Synthesis,Crystal Structure and Fungicidal Activity of 3,4-Dichloro-5-(6-chloro-9-(4-fluorobenzyl)-9H-purin-8-yl)isothiazole  

作　　者：WANG Wei-Bo LIU Xiao-Yu LI Zhi-Xinyi GAO Wei LV You LI Kun GLUKHAREVA Tatiana V. TANG Liang-Fu FAN Zhi-Jin 王炜博;刘笑宇;李之心怡;高卫;吕游;李坤;GLUKHAREVA Tatiana V.;唐良富;范志金(State Key Laboratory of Elemento-organic Chemistry,College of Chemistry,Nankai University,Tianjin 300071,China;Frontiers Science Center for New Organic Matter,College of Chemistry,Nankai University,Tianjin 300071,China;School of Medicine,Nankai University,Tianjin 300071,China;Ural Federal University Named after the First President of Russia B.N.Yeltsin,Yeltsin UrFU 620002,Ekaterinburg,Russia)

机构地区：[1]State Key Laboratory of Elemento-organic Chemistry,College of Chemistry,Nankai University,Tianjin 300071,China [2]Frontiers Science Center for New Organic Matter,College of Chemistry,Nankai University,Tianjin 300071,China [3]School of Medicine,Nankai University,Tianjin 300071,China [4]Ural Federal University Named after the First President of Russia B.N.Yeltsin,Yeltsin UrFU 620002,Ekaterinburg,Russia

出　　处：《Chinese Journal of Structural Chemistry》2022年第2期91-97,I0010,共8页结构化学（英文）

基　　金：supported in part by the Tianjin Natural Science Foundation (No. 18JCZDJC33500);the Frontiers Science Center for New Organic Matter,Nankai University (No. 63181206);the Tianjin Development Program for Innovation and Entrepreneurship。

摘　　要：3,4-Dichloro-5-(6-chloro-9-(4-fluorobenzyl)-9H-purin-8-yl)isothiazole,a novel purine derivative,was synthesized by the cyclization of pyrimidine amine.Its structure was characterized by ^(1)H NMR,^(13)C NMR,^(19)FNMR,H RMS and single-crystal X-ray diffraction.This compound 3 is crystallized from a mixed solvent of dichloromethane and n-hexane (1:2,v/v) for structural identification as monoclinic crystal system,space group P2_(1)/n with a=11.66250(10),b=8.21300(10),c=17.77920(10)?,V=1676.34(3)?^(3),Z=4,D_(c)=1.643 g/cm^(3),F(000)=832.0 andμ=6.301 mm^(-1).22315 reflections were measured (8.43≤2θ≤158.10°),of which 3532 were unique (R_(int)=0.0311) and used in all calculations.The final R=0.0334 (I>2σ(I)) and w R=0.0842 (reflections).The title compound showed over 50%of growth inhibition against Botrytis cinereal,Cercospora arachidicola,Gibberella zeae,Rhizoctonia solani and Sclerotinia sclerotiorum at 50 mg/L,and its EC_(50) value against R.solani was 60.44μmol/L,which was active at the same level as that of positive control diflumetorim with its EC_(50) value of 60.29μmol/L and less active than YZK-C22 with its EC_(50) value of 12.32μmol/L,respectively.Our studies discovered that the combination of bioactive substructures of isothiazole with purine could be an effective way to novel fungicide development.

关 键 词：PURINE SYNTHESIS crystal structure fungicidal activity 

分 类 号：O76[理学—晶体学]