通过4-邻苯二甲酰亚氨基-3-苯基吡唑的甲基化反应合成1-甲基-3-苯基吡唑并[4,3-b]吡啶及其作为高效促肾上腺皮质激素释放因子-1拮抗剂的优化研究
Synthesis of 1-methyl-3-phenylpyrazolo[4,3-b]pyridines via a methylation of 4-phthalimino-3-phenylpyrazoles and optimization toward highly potent corticotropin-releasing factor type-1 antagonists.
作者信息
Huang Charles Q, Wilcoxen Keith, McCarthy James R, Haddach Mustaph, Grigoriadis Dimitri, Chen Chen
机构信息
Department of Medicinal Chemistry, Neurocrine Biosciences, Inc., 10555 Science Center Drive, San Diego, CA 92121, USA.
出版信息
Bioorg Med Chem Lett. 2003 Oct 6;13(19):3371-4. doi: 10.1016/s0960-894x(03)00622-x.
1-Methyl-3-phenylpyrazolo[4,3-b]pyridines were synthesized via a cyclization reaction of 1-methyl-4-amino-3-phenylpyrazoles 8 with ethyl acetoacetate. Optimization of this series of compounds resulted in CRF(1) antagonists with subnanomolar binding affinity. Compounds bearing a polar group such as methoxy or hydroxy were also found to be very active.
1-甲基-3-苯基吡唑并[4,3-b]吡啶是通过1-甲基-4-氨基-3-苯基吡唑8与乙酰乙酸乙酯的环化反应合成的。对该系列化合物进行优化得到了具有亚纳摩尔结合亲和力的促肾上腺皮质激素释放因子（CRF）(1)拮抗剂。还发现带有极性基团如甲氧基或羟基的化合物也具有很高的活性。
Zotero 插件