7361-94-6Relevant academic research and scientific papers
Pentafluorophenylammonium Triflate: A Mild, Efficient and Reusable Catalyst for the Synthesis of 2-Arylbenzothiazole and 2-Arylbenzothiazoline Derivatives in a Green Chemical Approach
Datta, Arup
, p. 95 - 102 (2021/03/29)
In this work, one pot, simple and environmentally benign effective synthesis of 2-substituted benzothiazole and benzothiazoline derivatives are described in presence of PFPAT (pentafluorophenylammonium triflate) catalyst in water successfully. A series of benzothiazole derivative were synthesized by the reaction between 2-aminothiophenol and various aldehydes in good yields. Recyclability of the catalyst is observed for four times without loss of its activity in aqueous medium.
Design, synthesis and evaluation of benzothiazole derivatives as multifunctional agents
Andreotti, Elisa,Baldisserotto, Anna,Balzarini, Jan,Buzzi, Raissa,Dissette, Valeria,Djuidje, Ernestine Nicaise,Liekens, Sandra,Manfredini, Stefano,Sciabica, Sabrina,Serra, Elena,Vertuani, Silvia
, (2020/06/22)
Oxidative stress is the product or aetiology of various multifactorial diseases; on the other hand, the development of multifunctional compounds is a recognized strategy for the control of complex diseases. To this end, a series of benzothiazole derivatives was synthesized and evaluated for their multifunctional effectiveness as antioxidant, sunscreen (filter), antifungal and antiproliferative agents. Compounds were easily synthesized via condensation reaction between 2-aminothiophenols and different benzaldehydes. SAR study, particularly in position 2 and 6 of benzothiazoles, led to the identification of 4g and 4k as very interesting potential compounds for the design of multifunctional drugs. In particular, compound 4g is the best blocker of hERG potassium channels expressed in HEK 293 cells exhibiting 60.32percent inhibition with IC50 = 4.79 μM.
Photoactivated aggregation-inducing luminescent probe having in-situ generation capability and preparation and application thereof
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Paragraph 0095; 0096; 0097; 0098, (2018/09/11)
The invention belongs to the technical field of biological imaging, and discloses a photoactivated aggregation-inducing luminescent probe having in-situ generation capability and a preparation and application thereof. The preparation method comprises the following steps: reacting a bis(2-(2--hydroxybenzylidene)amino)aryldisulfide compound with a thiol to obtain the photoactivated aggregation-inducing luminescent probe, which has the structural formula III. The photoactivated aggregation-inducing luminescent probe is gathered in a specific organelle to produce a 2-(2-hydroxyphenyl)benzothiazolecompound having aggregation-inducing luminescent properties by photooxidation. The photoactivated aggregation-inducing luminescent probe having in-situ generation capability can effectively overcomethe defects of aggregation-induced quenching of traditional fluorescent dyes, and realize the organelle-targeting specific photo-activated fluorescence imaging in living cells, and has the advantagesof easy preparation, long-term storage, high light activation efficiency, large Stokes displacement, and strong ability to enter the cells.
Detecting peroxide nitroso fluorescence probe and its preparation and use
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Paragraph 0041; 0042, (2017/08/24)
The invention provides a fluorescent probe for detecting peroxynitrite. The probe has a general structure formula Ia or Ib. The probe is prepared by: (1) stirring R4-substituted o-aminothiophenol or R4-substituted o-aminophenol and R1/R2-substituted benza
Synthesis of Chemically and Configurationally Stable Monofluoro Acylboronates: Effect of Ligand Structure on their Formation, Properties, and Reactivities
Noda, Hidetoshi,Bode, Jeffrey W.
supporting information, p. 3958 - 3966 (2015/04/14)
The recent disclosures of two classes of acylborons, potassium acyltrifluoroborates (KATs) and N-methyliminodiacetyl (MIDA) acylboronates, demonstrated that certain acylboron species can be both remarkably stable and uniquely reactive. Here we report new classes of ligands for acylboronates that have a significant influence on the formation, properties, and reactivities of acylboronates. Our systematic investigations identified a class of neutral, monofluoroboronates that can be prepared in a one step, gram-scale fashion from readily accessible KATs. These monofluoroboronates are stable to air, moisture, and silica gel chromatography and can be easily handled without any special precautions. X-ray crystallography, NMR spectroscopy, and HPLC studies showed that they are tetravalent, configurationally stable B-chiral acylboronates. Significantly, the ligands on the boronate allow for fine-tuning of the properties and reactivity of acylboronates. In amide-forming ligation with hydroxylamines under aqueous conditions, a considerable difference in reactivity was observed as a function of ligand structure. The solid-state structures suggested that subtle steric and conformational factors modulate the reactivities of the acylboronates.
Benzothiazoline based chemodosimeters for fluorogenic detection of hypochlorous acid
Wu, Zhisheng,Wu, Xuanjun,Li, Zhu,Yang, Yuhui,Han, Jiahuai,Han, Shoufa
supporting information, p. 4354 - 4357 (2013/07/26)
Two nonfluorescent and colorless chemodosimeters featuring benzothiazoline moiety were developed for chromo-fluorogenic detection of HOCl.
Enantioselective organocatalytic transfer hydrogenation of α-imino esters by utilization of benzothiazoline as highly efficient reducing agent
Zhu, Chen,Akiyama, Takahiko
supporting information; experimental part, p. 1846 - 1850 (2010/11/03)
Benzothiazoline was employed as an efficient and versatile reducing agent for the chiral phosphoric acid-catalyzed transfer hydrogenation of α-imino esters. The corresponding α-amino esters were furnished with excellent enantioselectivities. Novel and rea
Water-promoted dowex 50W catalyzed highly efficient green protocol for 2-arylbenzothiazole formation
Mukhopadhyay, Chhanda,Datta, Arup
scheme or table, p. 91 - 95 (2009/05/07)
2-Aminothiophenol and a variety of aryl aldehydes were allowed to react in one-pot operation to give 2-aryl-benzothiazoles in excellent yields in the presence of Dowex 50W in water. Very high yields coupled with the ease of work-up procedure, formation of no side products, employment of "reusable" catalyst, and "green" synthesis in aqueous medium without maintaining anhydrous reaction conditions are the most important aspects of this methodology.
Novel Calcium Antagonists. Synthesis and Structure-Activity Relationship Studies of Benzothiazoline Derivatives
Yamamoto, Koji,Fujita, Masanobu,Tabashi, Keizo,Kawashima, Yoichi,Kato, Eishin,et al.
, p. 919 - 930 (2007/10/02)
A series of novel compounds having a benzothiazoline skeleton was studied for their structure-activity relationship (SAR) with respect to Ca2+ antagonist activity.As test compounds, analogues of 3-acyl-2-arylbenzothiazolines (3) were synthesize
DIRECT NMR SPECTROSCOPIC PROOF FOR THE RING-CHAIN TAUTOMERISM IN THE THIAZOLIDINE SYSTEM
Fueloep, Ferenc,Mattinen, Jorma,Pihlaja, Kalevi
, p. 5427 - 5428 (2007/10/02)
2-(2'-Hydroxy-5'-bromophenyl)-benzothiazoline exists as a ring-chain tautomeric mixture in CDCl3 and DMSO-d6 as proved by NMR spectroscopy.
