10475-63-5Relevant academic research and scientific papers
Gas-Phase Kinetics of Elimination Reactions of Pentane-2,4-Dione Derivatives
Al-Awadi, Nouria A.,El-Nagdi, Mohamed H.,Mathew, Tommy
, p. 517 - 524 (1995)
Gas-phase elimination reactions of pentane-2,4-dione, methyl acetoacetate, ethyl acetoacetate, 3-phenylhydroazopentane-2,4-dione, and ethyl 3-oxo-2-phenylhydrazonobutyrate have been measured in the temperature ranges of 744-783, 662-695, 614-663, 604-664, and 503-555 K, respectively, using a flow-thermolysis technique.These compounds undergo unimolecular first-order elimination reactions, for which log A = 11.9, 11.2, 11.7, 11.5, and 11.7 s-1 and Ea = 198.3, 167.1, 141.7, 165.6, and 141.7 kJ mol-1, respectively.The kinetic data and product analysis shows that the reactions are highly affected by the electronic nature of the substituents at the carbonyl and methylene carbon atoms of the substrates investigated.
Efficient synthesis and In Silico study of some novel pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidine derivatives
Abdelrazek, Fathy M.,Gomha, Sobhi M.,Abdel-aziz, Hassan M.,Farghaly, Mohamed S.,Metz, Peter,Abdel-Shafy, Ahmed
, p. 1759 - 1769 (2020)
A novel series of 1,5-dihydropyrido-triazolo-pyrimidine derivatives were prepared by cyclocondensation of 2-thioxo-pyrido[2,3-d]pyrimidines (prepared from reaction of chalcone with 6-aminothiouracil) with a variety of hydrazonoyl chlorides. Based on spect
Synthesis of Bicyclic Boron Heterocycles Containing [1,3,4,2]Oxadiazaborole and [1,3,2]Oxazaborine
Kotali, Antigoni,Maniadaki, Anna,Kotali, Elvira,Harris, Philip A.,Rózycka-Soko?owska, Ewa,Ba?czewski, Piotr,Joule, John A.
, p. 4117 - 4125 (2016)
Boron triacetate, generated in situ, reacts with various 3-(2-acylhydrazono)-2-(2-phenylhydrazono)butanoic acids to give 4-acetoxy-2-aryl-8-methyl-6-oxo-7-phenylhydrazono-2H,4H,6H,7H,8H-[1,3,4,2]oxadiazaborolo[2,3-b][1,3,2]oxazaborines in good yields. These derivatives represent a class of new zwitterionic, tetrahedral boron heterocycles. X-ray single-crystal analyses of one of the starting (acylhydrazono)butanoic acids as well as of one heterocyclic boron product are reported.
Synthesis of arylhydrazone-based molecular switches using aryldiazonium silica sulfate nanocomposites and analysis of their isomerization
Abbaspourrad, Alireza,Aghaei, Hamidreza,Chermahini, Alireza Najafi,Khazdooz, Leila,Soltani, Solmaz,Zarei, Amin
, (2021/06/26)
A fast and efficient method for the synthesis of a series of arylhydrazones by reacting aryldiazonium silica sulfate nanocomposites with malononitrile, ethyl acetoacetate and dimedone is reported. All reactions were carried out in water at room temperature and the corresponding products were obtained in 77–87% yields. The existence of two kinds of intramolecular hydrogen bonds in the arylhydrazones synthesized using ethyl acetoacetate enables these compounds to be switched by rotation about the hydrazone C[dbnd]N bond, which leads to a reversible isomerization between their E and Z configurations. This switching can be controlled by changing the polarity of the solvents. The E/Z ratio of each synthesized compound was studied in CHCl3 and DMSO. The ratios of the E/Z were calculated using 1H NMR data in both CDCl3 and DMSO?d6, and used to calculate ΔG° for the E-Z isomerization of each synthesized compound in these two solvents. By changing the solvent from CHCl3 to DMSO, the E/Z ratios decreased. The results demonstrated that the ΔG° values for the formation of Z isomers were more negative than those of the E isomers in DMSO. This is why Z isomers are more stable than E isomers in DMSO. The results of density functional theory (DFT) calculations at B3LYP/6–311++G (d,p) level of theory, were in agreement with the experiments and confirmed the increased stability of Z isomers in DMSO. In most cases, DFT calculation in CDCl3 and DMSO indicate that the dipole moments of the Z isomers are significantly higher than those of the E isomers. Finally, the effect of temperature on the E-Z isomerization was studied using dynamic 1H NMR. The findings demonstrated that temperature does not have any significant effect on the E-Z isomerization in CDCl3 and DMSO?d6.
