Synthesis,Bioactivity and Crystal Structure Analysis of Diisopropyl[(4-cyanopyrazol-3-ylamino)(2-hydroxyl-phenyl) methyl]phosphonate  

作　　者：洪艳平 彭锦安 曹德榕 

机构地区：[1]School of Chemistry and Chemical Engineering,South China University of Technology [2]College of Food Science and Engineering,Laboratory of Plant Resource Exploitation and Utilization,Jiangxi Agricultural University

出　　处：《Chinese Journal of Structural Chemistry》2011年第1期37-42,共6页结构化学（英文）

基　　金：Project supported by the Youth Foundation of Jiangxi Agricultural University (No.20051527)

摘　　要：The title compound,diisopropyl[（4-cyanopyrazol-3-ylamino）（2-hydroxylphenyl） -methyl] phosphonate was synthesized by the addition reaction of diisopropyl phosphite and N-（4-cyanopyrazole-3-yl） -2-hydroxylphenyl-imine. Its structure was characterized by IR,1H NMR,elemental analysis and single-crystal X-ray diffraction. The crystal belongs to the triclinic system,space group P1^- with a = 9.1840（13） ,b = 9.2278（13）,c = 12.1952（17） A,α = 93.846（2） ,β = 90.947（2） ,γ = 111.289（2） °,V = 959.9（3） A^3,Dc = 1.309 g/cm^3,Z = 2,μ（MoKa） = 0.173,F（000） = 400,the final R = 0.0414 and wR = 0.1196 for 2985 observed reflections（I 〉 2σ（I）） . The pyrazole and benzene moieties are approximately coplanar in each case. The dihedral angle between planes 1 and 2 is 82.99°. The crystal structure is stabilized by three intermolecular hydrogen bonds of O（1） -H（1） …O（2） ,N（2） -H（2） …N（3） and N（2） -H（2） …O（1） . Preliminary bioassay indicated that the title compound possessed antiviral activity to some extent.The title compound,diisopropyl[（4-cyanopyrazol-3-ylamino）（2-hydroxylphenyl） -methyl] phosphonate was synthesized by the addition reaction of diisopropyl phosphite and N-（4-cyanopyrazole-3-yl） -2-hydroxylphenyl-imine. Its structure was characterized by IR,1H NMR,elemental analysis and single-crystal X-ray diffraction. The crystal belongs to the triclinic system,space group P1^- with a = 9.1840（13） ,b = 9.2278（13）,c = 12.1952（17） A,α = 93.846（2） ,β = 90.947（2） ,γ = 111.289（2） °,V = 959.9（3） A^3,Dc = 1.309 g/cm^3,Z = 2,μ（MoKa） = 0.173,F（000） = 400,the final R = 0.0414 and wR = 0.1196 for 2985 observed reflections（I 〉 2σ（I）） . The pyrazole and benzene moieties are approximately coplanar in each case. The dihedral angle between planes 1 and 2 is 82.99°. The crystal structure is stabilized by three intermolecular hydrogen bonds of O（1） -H（1） …O（2） ,N（2） -H（2） …N（3） and N（2） -H（2） …O（1） . Preliminary bioassay indicated that the title compound possessed antiviral activity to some extent.

关 键 词：PYRAZOLE crystal structure Α-AMINOPHOSPHONATE antiviral activity 

分 类 号：O621.3[理学—有机化学]