Synthesis, Crystal Structure, and Fungicidal Activity of 5-(4-cyclopropyl-5-((3-fluorobenzyl)thio)-4H-1,2,4-triazol-3-yl)-4-methyl-1,2,3-thiadiazole

被引:50
作者
Liu, Xing-Hai [1 ]
Weng, Jian-Quan [1 ]
Tan, Cheng-Xia [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, Hangzhou 310014, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
BIOLOGICAL-ACTIVITY; DFT CALCULATION; 1,2,4-TRIAZOLE DERIVATIVES; ANTIFUNGAL ACTIVITY; ANTITUMOR-ACTIVITY; 1,2,3-THIADIAZOLE; BIOACTIVITY;
D O I
10.1155/2013/306361
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new 1,2,3-thiadiazole compound was synthesized and characterized.. e crystal structure of the title compound (C15H14FN5S2, Mr = 347.43) has been determined by single-crystal X-ray diffraction. The crystal is of triclinic, space group P-1 with a = 7.0490(14), b = 9.0212(18), c = 12.799(3) angstrom, alpha = 89.97(3)degrees, beta = 82.27(3)degrees, gamma = 73.17(3)degrees, V = 771.3(3) angstrom(3), Z = 2, F(000) = 360, Dc = 1.496 g/cm(3), mu = 0.036 mm(-1), the final R-1 = 0.0358, and wR(2) = 0.0986 for 2204 observed reflections with I > 2 sigma(I). A total of 5697 reflections were collected, of which 2719 were independent (R-int = 0.0028). e herbicidal activity of title compound was determined; the results showed that the title compound displayed excellent fungicidal activity.
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页数:5
相关论文
共 31 条
[11]   Synthesis, crystal structure, bioactivity and DFT calculation of new oxime ester derivatives containing cyclopropane moiety [J].
Liu, Xing-Hai ;
Pan, Li ;
Tan, Cheng-Xia ;
Weng, Jian-Quan ;
Wang, Bao-Lei ;
Li, Zheng-Ming .
PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, 2011, 101 (03) :143-147
[12]   Design, Synthesis, Biological Activities, and 3D-QSAR of New N,N′-Diacylhydrazines Containing 2-(2,4-dichlorophenoxy)propane Moiety [J].
Liu, Xing-Hai ;
Pan, Li ;
Ma, Yi ;
Weng, Jian-Quan ;
Tan, Cheng-Xia ;
Li, Yong-Hong ;
Shi, Yan-Xia ;
Li, Bao-Ju ;
Li, Zheng-Ming ;
Zhang, Yong-Gang .
CHEMICAL BIOLOGY & DRUG DESIGN, 2011, 78 (04) :689-694
[13]  
Liu XH, 2011, ASIAN J CHEM, V23, P4064
[14]  
Liu XH, 2011, ASIAN J CHEM, V23, P4031
[15]   SYNTHESIS, DIMERIC CRYSTAL STRUCTURE, AND FUNGICIDAL ACTIVITY OF 1-(4-METHYLPHENYL)-2-(5-((3,5-DIMETHYL-1H-PYRAZOL-1-YL)METHYL)-4-PHENYL-4H-1,2,4-TRIAZOL-3-YLTHIO)ETHANONE [J].
Liu, Xing-Hai ;
Tan, Cheng-Xia ;
Weng, Jian-Quan .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2011, 186 (03) :558-564
[16]   PHASE TRANSFER-CATALYZED, ONE-POT SYNTHESIS OF SOME NOVEL N-PYRIMIDINYL-N′-NICOTINYL THIOUREA DERIVATIVES [J].
Liu, Xing-Hai ;
Tan, Cheng-Xia ;
Weng, Jian-Quan .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2011, 186 (03) :552-557
[17]   5-(4-Pyridyl)-1,3,4-thiadiazole-2(3H)-thione [J].
Liu, Xu-Feng ;
Liu, Xing-Hai .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 :O202-U3145
[18]   NEW CLASS OF PYRETHROIDAL INSECTICIDES ALPHA-SUBSTITUTED PHENYL-ACETIC ACID-ESTERS [J].
OHNO, N ;
FUJIMOTO, K ;
OKUNO, Y ;
MIZUTANI, T ;
HIRANO, M ;
ITAYA, N ;
HONDA, T ;
YOSHIOKA, H .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1974, 38 (04) :881-883
[19]   SEARCH FOR NEW DRUGS SYNTHESIS AND ANTITUMOR ACTIVITY OF 3,4,5-SUBSTITUTED 1,2,4-TRIAZOLES [J].
Ovsepyan, T. R. ;
Melik-Ogandzhanyan, R. G. ;
Panosyan, G. A. ;
Arsenyan, F. G. ;
Garibdzhanyan, B. T. .
PHARMACEUTICAL CHEMISTRY JOURNAL, 2009, 43 (12) :645-648
[20]  
Sheldrick G. M., 1997, SHELXL 97