1075-21-4

Usage

Uses

Used in Pharmaceutical Industry:
5-Phenylisothiazole is used as a key intermediate in the synthesis of various pharmaceuticals, leveraging its chemical reactivity and structural attributes to facilitate the creation of diverse medicinal compounds.
Used in Organic Synthesis:
As a building block in organic synthesis, 5-Phenylisothiazole is utilized for the development of complex organic molecules, contributing to the advancement of chemical research and the discovery of new chemical entities.
Used in Antimicrobial and Antifungal Applications:
5-Phenylisothiazole has been studied for its potential biological activities, including its antimicrobial and antifungal properties, making it a candidate for applications in sanitization and preservation in various industries.
Used in Material Science:
Due to its unique structure and properties, 5-Phenylisothiazole has been investigated for its potential use in the development of novel materials, which could have applications in a range of fields including coatings, adhesives, and composites.
Used in Organic Electronic Devices:
5-PHENYLISOTHIAZOLE's electronic properties have made it a subject of interest for the development of organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic solar cells, where its incorporation could enhance device performance and efficiency.

Upstream product

• 33603-87-1 β-chlorocinnamaldehyde 
• 119858-08-1 3-phenyl-3-thiocyanatoacrylaldehyde 
• 1826-11-5 2-phenylthiazole 
• 24301-15-3 β-N,N-dimethylaminovinyl phenyl thioketone 
• 136809-07-9 1-tert-butyl-4-phenyl-1-aza-1,3-butadiene 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 39812-71-0 3-chloro-3-phenyl-1-prop-2-en-1-yliden-dimethyliminium perchlorate 
• 98-86-2 acetophenone 
• 33603-87-1 (Z)-3-chloro-3-phenyl-2-propenal 

Downstream Products

• 38769-66-3 2-(2-oxo-2-phenyl-ethyl)-5-phenyl-isothiazolium; bromide 
• 30162-68-6 2-methyl-5-phenyl-4-isothiazolin-3-thione 
• 95117-68-3 5-phenylisothiazol-3(2H)-one-1,1-dioxide 
• 97148-23-7 3,6,6-Triphenyl-2-thia-1-aza-bicyclo[3.2.0]hept-3-en-7-one 
• 1826-13-7 5-phenylthiazole 
• 1826-12-6 4-phenyl-thiazole 
• 10514-34-8 3-phenylisothiazole 
• 284680-72-4 4-bromo-5-phenylisothiazole 
• 284680-73-5 4-deuterio-5-phenylisothiazole 
• 119871-52-2 3-(Dimethylamino)-5-phenyl-1,2-thiazol-1,1-dioxid 
• 119871-51-1 5-Phenyl-2-(N-phenylcarbamoyl)-1,2-thiazol-3-on-1,1-dioxid 
• 97148-29-3 Phenyl-(6-phenyl-2H-[1,3]thiazin-2-yl)-methanone 
• 97148-37-3 2-Benzoyl-7-chloro-4-phenyl-3-thia-1-aza-bicyclo[4.2.0]oct-4-en-8-one 
• 97148-34-0 2-Benzoyl-4,7,7-triphenyl-3-thia-1-aza-bicyclo[4.2.0]oct-4-en-8-one 

Relevant academic research and scientific papers

MTA-Cooperative PRMT5 Inhibitors

The present invention relates to compounds that inhibit Protein Arginine N-Methyl Transferase 5 (PRMT5) activity. In particular, the present invention relates to compounds, pharmaceutical compositions and methods of use, such as methods of treating cancer using the compounds and pharmaceutical compositions of the present invention.

Phototransposition chemistry of phenylisothiazoles and phenylthiazoles. 1. Interconversions in benzene solution

Phenylthiazoles 1-3 and phenylisothiazoles 4-6 undergo phototransposition in benzene solvent mainly by P5, P6, and P7 permutation pathways. Phenylisothiazoles 5 and 6 also transpose via a P4 permutation process to yield phenylthiazoles 2 and 3 in less than 1% yield. In benzene saturated with D2O, 2-phenylthiazole (1) and 5-phenylisothiazole (6) each phototranspose to yield 4-deuterio-3-phenylisothiazole (4-D-4) and 4-phenylthiazole (2) without deuterium incorporation. Irradiation of 4-phenylthiazole (2) under these conditions results in rapid photodeuteration to yield 2-deuterio-4-phenylthiazole (2-D-2), which subsequently phototransposes to 5-deuterio-3-phenylisothiazole (5-D-3). These experimental results can be rationalized by a mechanism involving initial electrocyclic ring closure and sigmatropic shift of sulfur around the four sides of the azetine ring. Rearomatization of each bicyclic intermediate thus allows sulfur to insert into each position in the carbon-nitrogen sequence. As a consequence, these compounds divide into a tetrad in which isomers 1, 2,4, and 6 interconvert mainly via P5, P6, and P7 pathways and a dyad of two compounds in which 3 phototransposes to 5 via P5 and P7 pathways. Within the tetrad, BC-6, the bicyclic intermediate derived from 5-phenylisothiazoles (6), is postulated to undergo deuteration with simultaneous sigmatropic shift of sulfur when the reaction is carried out in benzene-D2O. This mechanistic view provides one coherent interpretation for the observed phototransposition and photodeuteration reactions.

ADDITION REACTION OF SULFUR DICHLORIDE TO FUNCTIONALIZED IMINES DIRECTED TOWARD HETEROCYCLIC SYNTHESIS

Although it was shown that the reactions of sulfur dichloride (SCl2) with imines 1a-c or with the azine 14 gave rise to very unstable 1:1 adducts, 1-aza- and 2-azabutadienes, 5 and 10, reacted with SCl2 to afford the isothiazoles 6 and the thiazoles 11, respectively, in high yields.Addition of SCl2 to heterocumulenes was also studied and the ketenimines 16 and diphenylketene 27 gave 1:1 adducts which were applied to heterocyclic synthesis as bifunctional reagents.Addition of SCl2 to these compounds was investigated by monitoring the reactions by 13C nmr spectroscopy.

THERMOLYSIS OF 1,3-DITHIOL-2-YL AZIDES AND THERMAL PROPERTIES OF THE RESULTING 1,4,2-DITHIAZINES

2-Substituted 1,3-dithiol-2-yl azides, on thermolysis in refluxing toluene, give 3-substituted 1,4,2-dithiazines wich thermally extrude sulfur atom of the 4-position selectively to yield 3-substituted isothiazoles, while 2-unsubstituted 1,3-dithiol-2-yl azides undergo both ring expansion yielding 1,4,2-dithiazines and peculiar thermal dissociation into 1,3-dithiol-2-ylidene carbenes and hydrogen azide.

New Synthesis of Isoxazoles and Isothiazoles. A Convenient Synthesis of Thioenaminones from Enaminones

The reaction of 1-aryl-3-(dimethylamino)-2-propene-1-ones (enaminones) and 1-aryl-3-(dimethylamino)-2-propene-1-thiones (thioenaminones) with hydroxylamine-O-sulfonic acid gave, respectively, isoxazoles in 76-84 percent yields and isothiazoles in 60-65 pe