69791-45-3Relevant academic research and scientific papers
Ultrasound-assisted one-pot synthesis of bis-azetidinones in the presence of zeolite
Jetti, Venkateshwarlu,Chidurala, Praveen,Pagadala, Ramakanth,Meshram, Jyotsna S.,Ramakrishna, Chowdam
, p. E183-E188 (2014)
Sonochemical method is an innovative task for the sustainable chemical research industry. In this work, an attempt was made to synthesize bis-azetidin-2-ones (2a, 2b, 2c, 2d, 2e, 2f, 2g, 2h, 2i, 2j) by Staudinger reaction ([2 + 2] ketene-imine cycloadditi
Development of 1,3-thiazole analogues of imidazopyridines as potent positive allosteric modulators of GABAA receptors
Tikhonova, Tatyana A.,Rassokhina, Irina V.,Kondrakhin, Eugeny A.,Fedosov, Mikhail A.,Bukanova, Julia V.,Rossokhin, Alexey V.,Sharonova, Irina N.,Kovalev, Georgy I.,Zavarzin, Igor V.,Volkova, Yulia A.
, (2019/11/28)
Structure–activity relationship studies were conducted in the search for 1,3-thiazole isosteric analogs of imidazopyridine drugs (Zolpidem, Alpidem). Three series of novel γ-aminobutyric acid receptor (GABAAR) ligands belonging to imidazo[2,1-b]thiazoles, imidazo[2,1-b][1,3,4]thiadiazoles, and benzo[d]imidazo[2,1-b]thiazoles were synthesized and characterized as active agents against GABAAR benzodiazepine-binding site. In each of these series, potent compounds were discovered using a radioligand competition binding assay. The functional properties of highest-affinity compounds 28 and 37 as GABAAR positive allosteric modulators (PAMs) were determined by electrophysiological measurements. In vivo studies on zebrafish demonstrated their potential for the further development of anxiolytics. Using the OECD “Fish, Acute Toxicity Test” active compounds were found safe and non-toxic. Structural bases for activity of benzo[d]imidazo[2,1-b]thiazoles were proposed using molecular docking studies. The isosteric replacement of the pyridine nuclei by 1,3-thiazole, 1,3,4-thiadiazole, or 1,3-benzothiazole in the ring-fused imidazole class of GABAAR PAMs was shown to be promising for the development of novel hypnotics, anxiolytics, anticonvulsants, and sedatives drug-candidates.
Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: Access to chiral benzothiazolopyrimidine derivatives
Ni, Qijian,Wang, Xuyang,Xu, Fangfang,Chen, Xiaoyun,Song, Xiaoxiao
supporting information, p. 3155 - 3158 (2020/03/23)
An organocatalytic asymmetric domino Mannich/cyclization reaction between 2-benzothiazolimines with azlactones has been successfully developed. With the bifunctional squaramide catalyst, this formal [4+2] cyclization occurs with good to high yields and excellent stereoselectivities (up to 99% ee, >20?:?1 dr), providing an efficient and mild access to chiral benzothiazolopyrimidines bearing adjacent tertiary and quaternary stereogenic centers.
Access to Amide from Aldimine via Aerobic Oxidative Carbene Catalysis and LiCl as Cooperative Lewis Acid
Wang, Guanjie,Fu, Zhenqian,Huang, Wei
supporting information, p. 3362 - 3365 (2017/07/13)
Herein, an efficient route to amides from aldimines via aza-Breslow intermediates through aerobic oxidative carbene catalysis with LiCl as a cooperative Lewis acid is described. Many of the obtained N-heteroarylamides feature biological activity. Ambient
Synthesis of Imidazo[2,1-b]thiazoles via Copper-Catalyzed A3-Coupling in Batch and Continuous Flow
Rassokhina, Irina V.,Tikhonova, Tatyana A.,Kobylskoy, Sergey G.,Babkin, Igor Yu.,Shirinian, Valerii Z.,Gevorgyan, Vladimir,Zavarzin, Igor V.,Volkova, Yulia A.
, p. 9682 - 9692 (2017/09/23)
A straightforward method for the synthesis of functionalized imidazo[2,1-b]thiazoles starting from benzaldehydes, 2-aminothiazoles, and alkynes under copper(I,II) catalysis was developed. The protocol allows the construction of a variety of aryl-substituted imidazo[2,1-b]benzothiazoles, -[2,1-b]thiazoles, and -[2,1-b][1,3,4]thiadiazoles. The reactions were easy to perform affording most of the desired products in 33-93% yields. The intensification of the process in a continuous-flow reactor increases the products' yields up to quantitative.
Synthesis and biological significance of 2-aminobenzothiazole derivatives
Srivastava,Shukla
experimental part, p. 306 - 309 (2009/05/31)
Several new 2-N-(substituted benzyledine)-imino-1,3-benzothiazole 1; 2-[2′-(substituted phenyl)-4′-oxo-1′,3′-thiazolidine]-1, 3-benzothiazole 2 and 2-[5′-(arylidene)-2′-substituted phenyl-4′-oxo-1′,3′-thiazolidine]-1,3-benzothiazole 3 have been synthesize