Preparation method and application of compound containing zinc-bound and quinoline skeleton
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Paragraph 0114; 0119-0121, (2021/11/10)
The invention relates to the field of pharmaceutical chemistry, in particular to a novel zinc-containing binding group-containing quinoline compound. A geometric isomer, a pharmaceutically acceptable salt, solvate or prodrug thereof, a preparation method and thereof, and a pharmaceutical composition containing the compound. The invention also relates to an application of the compound in preparation of drugs for treating and/or preventing diseases mediated by c-Met tyrosine kinase and HDAC. The quinoline compounds, geometric isomers and pharmaceutically acceptable salts, solvates and prodrugs thereof are shown in the specification, and R. 1 , m, Q, X, As described in the claims and the description.
Design, synthesis and anti-tumor evaluation of 1,2,4-triazol-3-one derivatives and pyridazinone derivatives as novel CXCR2 antagonists
Chu, Bizhu,Jiang, Yuyang,Li, Qinyuan,Liu, Zijian,Luo, Jingyi,Shi, Zhichao,Xin, Qilei,Ye, Lizhen,Zhan, Feng,Zhang, Xun,Zhu, Qingyun
, (2021/09/20)
Chemokine receptor 2 (CXCR2) is the receptor of glutamic acid–leucine–arginine sequence-contained chemokines CXCs (ELR+ CXCs). In recent years, CXCR2-target treatment strategy has come a long way in cancer therapy. CXCR2 antagonists could block
4-phenoxy pyridine derivative containing 3-pyridazinone structure, 4-pyridazinone structure and 1,2,4-triazinone structure, and applications thereof.
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Paragraph 0062; 0070-0071, (2020/02/04)
The invention relates to a 4-phenoxy pyridine derivative containing a 3-pyridazinone structure, a 4-pyridazinone structure and a 1,2,4-triazinone structure, and applications thereof. According to theinvention, the 4-phenoxy pyridine derivative has a struc
Design, synthesis and biological evaluation of novel N-[4-(2-fluorophenoxy)pyridin-2-yl]cyclopropanecarboxamide derivatives as potential c-Met kinase inhibitors
Chen, Ye,Ding, Shi,Gong, Yilin,Hao, Xuechen,Hou, Yunlei,Liu, Ju,Liu, Yajing,Shi, Jiantao,Wang, Yang,Zhou, Yunpeng
, (2020/03/31)
Three series of novel 4-phenoxypyridine derivatives containing 4-methyl-6-oxo-1,6-dihydropyridazine- 3-carboxamide, 5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxamide and 4-methyl-3,5-dioxo-2,3,4,5- tetrahydro-1,2,4-triazine-6-carboxamide moieties were synthesized and evaluated for their in vitro inhibitory activitives against c-Met kinase and cytotoxic activitives against A549, H460, HT-29 cancer cell lines. The results indicated that most of the compounds showed moderate to good antitumor activitives. The most promising compound 26a (with c-Met IC50 value of 0.016 μM) showed remarkable cytotoxicity against A549, H460, and HT-29 cell lines with IC50 values of 1.59 μM, 0.72 μM and 0.56 μM, respectively. Their preliminary structure-activity relationships (SARs) studies indicate that 4-methyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamide was more preferred as linker part, and electron-withdrawing groups on the terminal phenyl rings are beneficial for improving the antitumor activitives. Furthermore, the colony formation, acridine orange/ethidium bromide (AO/EB) staining, apoptosis, and wound-healing assay of 26a were performed on HT-29 and/or A549 cell lines.
Design, synthesis and biological evaluation of 4-(pyridin-4-yloxy)benzamide derivatives bearing a 5-methylpyridazin-3(2H)-one fragment
Duan, Yongli,Tang, Qidong,Xiong, Hehua,Zhang, Han,Zhang, Jianqing,Zhang, Qian,Zheng, Pengwu
, (2020/03/23)
A series of 4-(pyridin-4-yloxy)benzamide derivatives bearing a 5-methylpyridazin-3(2H)-one fragment were designed, synthesized, and evaluated for their biological activity. Most compounds showed effective inhibitory activity against cancer cell lines of A
Discovery of Novel c-Mesenchymal-Epithelia transition factor and histone deacetylase dual inhibitors
Hu, Hao,Chen, Fei,Dong, Yuhong,Li, Ming,Xu, Sicong,Qin, Mingze,Gong, Ping
, (2020/07/31)
Clinically, a single agent that simultaneously inhibits multiple targets has been widely used in cancer treatment to overcome complicated dose design and anti-cancer resistance. Inspired by the synergistic effects between c-Met and HDAC in tumor developme
