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
来源：
结构化学 | 2015年 / 34卷 / 12期
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：
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
相关论文
共 50 条
  • [31] The crystal structure of 1-(4-chlorophenyl)-3-(4-methylbenzoyl)thiourea
    Saeed, A
    Parvez, M
    CENTRAL EUROPEAN JOURNAL OF CHEMISTRY, 2005, 3 (04): : 780 - 791
  • [32] CHEMICAL SYNTHESIS OF METHYL-(1-]3) AND METHYL-(1-]4)-D-RIBOPYRANOSYL-BETA-D-RIBOPYRANOSIDES, (1-]3)-D-RIBOPYRANES AND (1-]4)-D-RIBOPYRANANES
    BETANELI, VI
    OTT, AY
    KOCHETKOV, NK
    BIOORGANICHESKAYA KHIMIYA, 1991, 17 (12): : 1665 - 1688
  • [33] Crystal Structure of 3-[1-(4-Methylphenyl)-9,10-dihydro-4-azaphenanthren-3-yl]benzo[f]coumarin
    Deepak Sharma
    Naresh Sharma
    D. I. Brahmbhatt
    Vivek K. Gupta
    Crystallography Reports, 2019, 64 : 1047 - 1050
  • [34] Crystal Structure of 3-[1-(4-Methylphenyl)-9,10-dihydro-4-azaphenanthren-3-yl]benzo[f]coumarin
    Sharma, Deepak
    Sharma, Naresh
    Brahmbhatt, D., I
    Gupta, Vivek K.
    CRYSTALLOGRAPHY REPORTS, 2019, 64 (07) : 1047 - 1050
  • [35] Synthesis and crystal structure of 1-(4-fluorophenyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-1-one
    Patil, P. S.
    Shettigar, V.
    Dharmaprakash, S. M.
    Naveen, S.
    Sridhar, M. A.
    Prasad, J. Shashidhara
    MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 2006, 461 : 123 - 130
  • [36] Synthesis, crystal structure and photoluminescence of 3-(1-benzotriazole)-4-methyl-coumarin
    Yu, Tianzhi
    Zhao, Yuling
    Fan, Duowang
    JOURNAL OF MOLECULAR STRUCTURE, 2006, 791 (1-3) : 18 - 22
  • [37] Synthesis of 3- and 5-hydrazino-1-methyl-4-nitropyrazoles
    Baryshnenkova, LI
    Perevalov, VP
    Polyakov, VA
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1997, (09): : 1272 - 1272
  • [38] Synthesis of 3- and 5-hydrazino-1-methyl-4-nitropyrazoles
    Baryshnenkova L.I.
    Perevalov V.P.
    Polyakov V.A.
    Chemistry of Heterocyclic Compounds, 1997, 33 (9) : 1113 - 1113
  • [39] Synthesis of 3- and 5-hydrazino-1-methyl-4-nitropyrazoles
    D. I. Mendeleev Russian University of Chemical Engineering, Moscow 125820, Russia
    Chem. Heterocycl. Compd., 9 (1113):
  • [40] Synthesis and crystal structure of 2(1-phenyl-3-methyl-5-chloro-1H-pyrazol-4-yl)-3-(1-naphthoylamido)-4-thiazolidinone
    Li, M
    Wen, LR
    Jing, SX
    Zhao, GL
    Yang, ZH
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2004, 23 (04) : 366 - 370
12345