34589-97-4Relevant articles and documents
The reaction of prop-2-ynylsulfonium salts and sulfonyl-protected β-amino ketones to epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles
Jia, Tingting,Zeng, Gongruixue,Zhang, Chong,Zeng, Linghui,Zheng, Wenya,Li, Siyao,Wu, Keyi,Shao, Jiaan,Zhang, Jiankang,Zhu, Huajian
supporting information, p. 2657 - 2660 (2021/03/16)
A novel divergent domino annulation reaction of prop-2-ynylsulfonium salts with sulfonyl-protected β-amino ketones has been developed, affording various epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles in moderate to excellent yields. Prop-2-ynylsulfonium salts act as C2synthons in the reactions providing a promising epoxide-fused skeleton in a single operation with readily accessible starting materials.
Synthetic method for 2,5-diaryloxazole compounds and anti-inflammatory pharmaceutical compounds containing the 2,5-diaryloxazole compounds
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Paragraph 0060; 0070-0073, (2019/02/02)
The present inventors have invented an effective synthesis method for a 2,5-diaryloxazole compound from a commercially available starting material. The synthesis method uses the Delepine reaction and the Robinson-Gabriel reaction as main steps. For oxazole compounds synthesized in the present invention, the present inventors have evaluated the inhibitory effect of LPS-induced NO production in RAW 264.7 cells, and have found that the oxazole compounds of the present invention significantly inhibit NO production in a concentration-dependent manner. Therefore, the oxazole compounds of the present invention may be potential compounds which can be used as anti-inflammatory agents.COPYRIGHT KIPO 2018
Efficient Synthesis and In Vitro Biological Evaluation of 2,5-Diaryloxazoles as Potential Nitric Oxide Production Inhibitors
Jang, Ha Young,Damodar, Kongara,Kim, Jin-Kyung,Jun, Jong-Gab
, p. 1481 - 1485 (2017/12/04)
An efficient first synthesis of 2,5-diaryloxazoles 1–5 was accomplished from commercially inexpensive precursors and in overall yields of 38–48%. The synthesis proceeds via α-aminoketones and cyclodehydration (Robinson–Gabriel reaction) as key step. Next, these oxazoles were examined for their inhibitory effect against nitric oxide (NO) production in lipopolysaccharide (LPS)-induced RAW 264.7 cells and were found to display concentration-dependent inhibition of NO production without cytotoxicity. Of note, compound 3 (70.7%; IC50 = 2.33 μM) was identified as a potent inhibitor in view of its comparable inhibitory effect with the positive control, NG-monomethyl-L-arginine acetate (L-NMMA) (79.3%; IC50 = 4.51 μM) followed by compounds 5 (68.3%; IC50 = 2.30 μM) and 2 (53.9%; IC50 = 6.31 μM). As a whole, compound 3 may hold great promise for further development of NO production targeted anti-inflammatory agent.
