79138-22-0Relevant academic research and scientific papers
Paper strip-based fluorometric determination of cyanide with an internal reference
Lee, Dong-Nam,Seo, Hyejin,Shin, Ik-Soo,Hong, Jong-In
, p. 1320 - 1325 (2016/08/12)
The rapid, selective, and sensitive determination of cyanide anion (CN-) using a simple paper strip is highly attractive because cyanide is acutely lethal to living organisms via all routes of administration, including alcohol consumption and inhaling cigarette smoke. Here, a synthetic probe (1) was designed for the selective determination of cyanide. The probe displays rapid and large blue spectral change (Δλabs =148 nm, Δλem = 165 nm) with respect to target recognition. Probe 1 exhibits a strong push-pull electronic effect and comprises a dimethylaminoaryl group as a donor and malononitrile as an acceptor; the π-conjugation system can be destroyed by the Michael-type addition of cyanide at the electrophilic β-positions of the nitrile groups, resulting in the marked emergence of a peak at λem = 515 nm. The developed probe was successfully applied to a paper test strip because of its noticeable optical changes upon reaction with cyanide. The fabricated dumbbell-shaped paper strip with an internal reference allowed the cyanide detection, which is indispensable for quantitative analysis in point-of-care testing. The paper strip test showed selective response to cyanide, with a linear correlation in the range of 0-25 mM in a simple and cost-effective manner.
Push-pull benzothiazole derivatives as probes for detecting β-amyloid plaques in Alzheimer's brains
Ono, Masahiro,Hayashi, Shun,Kimura, Hiroyuki,Kawashima, Hidekazu,Nakayama, Morio,Saji, Hideo
experimental part, p. 7002 - 7007 (2009/12/28)
We synthesized push-pull benzothiazole derivatives and evaluated their potential as β-amyloid imaging probes. In binding experiments in vitro, the benzothiazoles showed excellent affinity for synthetic Aβ(1-42) aggregates. β-Amyloid plaques in the mouse and human brain were clearly visualized with the benzothiazoles, reflecting the results in vitro. These compounds may be a useful scaffold for the development of novel PET/SPECT and fluorescent tracers for detecting β-amyloid in Alzheimer's brains.
Synthesis and evaluation of three 18F-labeled aminophenylbenzothiazoles as amyloid imaging agents
Serdons, Kim,Van Laere, Koen,Janssen, Peter,Kung, Hank F.,Bormans, Guy,Verbruggen, Alfons
experimental part, p. 7090 - 7102 (2010/07/20)
We have developed three fluorine-18 labeled 6-(methyl)amino-2-(4′- fluorophenyl)-1,3-benzothiazoles, which display high in vitro binding affinity for human amyloid β plaques (Ki ≤ 10 nM). The radiolabeled probes were synthesized by aromatic nucleophilic substitution of the corresponding nitro precursor with 18F-fluoride, followed by deprotection of the BOC group if required. Determination of the octanol/water partition coefficient, biodistribution studies in mice, and in vivo μPET studies in rats and a rhesus monkey showed that initial brain uptake was high and brain washout was fast in normal animals. Radiometabolites were quantified in plasma and brain of mice and in monkey plasma using HPLC. Of the tested compounds, [18F]2 (6-amino-2-(4′-[18F]fluorophenyl)- 1,3-benzothiazole) shows the most favorable brain kinetics in mice, rats, and a monkey. Its polar plasma radiometabolites do not cross the blood-brain barrier. The preliminary results strongly suggest that this new fluorinated compound is a promising candidate as a PET brain amyloid imaging agent. 2009 American Chemical Society.
Preparation of novel push-pull benzothiazole derivatives with reverse polarity: Compounds with potential non-linear optic application
Hrobarik, Peter,Sigmundova, Ivica,Zahradnik, Pavol
, p. 600 - 604 (2007/10/03)
The hitherto unknown 6-dimethylaminobenzothiazole-2-carbaldehyde was prepared as a starting compound for the synthesis of novel push-pull benzothiazole derivatives with reverse polarity. These compounds are substituted at the 2-position by strong electron-acceptor groups and at the 6-position by NMe2 as strong electron-donor. The new method for synthesis of 6-dimethylaminobenzothiazole involved the successful use of sonochemical reductive methylation. Expected non-linear optical properties of target molecules were studied by EFISH method.
