新型2-羟乙基苯并[d]异噻唑-3(2H)-酮脂肪酸酯的合成及其抑菌活性

以苯并[d]异噻唑-3(2H)-酮为原料,通过取代与酯化反应合成了9个未见文献报道的了2-{3-氧代苯并[d]异噻唑-2(3H)-基}乙醇脂肪酸酯(4a～4i),其结构经1H NMR,IR和元素分析表征。初步体外抑菌活性测试结果表明,4对六种实验菌均表现出不同程度的抑菌活性,尤其对革兰氏阳性菌,用药量32μg.mL-1时抑菌率在90%以上。     

新型N-酰基-7-甲氧基-苯并[4,5]噻唑并[2,3-c][1,2,4]三唑-3(2H)-硫酮的合成及其除草活性

为了寻找新的含苯并噻唑稠杂环农药先导化合物,以2-氨基-6-甲氧基苯并噻唑为起始原料,经肼化、环化和酰基化反应,合成出了14个N-酰基-7-甲氧基苯并[4,5]噻唑并[2,3-c][1,2,4]三唑-3(2H)-硫酮,并利用1H NMR,ESI-MS及元素分析对其结构进行表征.对目标化合物进行初步的除草活性筛选,实验结果表明:在浓度为200 mg/L时,大部分化合物对黄瓜(Cucumis sativus)、小麦(Triticum aestivum)、高粱(Sorghum vulgare)、萝卜(Raphanus sativus)、油菜(Brassica campestris)和稗草(Echinochloa crusgalli)的根和茎的抑制率在85%以上.     

奥美拉唑关键中间体杂质[5-甲氧基-苯并[d]噁唑-2(3H)-硫酮]的分离及结构确证

首次从奥美拉唑关键中间体5-甲氧基-1H苯并[d]咪唑-2-硫醇中分离得到杂质5-甲氧基苯并[d]噁唑-2(3H)-硫酮,其结构经¹H NMR, ¹³C NMR, IR, HR-MS(ESI)和X-射线单晶衍射确证。并对该杂质的形成机制进行了推测和验证。     

选择性合成双[噻吩并[2,3-d]嘧啶-4(3H)-酮]

以2-氨基-4-三氟甲基-5-甲基-噻吩-3-羧酸乙酯(1)为起始原料制得膦亚胺2.在碳酸钾的催化下,膦亚胺2与芳基异氰酸酯和伯二胺的氮杂Wittig反应制得嘧啶环上2,2’取代的双[噻吩并[2,3-d]嘧啶-4(3H)-酮]3;膦亚胺2与烷基异氰酸酯和伯二胺的氮杂Wittig反应制得嘧啶环上3,3’取代的双[噻吩并[2,3-d]嘧啶-4(3H)-酮]4.化合物3的核磁共振氢谱表明关环反应在嘧啶环的2,2’位;化合物4的核磁共振氢谱表明关环反应在嘧啶环的3,3’位.对合成反应机理的推导及目标产物核磁共振氢谱数据的分析解释了此合成反应的选择性.     

新型2-氨基-呋喃并[2,3-d]嘧啶-4(3H)-酮衍生物的合成及抗肿瘤活性

报道应用aza-Wittig反应,采用易得的原料,在温和的条件下,以78%～90%的产率有效的合成了新型2-氨基-呋喃并[3,2-d]嘧啶-4(3H)-酮衍生物5,其结构经IR,1H NMR,MS和元素分析确认.为进一步得到结构确认,化合物5c经X射线衍射分析证实.运用噻唑蓝(MTT)标准法对化合物5进行了体外抗肿瘤活性的测定,其中5f对肺癌细胞A459的IC50值为18.4μmol/L,显示出潜在良好的抗肿瘤活性.     

2-氰基-3-(4-甲基苯并[d]噻唑-2-氨基)-3-苯基丙烯酸酯类化合物的合成及抗病毒活性

以氰乙酸乙酯(氰乙酸)为起始原料,经酯化、缩合、氯化,然后与2-氨基-4-甲基苯并[d]噻唑反应,合成了20个新化合物4.所有化合物结构经过IR,1H NMR,13C NMR和元素分析确证.初步生物活性测试表明:在500μg·mL-1浓度下,该类化合物4具有一定的抗黄瓜花叶病毒(CMV)及抗烟草花叶病毒(TMV)室内活体治疗活性,其中化合物4b,4o,4q对CMV具有较好的活体治疗活性(抑制率分别为45.81%,43.20%,43.09%),化合物4d,4f,4h,4l对TMV具有较好的活体治疗活性(抑制率分别为45.68%,45.19%,45.86%,44.32%),对照药宁南霉素的活体治疗活性分别为56.31%,54.63%.     

