Synthesis, Crystal Structure and Bioactivity of N-(phenethylcarbamothioyl)cyclopent-1-enecarboxamide  

作　　者：赵华绒 王玲 

机构地区：[1]Department of Chemistry, Zhejiang University

出　　处：《Chinese Journal of Structural Chemistry》2014年第2期284-288,共5页结构化学（英文）

基　　金：supported by the Natural Science Foundation of Zhejiang Province(LY12B02015,Y4080234)

摘　　要：The compound N-（phenethylcarbamothioyl）cyclopent-1-enecarboxamide was synthesized by the reaction of cyclopent-1-enecarbonyl isothiocyanate with phenethylamine in acetone, and its structure was characterized by IR, 1H NMR and X-ray crystal structure determination. The crystal of the title compound belongs to triclinic, space group P1 with a = 6.9500（7）, b = 9.4618（9）, c = 11.3256（11）, α = 71.522（9）, β = 81.830（8）, γ = 89.237（8）o, Z = 2, V = 698.80（12）3, Dc = 1.304 g/cm3, μ = 0.225 mm-1, F（000） = 292, R = 0.0413 and wR = 0.1073 for 1996 observed reflections with I 〉 2σ（I）. Intramolecular N（2）–H（2）···O（1） interactions as well as intermolecular N（2）–H（2）···O（1）, N（1）–H（1）···S（1） and C（12）–H（12）···S（1） hydrogen bonds help to stabilize the crystal structure. X-ray diffraction analysis reveals that the structure of the new compound exhibits a one-dimensional infinite chain-like structure. The cytotoxicity of the compound was investigated by MTT assay. The results show that the compound is toxic to A549 tumor cell.The compound N-（phenethylcarbamothioyl）cyclopent-1-enecarboxamide was synthesized by the reaction of cyclopent-1-enecarbonyl isothiocyanate with phenethylamine in acetone, and its structure was characterized by IR, 1H NMR and X-ray crystal structure determination. The crystal of the title compound belongs to triclinic, space group P1 with a = 6.9500（7）, b = 9.4618（9）, c = 11.3256（11）, α = 71.522（9）, β = 81.830（8）, γ = 89.237（8）o, Z = 2, V = 698.80（12）3, Dc = 1.304 g/cm3, μ = 0.225 mm-1, F（000） = 292, R = 0.0413 and wR = 0.1073 for 1996 observed reflections with I 〉 2σ（I）. Intramolecular N（2）–H（2）···O（1） interactions as well as intermolecular N（2）–H（2）···O（1）, N（1）–H（1）···S（1） and C（12）–H（12）···S（1） hydrogen bonds help to stabilize the crystal structure. X-ray diffraction analysis reveals that the structure of the new compound exhibits a one-dimensional infinite chain-like structure. The cytotoxicity of the compound was investigated by MTT assay. The results show that the compound is toxic to A549 tumor cell.

关 键 词：SYNTHESIS crystal structure X-ray diffraction bioactivity 

分 类 号：O623.626[理学—有机化学]