569-37-9Relevant academic research and scientific papers
CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF
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Paragraph 1706, (2018/04/17)
Disclosed herein are small molecule calpain modulator compositions, pharmaceutical compositions, the use and preparation thereof.
Benzoyl acid ethyl ester preparation method (by machine translation)
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Paragraph 0007; 0034-0053, (2018/05/01)
A benzoyl acid ethyl ester preparation method, characterized in that comprises the following steps: step (1): in the non-proton solvent, adding a weak inorganic base, slowly adding acetyl ethyl acetate, then dropwise benzoyl chloride reaction; step (2): add the strong inorganic base to carry out the reaction, after the reaction, filtration, shall be benzoyl ethyl acetate, the filtrate is distilled, the recovered solvent is recycled; wherein in the in the whole reaction process, does not add the aqueous reagent. The method of the whole in the preparation of waste water and gas produced, only a small amount of residue are produced, and environmental protection. Prepared by the method of the benzoyl ethyl acetate purity>94%, yield>99%, and the equipment requirement is low, and is suitable for large-scale industrial production. (by machine translation)
Design, synthesis and cytotoxic activities of scopoletin-isoxazole and scopoletin-pyrazole hybrids
Shi, Wei,Hu, Jinglin,Bao, Na,Li, Dongang,Chen, Li,Sun, Jianbo
supporting information, p. 147 - 151 (2016/12/27)
12 novel scopoletin-isoxazole and scopoletin-pyrazole hybrids were designed, synthesized and their chemical structures were confirmed by HR-MS, IR,1H NMR and13C NMR spectra. The anticancer activities of the newly synthesized compounds were evaluated in vitro against three human cancer cell lines including HCT-116, Hun7 and SW620 by MTT assay. The screening results showed that six compounds (9a, 9c, 9d, 12a, 18b and 18d) exhibited potent cytotoxic activities with IC50values below 20?μM. Besides, we have further evaluated the growth inhibitory activities of six compounds against the human normal tissue cell lines HFL-1. Especially, compound 9d displayed significant anti-proliferative activity with IC50values ranging from 8.76?μM to 9.83?μM and weak cytotoxicity with IC50value of 90.9?μM on normal cells HFL-1, which suggested that isoxazole-based hybrids of scopoletin were an effective chemical modification to improve the anticancer activity of scopoletin.
Decarboxylative Fluorination of Electron-Rich Heteroaromatic Carboxylic Acids with Selectfluor
Yuan, Xi,Yao, Jian-Fei,Tang, Zhen-Yu
supporting information, p. 1410 - 1413 (2017/03/23)
A transition-metal-free decarboxylative fluorination of electron-rich five-membered heteroaromatics, including furan-, pyrazole-, isoxazole-, thiophene-, indole-, benzofuran- and indazolecarboxylic acids, with Selectfluor is reported. Fluorinated dimer products were observed for nitrogen-containing heteroaromatic carboxylic acids, such as indole and pyrazole. An effective method has been developed to synthesize the monomer of 2- and 3-fluoroindoles with Li2CO3 as base at low temperature.
Design, synthesis, and in vitro biological evaluation of 1 H -1,2,3-triazole-4-carboxamide derivatives as new anti-influenza A agents targeting virus nucleoprotein
Cheng, Huimin,Wan, Junting,Lin, Meng-I,Liu, Yingxue,Lu, Xiaoyun,Liu, Jinsong,Xu, Yong,Chen, Jianxin,Tu, Zhengchao,Cheng, Yih-Shyun E.,Ding, Ke
supporting information; experimental part, p. 2144 - 2153 (2012/05/04)
The influenza virus nucleoprotein (NP) is an emerging target for anti-influenza drug development. Nucleozin (1) and its closely related derivatives had been identified as NP inhibitors displaying anti-influenza activity. Utilizing 1 as a lead molecule, we successfully designed and synthesized a series of 1H-1,2,3-triazole-4-carboxamide derivatives as new anti-influenza A agents. One of the most potent compounds, 3b, inhibited the replication of various H3N2 and H1N1 influenza A virus strains with IC 50 values ranging from 0.5 to 4.6 μM. Compound 3b also strongly inhibited the replication of H5N1 (RG14), amantidine-resistant A/WSN/33 (H1N1), and oseltamivir-resistant A/WSN/1933 (H1N1, 274Y) virus strains with IC 50 values in sub-μM ranges. Further computational studies and mechanism investigation suggested that 3b might directly target influenza virus A nucleoprotein to inhibit its nuclear accumulation.
SmCl3-catalyzed C-acylation of 1,3-dicarbonyl compounds and malononitrile
Shen, Quansheng,Huang, Wen,Wang, Jialiang,Zhou, Xigeng
, p. 4491 - 4494 (2008/03/12)
(Chemical Equation Presented) A recyclable, convenient, and efficient catalytic system for C-acylation of 1,3-dicarbonyl compounds and malononitrile with acid chlorides has been developed, giving moderate to excellent yields under mild conditions. This is the first catalytic example of such reactions. In addition, by applying this protocol as the key step, 3,5-disubstituted-1H- pyrazole-4-carboxylate can easily be synthesized in high yields in a one-pot procedure.
SYNTHESIS OF ETHYL ortho-SUBSTITUTED BENZOYLACETATES AND INVESTIGATION OF THE INFLUENCE OF ortho-SUBSTITUENTS ON KETO-ENOL TAUTOMERISM AND MS FRAGMENTATION BEHAVIOUR
Sicker, Dieter,Mann, Gerhard
, p. 839 - 850 (2007/10/02)
A series of seven ethyl 2-acetyl-(2-substituted benzoyl)acetates II-VIII was synthesized, together with their parent compound I, from the corresponding acid chlorides.The tautomerism of these β-tricarbonyl compounds in tetrachloromethane was studied by 1H NMR spectroscopy and former results concerning this problem were critically evaluated.A further series of seven ortho-substituted ethyl benzoylacetates X-XV and XVII was obtained from the corresponding precursors II-VIII.The keto-enol tautomerism of these β-keto esters was studied by 1H NMR in different solventsand compared with ethyl benzoylacetate IX as standard.Differences caused by the ortho-substituents are discussed.Investigation of the mass spectrometric fragmentation of the β-keto esters IX-XV and XVII showed both common fragmentation pathways due to the same substance class and typical differences in relative intensities according to the nature of the ortho-substituent.
Procedures for the Acylation of Diethyl Malonate and Ethyl Acetoacetate with Acid Chlorides Using Tertiary Amine Bases and Magnesium Chloride
Rathke, Michael W.,Cowan, Patrick J.
, p. 2622 - 2624 (2007/10/02)
In the presence of magnesium chloride and 2 equiv of triethylamine, diethyl malonate is C-acylated in excellent yields by acid chlorides.A variety of other metal chlorides were ineffective.Similarly, ethyl acetoacetate is C-acylated by acid chlorides in the presence of magnesium chloride and 2 equiv of pyridine.
A NEW METHOD FOR ACYLATION OF ENOLATES BY MEANS OF DIALKYL ACYLPHOSPHONATES AS ACYLATING AGENTS
Sekine, Mitsuo,Kume, Akiko,Nakajima, Masashi,Hata, Tsujiaki
, p. 1087 - 1090 (2007/10/02)
Acylations of various enolates by means of diethyl acylphosphonates were described.For the acylation of acetophenone, lithium bis(trimethylsilyl)amide (LSA) was found to be suitable as the base.The scope and limitation of the benzoylation using diethyl benzoylphosphonates were also described.