苯桥连的双[噻唑并[4,5-d]嘧啶-7(6H)-酮]衍生物的合成

在乙醇钠的催化下,4-[(三苯基膦叶立德)氨基]-2,3-二氢-3-苯基-2-硫代噻唑-5-羧酸乙酯(膦亚胺1)与芳香基二异氰酸酯和亲核试剂的双氮杂Wittig反应制得苯桥连的双[噻唑并[4,5-d]嘧啶-7(6H)-酮]衍生物,产率为56%～92%.产物结构经IR,1H NMR,MS和元素分析确证.     

（3-氧代苯并异噻唑啉-2-基）羧酸烷酯的合成及抑菌活性研究

以1,2-苯并异噻唑啉-2（3H）-酮为原料,通过＂一锅法＂制备了8种（3-氧代苯并异噻唑啉-2-基）羧酸烷酯,结构经IR、1H NMR和元素分析确认。抑菌活性实验表明,化合物在浓度为2mg/L时对亚心型扁藻、球等鞭金藻和蛋白核小球藻的生长都有抑制活性,其中部分化合物（2c～2h）对球等鞭金藻和蛋白核小球藻的生长有优良...     

苯并异噻唑啉酮类化合物的合成与活性研究

通过烷基醇与固体三光气(BTC)反应后加入1,2-苯并异噻唑啉-2(3H)-酮(BIT)继续反应的“一锅法”制备了8种未见文献报道的2-(苯并异噻唑啉-3-酮-2-基)甲酸酯类化合物.化合物结构经IR、1HNMR和元素分析确认,并且对枯草芽孢杆菌、金黄色葡萄球菌、嗜水单细胞菌和大肠杆菌进行了初步抑菌活性实验,实验结果表...     

1,3-二氢苯并[c]异噻唑2,2-二氧化物的合成工艺改进

1,3-二氢苯并[c]异噻唑2,2-二氧化物是常见的药物骨架,本文以邻氯氯苄和亚硫酸钠为原料,经亲核取代、酰氯化、酰胺化及偶联环化反应,以55%的总收率和99%的纯度合成了1,3-二氢苯并[c]异噻唑2,2-二氧化物,其结构经¹H NMR, ¹³C NMR和FT-IR确证。     

Synthesis and Crystal Structure of 2-Ethoxy-3-n-butyl-benzofuro[2,3-d]pyrimidin-4（3H）-one

The crystal structure of the new title compound 2-ethoxy-3-n-butyl- benzofuro[2,3d]pyrimidin-4（3H）-one （C16H18N2O3, Mr = 286.32） has been prepared and determined by singlecrystal X-ray diffraction. The crystal is of monoclinic, space group P21/c with a = 13.7167（14）, b = 13.113（1）, c = 8.378（1） A, β = 98.992（2）^o, V = 1488.4（3） A^3, Z = 4, Dc = 1.278, F（000） = 608, μ = 0.089 mm^-1, MoKa radiation （2 = 0.71073）, R = 0.0498, wR = 0.1238 for 2336 observed reflections with I 〉 2σ（I）. X-ray diffraction analysis reveals that all ring atoms in the benzo[4, 5]furo [2,3-d] pyrimi- dinone moieties are almost coplanar.     

Synthesis,Bioactivity and Crystal Structure Analysis of Novel Benzo[d]isothiazol-3（2H）-ones

Two compounds,3-oxo-N-o-tolylbenzo[d]isothiazole-2(3H)-carboxamide (1) and N-(2-methoxyphenyl)-3-oxobenzo[d]isothiazole-2(3H)-carboxamide (2),were synthesized from the initial compound benzo[d]isothiazol-3(2H)-one (BIT) and characterized by 1 H NMR,IR and elemental analysis,respectively.The single crystals of compounds 1 and 2 were obtained and determined by X-ray diffraction analysis.The preliminary results of biological activity experiment show that some of the title compounds exhibited a favorable antimicrobial activity.     

