Synthesis,Crystal Structure and Bioactivity of 1-(3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-phenethyl)-4-phenylpiperidin-4-ol

被引:0
作者
许星杰 [1 ]
徐未 [1 ]
陈洪 [1 ]
邵斌豪 [1 ]
机构
[1] Pharmaceutical Research Center, Guangzhou Medical University
关键词
crystal structure; phenylpiperidin; prostate cancer; C-H…π interactions; synthesis;
D O I
10.14102/j.cnki.0254-5861.2011-0787
中图分类号
O626 [杂环化合物]; TQ460.1 [基础理论];
学科分类号
070303 ; 081704 ; 1007 ;
摘要
The title compound l-(3-((benzo[d][l,3]dioxol-5-yloxy)methyl)phenethyl)-4-phenylpiperidin-4-ol(4,C;H;NO;,M;= 431.51) was synthesized by a four-step reaction and characterized by;H NMR,;3C NMR,elemental analysis and single-crystal X-ray diffraction.The crystal is of triclinic,space group P1 with a= 5.8033(12),b= 10.705(2),c= 18.393(4) A,α =83.44(3),β = 82.71(3),γ = 88.88(3)°,V= 1126.0(4) A;,Z= 1,D;= 1.273 g/cm3,S = 1.070,μ =0.681 mm;,F(000) = 460,R = 0.0618 and wR = 0.1619 for 6452 observed reflections with I > 2σ(I).Geometry conformations revealed that the dihedral angle between benzodioxole and aromatic planes contributed to the formation of C-H…π interactions.Hydrogen bonds and van der waals interactions were observed to stabilize the three-dimensional packing structure.The compound showed a moderate inhibitory activity against the prostate cancer cells.
引用
收藏
页码:1813 / 1818
页数:6
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