1. Synthesis and Anti-Inflammatory Activity of N (2)-Arylindazol-3(2 H)-One Derivatives: Copper-Promoted Direct N -Arylation via Chan–Evans–Lam Coupling.
- Author
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Kim, Kyungmin, Kim, Jeong Ho, Choi, Heejae, Lee, Byeongno, Lee, Jihyun, Ok, Kang Min, Lee, Tae Hoon, and Kim, Hakwon
- Subjects
ANTI-inflammatory agents ,X-ray crystallography technique ,COPPER ,CHEMICAL synthesis ,COPPER compounds ,CELL survival - Abstract
Inflammatory-related diseases are becoming increasingly prevalent, leading to a growing focus on the development of anti-inflammatory agents, with a particular emphasis on creating novel structural compounds. In this study, we present a highly efficient synthetic method for direct N-arylation to produce a variety of N(2)-arylindazol-3(2H)-ones 3, which exhibit anti-inflammatory activity. The Chan–Evans–Lam (CEL) coupling of N(1)-benzyl-indazol-3-(2H)-ones 1 with arylboronic acids 2 in the presence of a copper complex provided the corresponding N(2)-arylindazol-3(2H)-ones 3 in good-to-excellent yields, as identified with NMR, MS, and X-ray crystallography techniques. The cell viability and anti-inflammatory effects of the synthesized compounds (3 and 5) were briefly assessed using the MTT method and Griess assay. Among them, compounds 5 exhibited significant anti-inflammatory effects with negligible cell toxicity. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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