113697-40-8Relevant academic research and scientific papers
Derivative containing spiro-dihydropyrimidine, as well as preparation method and application thereof
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Paragraph 0013; 0015, (2019/08/06)
The invention provides a novel ethyl 5-aryl-4'-hydroxyl-7-methyl-3-oxo-2'-aryl-3,4',5,5'-tetrahydro-2'H-spiro[thiazole [3,2-a]pyrimidine-2,3'-thiophene]-6-carboxylate derivative as shown in a formula(I). In the formula (I), a substituting group R1 is alky
Oxidation of thiazolo[3,2-a]pyrimidin-3(2H)-ones with DMSO and Lawesson's reagent
Lashmanova, Eugenia A.,Kirdyashkina, Anastasiya I.,Slepukhin, Pavel A.,Shiryaev, Andrey K.
supporting information, p. 1099 - 1103 (2018/02/19)
2,2′-Dimers with a central double bond were prepared by the oxidation of 5,6-disubstituted 7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-3(2H)-ones with DMSO and Lawesson's reagent at room temperature. The role of DMSO as an oxidizing reagent was confirmed by NMR spectroscopy. The E-configuration of the central C[dbnd]C bond for the two diastereomers of compound 8m was proven by single crystal X-ray data. The dimeric thiazolopyrimidines were orange or red colored and absorption bands at 283–330 and 459–476 nm were observed in the UV spectra.
Synthesis and biological evaluation of novel thiazolidinone derivatives as potential anti-inflammatory agents
Hu, Jie,Wang, Yi,Wei, Xiaoyan,Wu, Xixi,Chen, Gaozhi,Cao, Gaozhong,Shen, Xueqian,Zhang, Xiuhua,Tang, Qinqin,Liang, Guang,Li, Xiaokun
, p. 292 - 301 (2013/07/11)
The modulation of pro-inflammatory cytokines provides a target for controlling inflammatory diseases and attracts much attention in current anti-inflammatory drug development. Here, four series of thiazolidinone derivatives were synthesized and screened for anti-inflammatory activities. A majority of these compounds showed excellent inhibition on the expression of TNF-α and IL-6 in LPS-stimulated macrophages. Discussions are given regarding the structure-activity relationships. Compounds 12d and 12h inhibited LPS-induced TNF-α and IL-6 release in a dose-dependent manner. Furthermore, 12d exhibited a significant protection against LPS-induced septic death in mouse model. Together, these data present a series of new thiazolidinones with potential therapeutic effects in acute inflammatory diseases and they could be important leads in the continuing anti-inflammatory drug research.
Ternary condensation of Biginelli thiones, chloroacetic acid, and aldehydes as an effective approach towards thiazolo[3,2-a] pyrimidines and 5-arylidenethiazolidine-2,4-diones
Lebedyeva, Iryna O.,Povstyanoy, Mykhaylo V.,Ryabitskii, Aleksey B.,Povstyanoy, Vyacheslav M.
experimental part, p. 368 - 372 (2010/06/14)
(Chemical Equation Presented) At the process of ethyl 6-methyl-4-aryl-2- thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates condensation with aryl aldehydes and chloroacetic acid the unexpected formation of 5- arylidenethiazolidine-2,4-diones was determined in high yields as the reaction time was increased to 20 h. The latter represent the products of destructive hydrolyzes of ethyl 2-benzylidene-7-methyl-3-oxo-5-aryl-2,3-dihydro-5H-[1,3] thiazolo[3,2-a]pyrimidine-6-carboxylates which have been proved by independent synthesis.
Synthesis of ethyl-5-(substituted phenyl)-7-methyl-3-oxo-3,5-dihydro-2H- thiazolo[3,2-a]-pyrimidine-6-carboxylates
Pathak, Arun,Narayanaswamy, Venugopala Katharigatta,Joshi, Aakanksha,Rao, Gopal Krishna,Devi, Kalpana
experimental part, p. 273 - 276 (2011/12/14)
A series of ethyl-5-(substituted phenyl)-7-methyl-3-oxo-3,5-dihydro-2H- thiazolo [3,2-a] pyrimidine-6-carboxylates (2a-l) were synthesized by cyclocondensation of ethyl-6-methyl-4-(substituted phenyl)-2-thioxo-1,2,3,4- tetrahydropyrimidine-5-carboxylates,
An efficient synthesis of some novel bicyclic thiazolopyrimidine derivatives
Mobinikhaledi, Akbar,Zendehdel, Mojgan,Nasab, Mahdia Hamidi,Fard, Mohammad Ali Bodaghi
experimental part, p. 451 - 458 (2010/09/20)
An efficient and rapid synthesis of some thiazolopyrimidine derivatives from pyrimidinthiones and chloroacetyl chloride in refluxing tetrahydrofurane (THF) is described. The method is simple and practical, and generating thiazole derivatives in good isola
Synthesis and antioxidative properties of some 3,4-dihydropyrimidin-2(1H) ones (-thiones)
Magerramov,Kurbanova,Abdinbekova,Rzaeva,Farzaliev,Allakhverdiev
, p. 787 - 790 (2008/02/05)
3,4-Dihydropyrimidinones (-thiones) were prepared by ternary condensation of various aromatic aldehydes with ethyl acetoacetate and urea (thiourea) in the presence of trichloroacetic acid in ethanol. Pleiades Publishing, Inc., 2006.
Synthesis and Reactions of "Biginelli-Compounds". Part I
Kappe, Christian Oliver,Roschger, Peter
, p. 55 - 64 (2007/10/02)
Various reactions of 2-oxo (or thioxo)-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid derivatives (Biginelli-compounds) were investigated.The site of methylation and acylation on 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester 1a and its 2-oxo derivative 9a was studied.The synthesis of pyrimidothiazines and thiazolopyrimidines was accomplished by condensation of 1a with 1,3- and 1,2-dielectrophiles.A Dimroth-like rearrangement yielding 6H-1,3-thiazines can be observed when 1a was treated with dimethylformamide and phosphorus oxychloride.The formation of indenopyrimidines can be achieved by intramolecular Friedl-Crafts acylation of 9a and 13, respectively.Finally a route for the preparation of 4,6-disubstituted-pyrimidine-5-carbonitriles is presented, starting with Biginelli-compound 25.
Syntheses of 2,3-Dihydro-5H-thiazolopyrimidines and Tetrasubstituted Dihydropyrimidine Derivatives as Possible Anthelmintic Agents
Akhtar, M. Shamim,Seth, M.,Bhaduri, A. P.
, p. 556 - 561 (2007/10/02)
The hitherto unreported ring closure reaction of 5-ethoxycarbonyl-6-methyl-4-substitutedphenyl-3,4-dihydropyrimidine-2-thione with monochloroacetic acid in the presence of BF3-etherate is described.The reaction appears to have a general applicability and
