2-(5-芳氧基-4-苯基-1,2,4-三唑-3-硫基)乙酰芳胺的水相合成、 晶体结构及生物活性

在无催化剂存在下, 以水为溶剂通过5-芳氧基-4-苯基-1,2,4-三唑-3-硫酮与氯乙酰芳胺的硫烷基化反应, 合成了14个未见文献报道的2-(5-芳氧基-4-苯基-1,2,4-三唑-3-硫基)乙酰芳胺. 其结构经元素分析, IR和1H NMR进行了表征, 利用单晶X射线衍射法测定了化合物5n的单晶结构. 该化合物通过分子间氢键自组装成三维网状结构的超分子. 生物活性试验表明部分化合物对小麦的根有促进作用而对所有的茎都有抑制活性.     

2-(3-芳氧甲基-4-苯基-1,2,4-三唑-5-硫基)乙酸的微波合成及生物活性研究

在微波辐射条件下, 芳氧乙酰肼经两步反应制得4-苯基-3-芳氧甲基-1,2,4-三唑-5-硫酮衍生物, 再与氯乙酸反应得到6种尚未见文献报道的2-(3-芳氧甲基-4-苯基-1,2,4-三唑-5-硫基)乙酸衍生物. 目标化合物的结构经IR, ¹H NMR和元素分析进行了确证. 生物活性试验结果表明, 该类化合物对双子叶植物油菜具有良好的生物调节活性.     

2-[3-苯氧甲基-4-苯基-[1,2,4]三唑-5-硫基]乙酰胺的合成、晶体结构表征及生物活性

在微波辐射下, 由苯氧乙酰肼出发, 合成了一系列三唑类衍生物, 利用单晶X射线衍射法测定了化合物5f的单晶结构. 化合物5f通过分子间氢键及范德华力形成了三维网状结构的超分子. 这些化合物对植物根的生长具有比较明显的促进活性.     

N-（1H-3-羧基-1，2，4-三唑-5-基）-N′-芳氧乙酰基脲的合成及生物活性

通过5-氨基-1，2，4-三唑-3-羧酸与芳氧乙酰基异氰酸酯反应，合成了9个新的N-(1H-3-羧基-1，2，4-三唑-5-基)-N′-芳氧乙酰基脲，用核磁共振氢谱、红外光谱和元素分析证明了目标化合物的结构．室内的生物活性测定试验证明，部分目标化合物具有良好的植物生长调节活性．     

3-(N-取代苯基-2-乙酰胺基)硫基-4-N-取代邻羟苯基亚胺基-5-甲基-1,2,4-三唑类化合物的合成及生物活性研究

以对称二氨基硫脲为原料,与冰醋酸反应生成5-甲基-4-氨基-1,2,4-三唑-3-硫酮(1);在弱酸性条件下,1与取代水杨醛反应生成席夫碱中间体5-甲基-4-(N-取代邻羟苯基)亚胺基-1,2,4-三唑-3-硫酮(2a～2c);最后在碱性条件下分别与N-取代苯基-2-氯乙酰胺发生烷基化反应生成15种未见报道的目标化合物3-(N-取代苯基-2-乙酰胺基)硫基-4-(N-取代邻羟苯基)亚胺基-5-甲基-1,2,4-三唑(3a～3o),其结构经IR,1H NMR,13C NMR确证.初步生物测试表明,质量分数为0.01%时,3a～3o对白色念珠菌的抑菌率均达90%以上,具有很强的抑菌活性;对金黄色葡萄球菌、大肠杆菌的抑菌率达80%以上,具有较强的抑菌活性.     

微波作用下1-苯基-5-[5-(芳胺羰基甲硫基)-4-苯基-1,2,4-三唑-3-甲硫基]四唑的合成及生物活性

采用微波和相转移催化法通过1-苯基-5-(4-苯基-1,2,4-三唑-5-巯基-3-甲硫基)四唑(2)与2-氯乙酰芳胺(3)反应高效、快速地合成了10种尚未见文献报道的1-苯基-5-[5-(芳胺羰基甲硫基)-4-苯基-1,2,4-三唑-3-甲硫基]四唑. 其结构经 IR, ¹H NMR, ¹³C NMR 和元素分析表征. 生物活性实验结果表明, 该类化合物在较低浓度下部分化合物对小麦芽有很好的促进作用.     

