69218-46-8Relevant articles and documents
Synthesis, local anesthetic activity and QSAR studies for a set of N-[2-(alkylamino)ethyl]benzotriazol-x-yl acetamides
Caliendo,Di Carlo,Greco,Grieco,Meli,Novellino,Perissutti,Santagada
, p. 603 - 608 (1995)
A set of N-[2-(alkylamino)ethyl]benzotriazol-x-yl acetamides were synthesized and tested for local anesthetic activity. The compounds were designed by varying independently the hydrophobicity and size of the side chains. Anesthetic activity was assessed by different tests using lidocaine as a reference: rabbit corneal and mouse tail anesthesia. These two anesthetic activities were correlated with calculated log P values and significant linear dependences were observed. The three most potent compounds of the series were evaluated in the rat sciatic nerve block assay and their acute toxicity in mice was also assessed. Compound 4b(N-[2-(diethylamino)ethyl]benzotriazol-2-yl acetamide), which has an anesthetic activity comparable to that of lidocaine, was also characterized by a more favorable therapeutic index.
A “turn-on” small molecule fluorescent sensor for the determination of Al3+ion in real samples: theoretical calculations, and photophysical and electrochemical properties
?enocak, Ahmet,Mermer, Arif,Tümay, Süreyya O?uz
, p. 18400 - 18411 (2021/10/19)
Aluminum, one of the most plentiful metal ions on Earth, demonstrates toxic effects after excessive accumulation in the environment and human bodies because it is a non-essential element for living organisms. Therefore, strict limits on Al3+intake by humans have been proposed by the EPA and WHO. In the current study, ultrasound sonication was used for the green synthesis of the naphthalene-based acetohydrazide derivative (3), and it was used as a fluorescent sensor in order to determine the levels of Al3+ions in real samples. Theoretical calculations were carried out and the photophysical and electrochemical properties of3were deeply investigatedviaDFT; steady-state fluorescence, UV-vis absorption, time-resolved fluorescence, and 3D-fluorescence spectroscopy; excitation-emission matrix (EEM) analysis; and CV and SWV measurements. The fluorescent sensor investigations demonstrated that3can sensitively and selectively detect Al3+ionsviaa “turn-on” fluorescence response, which is based on the inhibition of PET and ESIPT processes with a synergistic effect from CHEF. The optimal conditions with regards to the initial sensor concentration, pH, selectivity, and interaction time were determined for the detection of Al3+ions. The linear working range and detection limit for Al3+ions were calculated to be 1.00-20.00 μmol L?1and 0.34 μmol L?1, respectively. Method validation was examinedviathe analysis of a certified reference material (CRM-TMDW-500), and spike/recovery testing and spectrofluorimetric analysis of Al3+ions in drinking water, seawater, and urine samples were successfully carried out using3. Importantly,3-capped paper-based test strips were developed for the practical analysis and monitoring of Al3+ions in the field. According to the obtained results, the presented detection technique, which is based on a “turn-on” fluorescence response change of3, can be applied to the highly sensitive, facile, reliable, and fast determination of Al3+ions in real samples.
Synthesis and characterization of ethyl benzotriazolyl acrylate-based D-π-A fluorophores for live cell-based imaging applications
Ortega-Villarreal, Ana Sofia,Hernández-Fernández, Eugenio,Jensen, Christopher,Valdivia-Berroeta, Gabriel A.,Garrard, Samuel,López, Israel,Smith, Stacey J.,Christensen, Kenneth A.,Reyes-González, Miguel A.,Michaelis, David J.
, p. 8759 - 8767 (2019/03/28)
A series of eight new ethyl (Z)-benzotriazolyl acrylates 6a-d and 7a-d have been synthesized by conventional heating and microwave irradiation from ethyl benzotriazolyl acetates 3 and 4 with the corresponding aromatic aldehydes. This work reports the synthetic approach and spectroscopic characterization (1H, 13C-NMR, HRMS) of all the synthesized compounds. X-ray diffraction analyses were performed for molecules 6a, 7a and 7d. Photophysical properties of compounds were evaluated. Finally, compound 6a was tested in a human cell line and showed low to no cytotoxicity at relevant concentrations. Initial testing demonstrates its potential use as a fluid-phase fluorescent marker for live cell imaging.
