Synthesis,Crystal Structure and Biological Activity of 2-(1-(3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyl)piperidin-4-yl)-N-isopropyl-1,3-thiazole-4-carboxamide

被引:8
作者
LI Feng-Yun
ZHU Yu-Jiea
FAN Zhi-Jin
XU Jing-Hua
GUO Xiao-Feng
ZONG Guang-Ning
SONG Hai-Bin
CHEN Lai
SONG Yin-Qi
QIAN Xiao-Lin
MA Liu-Yong
WANG Jia-Ran
机构
[1] StateKeyLaboratoryofElemento-OrganicChemistry,CollaborativeInnovationCenterofChemicalScienceandEngineering(Tianjin),NankaiUniversity
关键词
pyrazole; thiazole; crystal structure; biological activity;
D O I
10.14102/j.cnki.0254-5861.2011-0609
中图分类号
O626 [杂环化合物];
学科分类号
070303 ; 081704 ;
摘要
The title compound 2-(1-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyl)piperidin-4-yl)-N-isopropylthiazole-4-carboxamide(C21H22Br Cl N6O2 S,Mr = 536.04) has been synthesized,and its structure was characterized by IR spectra,1H-NMR,13C-NMR,EA,and single-crystal X-ray diffraction.The crystal of the title compound belongs to monoclinic system,space group P/c with a = 15.146(3),b = 11.573(2),c = 26.937(5) ?,β = 103.64(3)°,V = 1839.0(6) ?3,Z = 4,Dc = 1.557 g/cm3,μ(Mo Ka) = 0.71073 mm-1,F(000) = 2192,R = 0.0601 and w R = 0.1392.There exist one intramolecular hydrogen bond at N–H···N and four intermolecular weak interactions at O(2)···H(1),Cl(1)···H(12),O(1)···Cl(1) and S(1)···O(2).Bioassay results indicated that the title compound had good fungicidal and antiviral activities against tobacco mosaic virus.
引用
收藏
页码:659 / 666
页数:8
相关论文
共 9 条
[1]   Synthesis, Crystal Structure and Fungicidal Activity of N-(4-tert-buty)-5-(1,2,4-triazol-1-yl)thiazol-2-yl)propionamide [J].
叶姣 ;
孙晓潇 ;
邱慎意 ;
胡艾希 .
结构化学, 2014, 33 (03) :429-433
[2]  
Synthesis and bioactivity of N-tert-butyl-N′-acyl-5-methy 1-1,2,3-thiadiazole-4-carbohydrazides[J]. Tatiana Kalinina,Yu.Morzherin Yury,A.Bakulev Vasiliy.Chinese Chemical Letters. 2012(11)
[3]  
Hydrothermal Synthesis and X-ray Characterization of Silver(I) Complex:Diacetylthiocarbamide Silver(I) Nitrate[Ag(CH3CONHC(S)NH2)2](NO3)[J]. JIAN Fang-Fang② XIAO Hai-Lian ZHAO Pu-Su (New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology, Qingdao 266042, China) (Materials Chemistry Laboratory, Nanjing University of Science and Technology, Nanjing 210094, China).结构化学. 2004(05)
[4]   Synthesis and insecticidal activities of novel pyrazole oxime ether derivatives with different substituted pyridyl rings [J].
Fu, Cuirong ;
Pei, Jiang ;
Ning, Yu ;
Liu, Min ;
Shan, Pengcheng ;
Liu, Jun ;
Li, Yongqiang ;
Hu, Fangzhong ;
Zhu, Youquan ;
Yang, Huazheng ;
Zou, Xiaomao .
PEST MANAGEMENT SCIENCE, 2014, 70 (08) :1207-1214
[5]   Synthesis and antiviral activity of novel pyrazole derivatives containing oxime esters group [J].
Ouyang, Guiping ;
Chen, Zhuo ;
Cai, Xue-Jian ;
Song, Bao-An ;
Bhadury, Pinaki S. ;
Yang, Song ;
Jin, Lin-Hong ;
Xue, Wei ;
Hu, De-Yu ;
Zeng, Song .
BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (22) :9699-9707
[6]   Identification of antitumor activity of pyrazole oxime ethers [J].
Park, HJ ;
Lee, K ;
Park, SJ ;
Ahn, B ;
Lee, JC ;
Cho, H ;
Lee, KI .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (13) :3307-3312
[7]  
Synthesis and herbicidal activities of fluorine-containing 3-pyridylmethyl-2-phenyliminothiazolidine derivatives[J] . Gangyue Li,Xuhong Qian,Jingnan Cui,Qingchun Huang,Dawei Cui,Rong Zhang,Fengyu Liu.Journal of Fluorine Chemistry . 2005 (2)
[8]  
Design, synthesis, and biological activity of novel 4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxylic acid derivatives[J] . Chang-Ling Liu,Lin Li,Zheng-Ming Li.Bioorganic & Medicinal Chemistry . 2004 (11)
[9]  
Chemistry and biology of thiamethoxam: a second generation neonicotinoid[J] . PeterMaienfisch,MaxAngst,FranzBrandl,WilliFischer,DieterHofer,HartmutKayser,WernerKobel,AlfredRindlisbacher,RobertSenn,AdrianSteinemann,HansjürgWidmer.Pest. Manag. Sci. . 2001 (10)