Tricyclic Pyrazoles. 4. Synthesis and Biological Evaluation of Analogues of the Robust and Selective CB2 Cannabinoid Ligand 1-(2',4'-Dichlorophenyl)-6-methyl-N-piperidin-1-yl- 1,4-di
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- 作者：Gabriele Murineddu ; Paolo Lazzari ; Stefania Ruiu ; Angela Sanna ; Giovanni Loriga ; Ilaria Manca ; Matteo Falzoi ; Christian Dessì ; Maria M. Curzu ; Giorgio Chelucci ; Luca Pani ; Gé ; rard A. Pinna
- 刊名：Journal of Medicinal Chemistry
- 出版年：2006
- 出版时间：December 14, 2006
- 年：2006
- 卷：49
- 期：25
- 页码：7502 - 7512
- 全文大小：419K
- 年卷期：v.49,no.25(December 14, 2006)
- ISSN：1520-4804
文摘
New analogues (2a-p) of the previously reported CB2 ligands 6-methyl- and 6-chloro-1-(2',4'-dichlorophenyl)-N-piperidin-1-yl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxamides (1a,b) have been synthesized andevaluated for cannabinoid receptor affinity. One example, 1-(2',4'-dichlorophenyl)-6-methyl-N-cyclohexyilamine-1,4-dihydroindeno[1,2-c] pyrazole-3-carboxamide (2a) was shown to have single digit nanomolaraffinity for cannabinoid CB2 receptors. Furthermore, compounds 2a and 2b, as well as lead structures 1a,b,were also shown to be agonist in an in vitro model based on human promyelocytic leukemia HL-60 cells.