33319-86-7

Upstream product

• 33312-25-3 N,N'-bis-(4-chloro-phenyl)-3,3'-disulfanediyl-bis-propionamide 
• 106-47-8 4-chloro-aniline 
• 77052-34-7 5-benzoyl-2-p-chlorophenyl-3-isothiazolinone 

Downstream Products

• 64359-75-7 4-bromo-2-(4-chloro-phenyl)-isothiazol-3-one 

Relevant academic research and scientific papers

Bioisosteric investigation of ebselen: Synthesis and in vitro characterization of 1,2-benzisothiazol-3(2H)-one derivatives as potent New Delhi metallo-β-lactamase inhibitors

Carbapenem-resistant Enterobacteriaceae (CRE) producing New Delhi metallo-β-lactamase (NDM-1) cause untreatable bacterial infections, posing a significant threat to human health. In the present study, by employing the concept of bioisosteric replacement of the selenium moiety of ebselen, we have designed, synthesized and characterized a small compound library of 2-substituted 1,2-benzisothiazol-3(2H)-one derivatives and related compounds for evaluating their cytotoxicity and synergistic activity in combination with meropenem against the E. coli Tg1 (NDM-1) strain. The most promising compound 3a demonstrated potent synergistic activity against a panel of clinically isolated NDM-1 positive CRE strains with FICI as low as 0.09. Moreover, its IC50 value and inhibition mechanism were also confirmed by using the enzyme inhibition assay and the ESI-MS analysis respectively. Importantly, compound 3a has acceptable toxicity and is not a PAINS. Because of its structural simplicity and potent synergistic activity in combination with meropenem, we propose that compound 3a may be a promising meropenem adjuvant and a new series of such compounds may worth further investigations.

1,2-BENZISOSELENAZOL-3(2H)-ONE AND 1,2-BENZISOTHIAZOL-3(2H)-ONE DERIVATIVES AS BETA-LACTAM ANTIBIOTIC ADJUVANTS

Provided herein are compositions and methods useful in the treatment of beta-lactam antibiotic resistant bacteria.

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

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

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.