5-(2-芳氧甲基苯并咪唑-1-亚甲基)-1,3,4-噁二唑-2-硫酮的合成、 晶体结构及生物活性研究

以2-芳氧甲基苯并咪唑-1-乙酰肼类化合物为原料在微波辐射条件下合成了10种尚未见文献报道的5-(2-芳氧甲基苯并咪唑-1-亚甲基)-1,3,4-噁二唑-2-硫酮衍生物, 化合物结构经 IR, 1H NMR, 13C NMR 和元素分析进行了表征. 6a 晶体结构表明, 该化合物通过分子间氢键自组装成了沿b轴无限延伸的一维链状超分子结构, 属于单斜晶系, P21/c空间群, a＝11.5484(13) Å, b＝16.5319(19) Å, c＝11.3595(14) Å, β＝108.755(2)°, Z＝2, V＝2053.6(4) Å3, Dx＝1.328 g/cm3, F(000)＝860, µ＝0.19 mm－1, R＝0.060, wR＝0.196. 初步生物活性试验结果表明该系列部分化合物对油菜幼苗的生长具有明显的生长调节作用, 并对枯草杆菌具有一定的抑制作用.     

5-(2-芳氧甲基苯并咪唑-1一亚甲基)-1,3,4-噁二唑-2-硫酮的合成、晶体结构及生物活性研究

以2-芳氧甲基苯并咪唑-1-乙酰肼类化合物为原料在微波辐射条件下合成了10种尚未见文献报道的5-(2-芳氧甲基苯并咪唑-1-亚甲基)-1,3,4-噁二唑-2-硫酮衍生物,化合物结构经IR 1H NMR,13C NMR和元素分析进行了表征,6a晶体结构表明,该化合物通过分子间氢键自组装成了沿b轴无限延伸的一维链状超分子结构,属于单斜晶系,P21/c空间群,a=11.5484(13)A,6=16.5319(19)A,c=11.3595(14)A,β=108.755(2)°,Z=2,V=2053.6(4)A3,Dx=1.328 g/cm3,F(000)=860,μ=0.19 mm-1,R=0.060,wR=0.196.初步生物活性试验结果表明该系列部分化合物对油菜幼苗的生长具有明显的生长调节作用,并对枯草杆菌具有一定的抑制作用.     

微波诱导下2-芳氧甲基苯并咪唑-1-水杨醛乙酰腙衍生物合成及生物活性研究

在微波辐射条件下, 通过2-芳氧甲基苯并咪唑-1-乙酰肼衍生物与水杨醛进行缩合反应, 合成了10种未见文献报道的2-芳氧甲基苯并咪唑-1-水杨醛乙酰腙衍生物. 它们的结构经元素分析, IR, ¹H NMR和¹³C NMR确证. 初步生物活性试验结果表明该系列化合物对小麦幼苗的生长具有明显的调节作用.     

[5-(芳亚甲基氨基)-1,3,4-噻二唑-2-基]硫乙酰芳胺的合成及 生物活性研究

在K2CO3存在下利用聚乙二醇-400 (PEG-400)作相转移催化剂, 于固-液相转移催化条件下, 通过5-芳亚甲基氨 基-2-巯基-1,3,4-噻二唑与氯乙酰芳胺的硫烷基化反应, 合成了16个未见文献报道的[5-(芳亚甲基氨基)-1,3,4-噻二唑-2-基]硫乙酰芳胺衍生物. 经元素分析, FT-IR,1H NMR和13C NMR确证了其结构. 生物活性实验结果表明, 部分化合物对小麦幼苗的生长具有明显的植物生长调节活性, 并对枯草杆菌具有一定的抑制活性.     

