhibition of microbial growth.

Synthesis and spectroscopic analysis of substituted 2-aminothiazolines

2-Aminothiazolines can exist in two tautomeric species, amino and imino forms, which can theoretically exist as two stereoisomers. Several methods and techniques have been used to evaluate tautomeric process, but in this case 15N NMR spectrosco

Microwave-assisted synthesis of alkyl thiocyanates

Microwave irradiation accelerated the reaction of t-alkyl, allyl, and benzyl halides with Zn(SCN)2 to afford thiocyanates in excellent yields and high selectivity with the formation of isothiocyanates only in minor proportions. Because thiocyanates are stable intermediates to thiols, the method also affords facile access to corresponding thiols.

2-Chloro-1-methylpyridinium iodide, an efficient reagent for the conversion of alcohols into alkyl thiocyanates both under solvent and solvent-free conditions

A new application of the Mukaiyama reagent for the simple phosphine-free conversion of alcohols into the corresponding alkyl thiocyanates is described. This transformation can be achieved either in acetonitrile or under solvent-free conditions and the products obtained in good to excellent yields. The solvent-free procedure described here is the first report on the solvent-free thiocyanation of alcohols.

A general and facile one-pot process of isothiocyanates from amines under aqueous conditions

A general and facile one-pot protocol for the preparation of a broad range of alkyl and aryl isothiocyanates has been developed from their corresponding primary amines under aqueous conditions. This synthetic process involves an in situ generation of a dithiocarbamate salt from the amine substrate by reacting with CS2 followed by elimination to form the isothiocyanate product with cyanuric acid as the desulfurylation reagent. The choice of solvent is of decisive importance for the successful formation of the dithiocarbamate salt particularly for highly electron-deficient substrates. This novel and economical method is suitable for scale-up activities.