50689-17-3Relevant academic research and scientific papers
Decarboxylation method for heterocyclic carboxylic acid compounds
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Paragraph 0036; 0037; 0041, (2019/05/11)
The invention relates to a decarboxylation method for heterocyclic carboxylic acid compounds. The method comprises the following steps: dissolving the heterocyclic carboxylic acid compounds in an aprotic polar solvent N,N-dimethylformamide, and performing decarboxylation at 85-150 DEG C with an organic acid as a catalyst. The method in the invention allows the yield of decarboxylation products obtained after a reaction to be higher than the yield of the products obtained through decarboxylation methods in the prior art, and does not need an expensive metal catalyst; and the solvent (DMF) in the present invention is more stable than DMSO, is not prone to decompose at a high temperature, and it can be recycled, so the cost is reduced. The method has the advantages of simple operation process, zero pollution, greenness, environmental protection and excellent application prospect.
Discovery and structure-activity relationship of 3-aryl-5-aryl-1,2,4- oxadiazoles as a new series of apoptosis inducers and potential anticancer agents
Zhang, Han-Zhong,Kasibhatla, Shailaja,Kuemmerle, Jared,Kemnitzer, William,Ollis-Mason, Kristin,Qiu, Ling,Crogan-Grundy, Candace,Tseng, Ben,Drewe, John,Cai, Sui Xiong
, p. 5215 - 5223 (2007/10/03)
We have identified 5-(3-chlorothiophen-2-yl)-3-(4-trifluoromethylphenyl)-1, 2,4-oxadiazole (1d) as a novel apoptosis inducer through our caspase- and cell-based high-throughput screening assay. Compound 1d has good activity against several breast and colorectal cancer cell lines but is inactive against several other cancer cell lines. In a flow cytometry assay, treatment of T47D cells with 1d resulted in arrest of cells in the G1 phase, followed by induction of apoptosis. SAR studies of Id showed that the 3-phenyl group can be replaced by a pyridyl group, and a substituted five-member ring in the 5-position is important for activity. 5-(3-Chlorothiophen-2-yl)-3-(5- chloropyridin-2-yl)-1,2,4-oxadiazole (41) has been found to have in vivo activity in a MX-1 tumor model. Using a photoaffinity agent, the molecular target has been identified as TIP47, an IGFII receptor binding protein. Therefore, our cell-based chemical genetics approach for the discovery of apoptosis inducers can identify potential anticancer agents as well as their molecular targets.
Substituted 3-aryl-5-aryl-[1,2,4]-oxadiazoles and analogs as activators of caspases and inducers of apoptosis and the use thereof
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, (2008/06/13)
The present invention is directed to substituted 3-aryl-5-aryl-[1,2,4]-oxadiazoles and analogs thereof, represented by the Formula I: wherein Ar1, Ar3, A, B and D are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.