Synthesis and Crystal Structure of 2-Ethoxycarbonylmethyl-8-chloro-3a,4-dihydro-3a-methyl-chromeno[4,3-c]pyrazol-3（2H）-one

The crystal structure of the title compound 2-ethoxycarbonylmethyl-8-chloro-3a,4-dihydro-3a-methyl-chromeno[4,3-c]pyrazol-3(2H)-one(C15H15ClN2O4,Mr = 322.74) has been prepared and determined by single-crystal X-ray diffraction.The crystal is of orthorhombic,space group Pccn with a = 16.7246(10),b = 19.6626(12),c = 9.3013(6) ,V = 3058.7(3) 3,Z = 8,Dc = 1.402 g/cm3,μ = 0.269 mm-1,F(000) = 1344,the final R = 0.0506 and wR = 0.1464 for 2568 reflections with I 2σ(I).In addition,disordered C(14) and C(15) atoms exist in the crystal structure.     

Heteroannulated Quinazoline and Quinazolinone Derivatives from (Z)-2-[1-Benzamido-2-(3,4,5-trimethoxyphenyl)]vinyl-3,1-benzoxazin-4(3H)-one

The title compound 1 was prepared and allowed to react with a series of nitrogen nucleophiles to afford the quinazoline and quinazolinone derivatives 2–12 and tetrazole derivative 13. The IR, ¹H NMR, ¹³C NMR, and mass spectra of all the synthesized compounds were discussed.     

Synthesis and Crystal Structure of（Z）-2-Methyl-5,6-dihydrobenzo[d]thiazol-7（4H）-one O-Prop-2-yn-1-yl Oxime Derivatives

Compound(Z)-2-methyl-5,6-dihydrobenzo[d]thiazol-7(4H)-one O-prop-2-yn-1-yl oxime, C11H12N2 OS, as a synthetic precursor of cytotoxic triazoles has been prepared and characterized by NMR spectra. Meanwhile, the crystal of IV was obtained and determined by X-ray single-crystal diffraction. Crystal data: monoclinic system, space group P21/c, a = 9.725(9), b = 8.068(7), c = 14.452(13)A, β = 98.68(2)°, V = 1120.9(17)A3, Z = 4, F(000) = 464, Dc = 1.305 g/cm3, μ = 0.263 mm-1, R = 0.0457 and w R = 0.1298 for 11511 independent reflections(Rint = 0.0709) and 2289 observed ones(I 2σ(I)).     

2-烷(芳)氧基苯并呋喃并[3,2-d]嘧啶-4(3H)-酮衍生物的合成及杀菌活性

应用膦亚胺3与芳基异氰酸酯的氮杂Wittig反应, 生成碳二亚胺4, 4再分别与酚、醇作用, 在碳酸钾或醇钠催化下关环, 以72%～88%的产率合成了2-烷(芳)氧基取代-苯并呋喃并[3,2-d]嘧啶-4(3H)-酮衍生物5和6, 其结构经IR, 1H NMR, MS和元素分析证实. 初步生物活性测试表明该类化合物表现出温和的杀菌活性. 如5f在50 mg/L浓度时, 对黄瓜灰霉菌的抑制率为55%.     

Heterocalixarenes. Part 2. Calix[m]uracil[n]benzimidazol-2(1H)-one[3] arenes: Synthesis and Binding Characteristics

The reactions of uracil/benzimidazol-2(1H)-one with 1,3-bis(bromomethyl)benzene provide respectively1 3-bis[(3-bromomethylbenzene)methyl]uracil/benzimidazol-2(1H)-onewhich on subsequent cyclization with1,3-bis[(uracil-1-yl/benzimidazol-2(1H)-one-1-yl)methyl]benzenederivatives provide respectively calix[m]uracil[n]benzimidazoI-2(1H)-one[3]arenes[m =3, n = 0 (9); m = 2, n = 1 (10);m = 1, n = 2 (11) and m = 0, n = 3 (12)]. The heterocalixarenes 9–12, both in liquid–liquid and solid–liquid extraction experiments, selectively extract ammonium picrates over the similarly sized K⁺ picrate. The selectivity is much more pronounced in the case of solid-liquid extractions. Both in L-L and S-L extractions, 10 exhibits the highest order oft-BuNH₃ ⁺/K⁺ selectivity.