99846-92-1Relevant academic research and scientific papers
Synthesis and BK channel-opening activity of 2-amino-1,3-thiazole derivatives
Cui, Yong-Mei,Ji, Tong-Tong,Jo, Heeji,Lin, Hai-Xia,Park, Chul-Seung,Qi, Xiao-Lei,Wang, Xue-Ying
supporting information, (2021/05/19)
A series of 2-amino-5-arylmethyl- or 5-heteroarylmethyl-1,3-thiazole derivatives were synthesized and evaluated for BK channel-opening activities in cell-based fluorescence assay and electrophysiological recording. The assay results indicated that the activities of the investigated compounds were influenced by the physicochemical properties of the substituent at benzene ring.
Synthesis and anticancer properties of n-(5-r-benzyl-1,3-thiazol-2-yl)-2,5-dimethyl-3-furamides
Chaban, T. I.,Matiichuk, Y. E.,Matiychuk, V. S.,Ogurtsov, V. V.,Ostapiuk, Y. V.
, p. 75 - 84 (2020/06/01)
Aim. Study of the synthesis and anticancer activity of a series of N-(5-R-benzyl-1,3-thiazol-2-yl)-2,5-dimethyl-3-furamides. Methods. Organic synthesis, analytical and spectral methods, pharmacological screening. Results. N-(5-R-benzyl-1,3-thiazol-2-yl)-2
Carbene-Catalyzed α-Carbon Amination of Chloroaldehydes for Enantioselective Access to Dihydroquinoxaline Derivatives
Huang, Ruoyan,Chen, Xingkuan,Mou, Chengli,Luo, Guoyong,Li, Yongjia,Li, Xiangyang,Xue, Wei,Jin, Zhichao,Chi, Yonggui Robin
, p. 4340 - 4344 (2019/06/14)
An NHC-catalyzed α-carbon amination of chloroaldehydes was developed. Cyclohexadiene-1,2-diimines are used as amination reagents and four-atom synthons. Our reaction affords optically enriched dihydroquinoxalines that are core structures in natural products and synthetic bioactive molecules.
Synthesis and antitumor activities of new n-(5-benzylthiazol-2-yl)-2-(heteryl-5-ylsulfanyl)-acetamides
Ostapiuk, Yu. V.,Frolov,Vasylyschyn, R. Ya.,Matiychuk
, p. 59 - 71 (2018/05/15)
Aim. Synthesis of a series of new N-(5-benzyl-thiazol-2-yl)-2-(heteryl-5-ylsulfanyl)-acetamides and study of their anticancer activity. Methods. Organic synthesis, analytical and spectral methods, pharmacological screening. Results. [2-chloro-N-(5-aryl-1,
Selective Formation of Products of Interrupted Feist-Benary Reaction under the Conditions of Hantzsch Pyrrole Synthesis
Matiichuk,Frolov,Pokhodylo,Pavlyuk,Obushak
, p. 799 - 801 (2018/07/06)
Reaction of 3-aryl-2-chloropropanal with 1-arylsulfonylpropan-2-ones in aqueous ammonia and alcohol under the conditions of Hantzsch pyrrole synthesis led to the selective formation of the products of interrupted Feist-Benary reaction, 2-(R-benzyl)-4-aryl
Carbene and Acid Cooperative Catalytic Reactions of Aldehydes and o-Hydroxybenzhydryl Amines for Highly Enantioselective Access to Dihydrocoumarins
Chen, Xingkuan,Song, Runjiang,Liu, Yingguo,Ooi, Chong Yih,Jin, Zhichao,Zhu, Tingshun,Wang, Hongling,Hao, Lin,Chi, Yonggui Robin
supporting information, p. 5892 - 5895 (2017/11/10)
A highly enantioselective method for quick access to dihydrocoumarins is reported. The reaction involves a cooperative catalytic process with carbene and in situ generated Br?nsted acid as the catalysts. α-Chloro aldehyde and readily available and stable
Aminothiazoles as Potent and Selective Sirt2 Inhibitors: A Structure-Activity Relationship Study
Schiedel, Matthias,Rumpf, Tobias,Karaman, Berin,Lehotzky, Attila,Oláh, Judit,Gerhardt, Stefan,Ovádi, Judit,Sippl, Wolfgang,Einsle, Oliver,Jung, Manfred
, p. 1599 - 1612 (2016/03/05)
Sirtuins are NAD+-dependent protein deacylases that cleave off acetyl but also other acyl groups from the ε-amino group of lysines in histones and other substrate proteins. Dysregulation of human Sirt2 (hSirt2) activity has been associated with the pathogenesis of cancer, inflammation, and neurodegeneration, which makes the modulation of hSirt2 activity a promising strategy for pharmaceutical intervention. The sirtuin rearranging ligands (SirReals) have recently been discovered by us as highly potent and isotype-selective hSirt2 inhibitors. Here, we present a well-defined structure-activity relationship study, which rationalizes the unique features of the SirReals and probes the limits of modifications on this scaffold regarding inhibitor potency. Moreover, we present a crystal structure of hSirt2 in complex with an optimized SirReal derivative that exhibits an improved in vitro activity. Lastly, we show cellular hyperacetylation of the hSirt2 targeted tubulin caused by our improved lead structure.
Iridium-catalyzed 1,3-hydrogen shift/chlorination of allylic alcohols
Ahlsten, Nanna,Gomez, Antonio Bermejo,Martin-Matute, Belen
supporting information, p. 6273 - 6276 (2013/07/05)
Tandem: Allylic alcohols react with N-chlorosuccinimide (NCS) in a tandem 1,3-H shift/C-Cl bond formation leading to α-chloroketones and α-chloroaldehydes. The reactions proceed with complete selectivity to give single constitutional isomers of monochlorinated carbonyl compounds. The utility of the transformation is illustrated by the straightforward synthesis of 4,5-disubstituted 2-aminothiazoles from allylic alcohols. Copyright
A convenient method for the synthesis of 2-[(5-benzyl-1,3-thiazol-2-yl) imino]-1,3-thiazolidin-4-one derivatives
Ostapiuk, Yuri V.,Obushak, Mykola D.,Matiychuk, Vasyl S.,Naskrent, Marek,Gzella, Andrzej K.
scheme or table, p. 543 - 545 (2012/03/10)
It was found that the reaction of 2-chloroacetamido/chloropropioamido-5- benzylthiazole with potassium thiocyanate gave, via rearrangement, 2-[(5-benzyl-1,3-thiazol-2-yl)imino]-1,3-thiazolidin-4-ones.
Synthesis of 2-azido-1,3-thiazoles as 1,2,3-triazole precursors
Pokhodylo, Nazariy T.,Savka, Roman D.,Pidlypnyi, Nazar I.,Matiychuk, Vasyl S.,Obushak, Mykola D.
scheme or table, p. 391 - 399 (2010/03/30)
By diazotization of 2-aminothiazoles and reaction with sodium azide, the derivatives of 2-azidothiazole were synthesized. Conditions of diazotization were selected according to the nature of a substituent in thiazoles. 2-Azidothiazole derivatives were studied in the base-catalysed condensation reactions with activated methylenic compounds to yield new 1-(1,3-thiazol-2-yl)- 1H-1,2,3-triazole-4-carboxylic acids.
