21277-98-5

Upstream product

• 159554-08-2 (Z)-3-(benzylsulfinyl)-N-phenylpropenamide 
• 17649-94-4 N-phenyl 3-benzoylpropionamide 
• 62-53-3 aniline 
• 1047-89-8 N,N'-Diphenyl-3,3'-dithiobis(propionsaeureamid) 
• 159553-98-7 (Z)-3-(benzenesulfanyl)-N-phenylpropenamide 
• 77052-33-6 5-benzoyl-2-phenyl-3-isothiazolinone 

Downstream Products

• 1027373-19-8 3-(2,6-Dichloro-phenyl)-5-phenyl-3a,6a-dihydro-1-oxa-6-thia-2,5-diaza-pentalen-4-one 
• 1291075-32-5 N-phenyl-3-(propyldisulfanyl)acrylamide 
• 68449-79-6 isothiazol-3-yl-phenyl-amine 
• 17583-18-5 3-phenylthiazole-2(3H)-one 
• 68449-70-7 3-chloro-2-phenyl-isothiazolium; chloride 
• 54415-04-2 4,4,5,5-tetrachloro-2-phenyl-isothiazolidin-3-one 

Relevant academic research and scientific papers

Isothiazolones; Thiol-reactive inhibitors of cysteine protease cathepsin B and histone acetyltransferase PCAF

Isothiazolones and 5-chloroisothiazolones react chemoselectively with thiols by cleavage of the weak nitrogen-sulfur bond to form disulfides. They show selectivity for inhibition of the thiol-dependent cysteine protease cathepsin B and the histone acetylt

Synthesis and antibacterial activity of isothiazolyl oxazolidinones and analogous 3(2H)-isothiazolones

The synthesis and antibacterial activity of several new 5-((3-oxoisothiazol-2(3H)-yl)methyl)-3-phenyloxazolidin-2-ones 8 and analogous 2-(4-substituted phenyl)-3(2H)-isothiazolones 3 and 4 substituted at 4 and/or 3-positions of the phenyl moiety with different groups of which some have shown to increase the antibacterial activity of both 3-aryl-2-oxazolidinones and 3(2H)-isothiazolones is described. The most active compounds were isothiazolyl oxazolidinones 8a,j with unsubstituted and 8b with 4-F substituted phenyl rings which showed activities higher than analogous 3(2H)-isothiazolones and comparable or superior to linezolid, vancomycin, and ciprofloxacin against some tested microorganisms. The change in position of F and/or the use of larger substituents gave compounds with reduced or no activity. Evaluation of cytotoxicity to mouse fibroblast (NIH/3T3) cells indicated that these compounds exhibit antibacterial activity at non-cytotoxic concentrations.

Synthesis and antibacterial activity of 2-(4-substituted phenyl)-3(2H)-isothiazolones

Several new and known 2-(4-substituted phenyl)-3(2H)-isothiazolone derivatives with or without chloro substituent at C-5 position were synthesized and their in vitro antibacterial activity against selected Gram-negative and Gram-positive bacteria were eva

Isothiazoles. Part 14: New 3-aminosubstituted isothiazole dioxides and their mono- and dihalogeno derivatives

3-Alkylamino- and 3-arylamino isothiazole dioxides unsubstituted at C-4 and C-5 were synthesized starting from dithiopropionic amides. Taking advantage of the direct chlorination during the cyclization process or realizing an addition-elimination process with bromine on the final 3-aminoisothiazole dioxide derivatives, the corresponding 5-chloro-, 4,5-dichloro- or the 4-bromoisothiazole dioxides could also be made available.

Facile synthesis of N-substituted isothiazol-3(2H)-ones using a hypervalent iodine(III) reagent

Treatment of N-substituted (Z)-3-(benzylsulfanyl)propenamides (4) with phenyliodine(III) bis(trifluoroacetate) containing trifluoroacetic acid resulted in an interrupted Pummerer-type reaction to give N-substituted isothiazol-3(2H)-ones (5) rather than th

1,3-Dipolar cycloaddition reactions of isothiazol-3(2H)-ones with nitrile oxides. An unexpected site selectivity of the carbonyl bond of 5-benzoyl-isothiazol-3(2H)-one

2,6-Dichlorobenzonitrile oxide (2a) reacts with isothiazolones 1a and 1b at the ethylenic double bond to give 4 via transformation of the primary cycloadducts 3. Mesitonitrile oxide (2b) adds preferentially to the carbonyl double bond of 1b yielding the m

A General Synthesis of N-Substituted Isothiazol-3(2H)-ones

A general route to the synthesis of N-substituted isothiazol-3(2H)-ones (4a-i) is described which proceeds via trichloroacetic acid-mediated ring closure of N-substituted (Z)-3-(benzylsulfinyl)propenamides (15a-i).

SYNTHESIS OF 2-SUBSTITUTED 3(2H)-ISOTHIAZOLONES FROM 2-SUBSTITUTED 5-AROYL-3(2H)-ISOTHIAZOLONES

2-Substituted 3(2H)-isothiazolones 3 have been prepared from 2-substituted 5-aroyl-3(2H)-isothiazolones 6, which are readily available from N-substituted 3-aroylpropionamides 5.The nucleophilic displacement on the 5-aroyl group was found to proceed easily and quantitatively when a benzene solution of compound 6 was stirred at room temperature either with 10percent sodium hydroxide solution or with solid sodium hydroxide.