68301-45-1Relevant academic research and scientific papers
Method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light
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Paragraph 0075; 0076; 0077; 0078; 0079; 0080, (2018/04/02)
The invention relates to a method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light. The method comprises the following steps: adding an olefin azide compound, ammonium thiocyanate and copper acetate into a solvent acetonitrile separately, performing driving reaction by using visible light with wavelength of 450 to 460 nm at the temperature of 25 DEG C for 20 to36 hours to obtain reaction liquid, and spin-drying the reaction liquid to obtain concentrate; and performing silica-gel column chromatography on the concentrate to obtain the 4-alkyl or aryl-2-aminothiazole. The method is high in yield, mild in condition and low in environmental pollution.
Visible-Light-Driven Synthesis of 4-Alkyl/Aryl-2-Aminothiazoles Promoted by in Situ Generated Copper Photocatalyst
Lei, Wen-Long,Wang, Tao,Feng, Kai-Wen,Wu, Li-Zhu,Liu, Qiang
, p. 7941 - 7945 (2017/11/10)
Room-temperature synthesis of 4-alkyl/aryl-2-aminothiazoles from vinyl azides and ammonium thiocyanate was accomplished with the aid of copper salts and blue LED irradiation. Mechanism investigation indicates that in situ-formed Cu(NCS)2- plays dual important roles in the reaction: (1) as the photocatalyst to activate vinyl azides, (2) as the Lewis acid catalyst to promote ring opening of 2H-azirines with thiocyanide. This process is distinguished by high yields, mild conditions, low catalyst loadings, and tolerating numerous alkyl- and aryl vinyl azides with an array of functional groups.
Discovery of N-(4-aryl-5-aryloxy-thiazol-2-yl)-amides as potent RORγt inverse agonists
Wang, Yonghui,Yang, Ting,Liu, Qian,Ma, Yingli,Yang, Liuqing,Zhou, Ling,Xiang, Zhijun,Cheng, Ziqiang,Lu, Sijie,Orband-Miller, Lisa A.,Zhang, Wei,Wu, Qianqian,Zhang, Kathleen,Li, Yi,Xiang, Jia-Ning,Elliott, John D.,Leung, Stewart,Ren, Feng,Lin, Xichen
, p. 5293 - 5302 (2015/11/10)
A novel series of N-(4-aryl-5-aryloxy-thiazol-2-yl)-amides as RORγt inverse agonists was discovered. Binding mode analysis of a RORγt partial agonist (2c) revealed by co-crystal structure in RORγt LBD suggests that the inverse agonists do not directly interfere with the interaction between H12 and the RORγt LBD. Detailed SAR exploration led to identification of potent RORγt inverse agonists such as 3m with a pIC50 of 8.0. Selected compounds in the series showed reasonable activity in Th17 cell differentiation assay as well as low intrinsic clearance in mouse liver microsomes.
Discovery of novel N-(5-(arylcarbonyl)thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl)amides as potent RORγt inhibitors
Wang, Yonghui,Cai, Wei,Zhang, Guifeng,Yang, Ting,Liu, Qian,Cheng, Yaobang,Zhou, Ling,Ma, Yingli,Cheng, Ziqiang,Lu, Sijie,Zhao, Yong-Gang,Zhang, Wei,Xiang, Zhijun,Wang, Shuai,Yang, Liuqing,Wu, Qianqian,Orband-Miller, Lisa A.,Xu, Yan,Zhang, Jing,Gao, Ruina,Huxdorf, Melanie,Xiang, Jia-Ning,Zhong, Zhong,Elliott, John D.,Leung, Stewart,Lin, Xichen
supporting information, p. 692 - 702 (2014/01/23)
Novel series of N-(5-(arylcarbonyl)thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl)amides were discovered as potent retinoic acid receptor-related orphan receptor-gamma-t (RORγt) inhibitors. SAR studies of the RORγt HTS hit 6a led to identification of thiazole ketone amide 8h and thiophene ketone amide 9g with high binding affinity and inhibitory activity of Th17 cell differentiation. Compound 8h showed in vivo efficacy in both mouse experimental autoimmune encephalomyelitis (EAE) and collagen induced arthritis (CIA) models via oral administration.
An efficient, uncatalyzed, and rapid synthesis of thiazoles and aminothiazoles under microwave irradiation and investigation of their biological activity
Gaikwad, Sudhakar A.,Patil, Amol A.,Deshmukh, Madhukar B.
experimental part, p. 103 - 109 (2010/05/02)
A convenient method for the synthesis of thiazoles by treatment of -bromoketones with thioamides (Hantzsch synthesis) in the absence of catalysts under microwave irradiation has been developed. The products were formed rapidly in excellent yields. An efficiency comparison of time, yield, and effort clearly proved the microwave technique to be superior. The structures of the newly synthesized compounds were characterized by spectroscopic data and elemental analyses. The synthesized compounds were tested for their biological activity. Depending on the substituents, some of the thiazoles exhibit very good antibacterial or antifungal activity.
QUINAZOLINEDIONE DERIVATIVES AS TRPA1 MODULATORS
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Page/Page column 17, (2010/01/31)
The present invention provides Quinazolinedione derivatives as TRPA (Transient Receptor Potential subfamily A) modulators. In particular, compounds described herein are useful for treating or preventing diseases, conditions and/or disorders modulated by T
Synthesis and antibacterial activity of bis[2-amino-4-phenyl-5-thiazolyl] disulfides
Siddiqui, Hamid Latif,Zia-Ur-Rehman, Muhammad,Ahmad, Naveed,Weaver, George William,Lucas, Paul David
, p. 1014 - 1017 (2008/02/13)
Different dimeric disulfides, having the basic skeleton of bis[2-amino-4-phenyl-5-thiazolyl] disulfides were synthesized in a straightforward manner from acetophenones. 2-Amino-4-phenyl-1,3-thiazoles were prepared by the reaction of thiourea with substitu
Synthesis and Antimicrobial Activity of Some 2-Amino-4-aryl-5-chromanylazothiazoles
Ahluwalia, V. K.,Singh, Raj P.,Singh, Rishi P.
, p. 287 - 289 (2007/10/02)
The title compounds have been synthesised by the condensation of diazotised 6-amino-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran with different 2-amino-4-arylthiazoles which in turn have been prepared by cyclocondensation of acetophenones with thiourea in the
