40167-20-2Relevant articles and documents
Syntheses of carbocyclic uracil polyoxin C analogs: Application of Pd(0)/InI-allylation of 4-acetoxy-2-azetidinone
Cesario, Cara,Miller, Marvin J.
, p. 5730 - 5733 (2009)
(Figure Presented) Carbocyclic uracil polyoxin C analogs are prepared from an acylnitroso-derived hetero Diels-Alder cycloadduct in fewer than nine steps. Pd(0)/InI-mediated allylation of 4-acetoxy-2-azetidinone is used to install the β-amino acid side ch
Allicin-inspired thiolated fluoroquinolones as antibacterials against ESKAPE pathogens
Sheppard, Jordan G.,Long, Timothy E.
, p. 5545 - 5549 (2016/11/05)
Thiolated fluoroquinolones were synthesized from ciprofloxacin and evaluated for antimicrobial activity against a panel of pathogenic bacteria. Gram-positive species including methicillin-resistant Staphylococcus aureus (MRSA) exhibited the highest level of increased sensitivity toward ciprofloxacin bound with a N-propylthio substituent. Evidence was found that the antibiotics form disulfides with low molecular weight thiols in bacteria and potentiate generation of cytosolic reactive oxygen species (ROS). In final analysis, the enhanced anti-MRSA activity of thiolated fluoroquinolones was attributed to increased cell permeability and reaction with cytosolic thiols that yields an inactive disulfide metabolite and the parent drug ciprofloxacin as an inhibitor of DNA synthesis.
Preparation of 2-(2-cyanoethyl)sulfanyl-1H-isoindole-1,3-(2H)-dione and related sulfur-transfer agents
Klose, Jana,Reese, Colin B.,Song, Quanlai
, p. 14411 - 14416 (2007/10/03)
The title compound 3 and 4-[(2-cyanoethyl)sulfanyl]morpholine-3,5-dione 12 are both conveniently prepared in good yield from 2-cyanoethyl disulfide, which itself is readily prepared in one step from S-(2-cyanoethyl)isothiouronium chloride 4. In the same way, dimethyl and diphenyl disulfides are converted, into 2-methylsulfanyl- and 2-phenylsulfanyl-1H-isoindole-1,3-(2H)-diones 8a and 8b, respectively, also in good yields.