Synthesis,Crystal Structure and Antitumor Activity of 2-(3-Methyl-5-(methylthio)-4H-1,2,4-triazol-4-yl)isoindoline-1,3-dione

The title compound 2-(3-methyl-5-(methylthio)-4H-1,2,4-triazol-4-yl)isoindoline-1,3-dione(C12H10N4O2S, Mr = 274.30) has been synthesized by a three-step procedure including the cyclization, hydrazinolysis and substitution reactions, and its crystal structure was determined by X-ray single-crystal diffraction. The crystal belongs to the monoclinic system, space group P21/c with a = 12.264(3), b = 14.646(3), c = 14.349(4) , β = 91.69(3)°, μ = 0.255 mm-1, Mr = 274.30, V = 2576.2(10) 3, Z = 8, Dc = 1.414 g/cm3, F(000) = 1136, R = 0.0487 and w R = 0.1329 for 4048 observed reflections with Ⅰ 2σ(Ⅰ). In addition, the preliminary bioassay suggested that the title compound 6 exhibits relatively good antitumor activity against HT-29 and MCF-7.     

Synthesis, Crystal Structure and Antitumor Activity of 4-tert-Butyl-N-（2-fluorophenyl）-5- （1H-1,2,4-triazol-1-yl）-thiazol-2-amine

The title compound has been synthesized by the reaction of 1-bromo-3,3-dime- thyl-1- (1H-1,2,4-triazol-1-yl)butan-2-one with 1-(2-fluorophenyl)thiourea, and its crystal structure was determined by single-crystal X-ray diffraction. The crystal belongs to the orthorhombic system, space group Pbca with a=15.2568(6), b=12.1533(5), c=16.7307(7) , Z=8, V=3102.2(2)3, Mr=317.39, Dc=1.359 g/cm3, S=1.05, μ=0.223 mm-1, F(000)=1328, the final R=0.034 and wR=0.097 for 2590 observed reflections (I>2σ(I)). X-ray crystal structure presents the intramolecular N-H…N hydrogen bond, which plays an important role in stabilizing the crystal structure. In addition, the preliminary biological test on the title compound shows good antitumor activity, with IC50 of 0.122 μmol/mL against the Hela cell line.     

Synthesis, Crystal Structure and Antitumor Activity of （E）-4-tert-Butyl-N-（2,4-dichlorobenzylidene）-5-（1,2,4-triazol-1-yl）-thiazol-2-amine

The title compound (E)-4-tert-butyl-N-(2,4-dichlorobenzylidene)-5-(1,2,4-triazol-1-yl)-thiazol-2-amine was synthesized by the reaction of 4-tert-butyl-5-(1,2,4-triazol-1-yl)-thiazol-2-amine with 2,4-dichlorobenzaldehyde, and its crystal structure was determined by singlecrystal X-ray diffraction. The crystal belongs to the triclinic system, space group P1 with a = 7.9748(4), b = 10.1803(5), c = 11.4603(6), α = 102.882(1), β = 100.253(1), γ = 104.457(1)°, V = 850.95(7)3, Z = 2, F(000) = 392, C16H15Cl2N5S, Mr = 380.29, Dc = 1.484 g/cm3, S = 1.095, μ = 0.512 mm-1, the final R = 0.0301 and wR = 0.0965 for 3334 observed reflections (I 2σ(I)). The preliminary antitumor activity shows that for the title compound the IC50 of Hela is 0.175 μmol/mL and that of Bel7402 is 0.156 μmol/mL.     

Synthesis,Crystal Structure and Antitumor Activity of 4-(tert-butyl)-5-(1H-1,2,4-triazol-1-yl)-N-(2-hydroxy-3,5-diiodinebenzyl)-thiazol-2-amine

