2527-57-3Relevant articles and documents
Quantification of hydrogen sulfide and methanethiol and the study of their scavenging by biocides of the isothiazolone family
Frerot, Eric,Bagnoud, Alain,Cicchetti, Esmeralda
, p. 77 - 82 (2014)
A sensitive analytical method for the quantification of malodourous hydrogen sulfide (H2S) and methanethiol (CH3SH) was developed and validated. The method consisted of solidphase microextraction with concomitant in-fibre derivatisation of the mercaptan using N-ethylmaleimide. The adducts were analysed by GC-MS using a triple quadrupole in the selected reaction monitoring mode. The limits of detection of solutions of H2S and CH3SH in water were 100 and 10 ngL-1, respectively, below their odour-perception thresholds. The analytical method was used to show the scavenging effect of 1,2-benzisothiazol- 3(2H)-one (Proxel) and 2-methyl-4-isothiazolinone. The mechanism by which H2S and CH3SH are trapped with Proxel was studied by ultraperformance liquid chromatography (UPLC)-MS.
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
Jin, Wen Bin,Xu, Chen,Cheung, Qipeng,Gao, Wei,Zeng, Ping,Liu, Jun,Chan, Edward W.C.,Leung, Yun-Chung,Chan, Tak Hang,Wong, Kwok-Yin,Chen, Sheng,Chan, Kin-Fai
, (2020/04/30)
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.
Crucial role of selenium in the virucidal activity of benzisoselenazol- 3(2h)-ones and related diselenides
Pietka-Ottlik, Magdalena,Potaczek, Piotr,Piasecki, Egbert,Mlochowski, Jacek
experimental part, p. 8214 - 8228 (2011/03/19)
Various N-substituted benzisoselenazol-3(2H)-ones and their non-seleniumcontaining analogues have been synthesized and tested against selected viruses (HHV-1, EMCV and VSV) to determine the extent to which selenium plays a role in antiviral activity. The data presented here show that the presence of selenium is crucial for the antiviral properties of benzisoselenazol-3(2H)-ones since their isostructural analogues having different groups but lacking selenium either did not show any antiviral activity or their activity was substantially lower. The open-chain analogues of benzisoselenazol- 3(2H)-ones-diselenides also exhibited high antiviral activity while selenides and disulfides were completely inactive towards model viruses.
