Synthesis,Crystal Structure,and Biological Activity of Naphthalen-2-yl4-methyl-1,2,3-thiadiazole-5-carboxylate |
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| Authors: | WANG Shou-Xin a b FU Yi-Feng b FAN Zhi-Jin b MI Na b ZHANG Hai-Ke b SONG Hai-Bin b Belskaya NPc Bakulev VAc a b c |
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| Institution: | [1]School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China [2]State Key Laboratory of Elemento Organic Chemistry, Nankai University, Tianjin 300071, China [3]The Ural Federal University Named after the First President of Russia B. N. Yeltsin, Yeltsin UrFU 620002, Ekaterinburg, Russia |
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| Abstract: | The title compound naphthalen-2-yl-4-methyl-1,2,3-thiadiazole-5-carboxylate (C 14 H 10 N 2 O 2 S,M r=270.31) was synthesized by the reaction of 4-methyl-1,2,3-thiadiazole-5-carbonyl chloride with 2-naphthol,and its structure was characterized by IR,1 H NMR,high-resolution mass spectrometry and single-crystal X-ray diffraction.The crystal belongs to orthorhombic,space group Pbcn with a=23.475(5),b=9.6640(19),c=10.814(2),β=90.00°,Z=8,V=2453.2(9) 3,M r=270.30,D c=1.464 g/cm 3,μ=0.262 mm-1,F(000)=1120,R=0.0444 and wR=0.1099.X-ray analysis revealed that the thiadiazole and naphthalene rings were non-planar,while the thiadiazole ring and the ester group were essentially planar,and two intermolecular hydrogen bonds C(6) H(6)···O(1) and C(14) H(14)···O(1) were observed.The preliminary biological test showed that the title compound had antifungal and antivirus activities against tobacco mosaic virus. |
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| Keywords: | X-ray diffraction crystal structure synthesis 1 2 3-thiadiazole |
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