The title compound, 4-(tert-butyl)-5-(1H-1,2,4-triazol-1-yl)-N-(2-hydroxy-3,5-diiodinebenzyl)thiazol-2-amine, was synthesized via the reduction of 4-(tert-butyl)-5-(1H-1,2,4-triazol-1-yl)-N-benzylidene-thiazol-2-amine with Na BH4, and its crystal structure was determined by single-crystal X-ray diffraction. The compound crystallizes in monoclinic system, space group P21/c with a = 7.91944(19), b = 10.5250(3), c = 24.4985(6) , Z = 4, V = 2041.66(9) 3, Mr = 599.22, Dc = 1.949 Mg/m3, S = 1.120, μ = 3.203 mm-1, F(000) = 1152, the final R = 0.0283 and wR = 0.0592 for 3490 observed reflections(Ⅰ 2σ(Ⅰ)). X-ray analysis displays that the crystal water takes part in three intermolecular hydrogen bonds of O(2)–H(2A)···O(1), O(2)–H(2B)···N(1) and N(5)–H(5)···O(2), and an octatomic ring is formed via intramolecular hydrogen bond of O(1)–H(1A)···N(4). Furthermore, the Ⅰ···Ⅰ contacts are involved in stabilizing the overall three-dimensional network structure. The preliminary biological test shows the title compound has good antitumor activity with the IC50 value of 26 μM against the Hela cell line.     

Synthesis and Crystal Structure of 4-Phenyl-5-(1''''t-butyl-5''''-methyl-4''''-pyrazolyl)-1,2,4-triazol-3-thione

COOEtCOCH3(CH3)2NNHNH2NNCH3OOEtNH2NH2NNCH3ONHNH2PhNCSNNCH3ONHNHCNHSOH-NNCH3NNHNPhS12345 1 INTRODUCTION A large number of 1,2,4-triazole derivatives have been synthesized in recent years[1～4]. Many of them are reported to exhibit broad spectrum biologi-…     

Synthesis and Crystal Structure of 4-Salicyli deneamino-3-methyl-1,2,4-triazol-5-thione

1 INTRODUCTION 3-Substituted-4-amino-1,2,4-triazol-5-thione is the key synthon in the formation of heterocyclic compound. As a bifunctional agent, it can react with various electrophilic reagents and its derivatives have been reported to show various biological activities to be employed as fungicide[1], micro- biocide[2, 3], bactericide[4], herbicides[5] and anti in- flammatory agents[6]. Furthermore, 3-substituted-4- amino-1,2,4-triazol-5-thione has potential electron donors. Though ma…     

Synthesis and Crystal Structure of Trans-4-[(5-(2,4-Dichlorophenoxy)-3-methyl-1-phenyl-1H-pyrazol-4-yl)methyleneamino]-1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one

The title compound trans-4-[(5-(2,4-dichlorophenoxy)-3-methyl-1-phenyl-1H-pyra-zol-4-yl)methyleneamino]-1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one 3 (C28H23Cl2N5O2, Mr = 532.41) has been synthesized and its crystal structure was determined by single-crystal X-ray diffraction analysis. It crystallizes in triclinic, space group P1 with a = 8.9438(4), b = 11.6065(5), c = 14.2215(6) , α = 112.566(1), β = 92.324(2), γ = 102.91(1)o, V = 1315.65(10) 3, Z = 2, Dc = 1.344 g/cm3, μ(MoKα) = 0.282 mm-1, λ = 0.71073 , F(000) = 552, the final R = 0.0587 and wR = 0.1578 for 5071 observed reflections (I > 2σ(I)). X-ray analysis reveals that the product is a thermodynamically stable trans isomer. Intra-and intermolecular C(12)-H(12)···O(1) and C(28)-H(28)···O(1)#1 hydrogen bonds were observed in the title compound.     

3-(2-羟基苯基)-5-苯基-6-乙氧羰基-2-环己烯酮的合成与晶体结构

合成了3-(2-羟基苯基)-5-苯基-6-乙氧羰基-2-环己烯酮.通过元素分析、红外光谱、紫外光谱、核磁共振氢谱和质谱对其组成和结构进行了表征.利用X射线衍射分析方法测定了它的晶体结构.该化合物的晶体属单斜晶系,空间群P21/c,a=1.41946(17)nm,b=0.58445(7)nm,c=2.1756(3)nm,β=104.795(2)°,V=1.7450(4)nm3,Z=4,Dc=1.280 g·cm-3,F(000)=712,μ=0.088mm-1,R1[I＞2σ(I)]=0.0627,wR2[I＞2σ(I)]=0.1484.晶体结构测定结果表明化合物分子中的环己烯部分为半椅式构象,分子间通过氢键形成具有16元环的二聚体.