1128-67-2Relevant articles and documents
Tuneable Redox Chemistry and Electrochromism of Persistent Symmetric and Asymmetric Azine Radical Cations
Werr, Marco,Kaifer, Elisabeth,Wadepohl, Hubert,Himmel, Hans-J?rg
, p. 12981 - 12990 (2019)
Molecular organic radicals have been intensively studied in the last decades, due to their interesting optical, magnetic and redox properties. Here we report the synthesis and characterisation of persistent organic radicals from one-electron oxidation of redox-active azines (RAAs), composed of two guanidinyl or related groups. By connecting two different groups together, asymmetric compounds result. In this way a series of compounds with varying redox potential is obtained that could be oxidised reversibly to the mono- and the dicationic charge states. The accessible redox states were fully determined by chemical redox reactions. The standard Gibbs free energy change for disproportionation of the radical monocation into the dication and the neutral molecule in solution, estimated from cyclovoltammetric measurements, varies between 43 and 71 kJ mol?1. While the neutral RAAs absorb predominately UV light, the radical monocations display strong absorptions covering almost the entire visible region and extending for some compounds into the NIR region. A detailed analysis of this highly reversible electrochromism is presented, and the fast switching characteristics are demonstrated in an electrochromic test device.
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Riemschneider
, p. 683 (1958)
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3 - Methyl -2 - benzothiazolinone hydrazone hydrochloride salt and its hydrate synthesis method
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Paragraph 0016; 0017; 0018, (2019/01/08)
The present invention provides 3 - methyl - 2 - benzothiazolinone hydrazone hydrochloride salt and its hydrate synthesis method, which belongs to the field of organic synthesis. N - methylaniline with carbon disulfide reaction to obtain N - methyl - N - phenyl dithio-, then reaction with bromine 3 - methylbenzothiazol - 2 - thione, then reacting with hydrazine hydrate to produce 3 - methyl - 2 - benzothiazolinone hydrazone, subsequently react with hydrochloric acid to obtain 3 - methyl - 2 - benzothiazolinone hydrazone hydrochloride, recrystallization to obtain water in 3 - methyl - 2 - benzothiazolinone hydrazone hydrochloride hydrate. In the present invention the used raw materials are cheap and easily obtained, the operation process is simple, and has potential industrial amplifying application prospect.
Design, synthesis and biological evaluation of novel unsymmetrical azines as quorum sensing inhibitors
Chourasiya, Sumit S.,Kathuria, Deepika,Singh, Shaminder,Sonawane, Vijay C.,Chakraborti, Asit K.,Bharatam, Prasad V.
, p. 80027 - 80038 (2015/10/05)
Targeting quorum sensing signals using quorum sensing inhibitors has opened new avenues for the application of known antibiotics. In this context, twenty five unsymmetrical azines were synthesised and evaluated as quorum sensing inhibitors. An efficient one-pot procedure was adopted that directly links 3-methyl-2-(methylthio)benzo[d]thiazol-3-ium salt, hydrazine hydrate and substituted aldehyde to give the designed compounds. The synthesized compounds were preliminarily tested for their potential to inhibit CviR receptor based QS signals in Chromobacterium violaceum. The bioassay screening results suggested that two compounds exhibited potent QS inhibition activity against CviR receptor, showing violacein inhibition (>50%) at 200 μM. Further, the putative positive hits were checked for their potential to inhibit LasR receptor-based QS using the PlasB-gfp(ASV) biomonitor strain of Pseudomonas aeruginosa. These compounds were found to inhibit the QS-mediated GFP signals in a dose dependant manner. Two active compounds also exhibited biofilm clearance at 50 μM concentration. Docking studies were performed to examine their potential to bind to the LasR protein of Pseudomonas aeruginosa.
