含苄氧苯基(噁)二唑啉类衍生物的合成与结构表征

对苄氧苯甲酰肼（1）与芳香醛缩合得到酰腙（2a～2f），再与乙酸酐环合成含苄氧苯基噁二唑啉类衍生物（3a-3f），该类化合物的结构经元素分析，IR，^1HNMR和MS确证。     

含1,3,4-噁二唑与苯或吡啶共轭化合物的合成与表征

以间苯二甲酸和2,6-吡啶二甲酸为原料,经酯化、氨解、关环和取代4步反应合成了1,3-二(2-乙酸甲酯基硫醚-1,3,4-噁二唑)-苯和2,6-二(2-乙酸甲酯基硫醚-1,3,4-噁二唑)-吡啶,利用IR、1HNMR及MS对其结构进行表征。在304nm波长光激发下,1,3-二(2-乙酸甲酯基硫醚-1,3,4-噁二唑)-苯(1.0×10-5mol/L的DMF溶液)在357 nm发射荧光;在281 nm波长光激发下,2,6-二(2-乙酸甲酯基硫醚-1,3,4-噁二唑)-吡啶(1.0×10-5mol/L的DMF溶液)在354 nm发射荧光。结果表明,两种目标化合物均具有良好的荧光性能。     

超声波辐射下5-芳基-1,3,4-(噁)二唑-2-硫醚的合成及其抗菌活性研究

为了研究具有1,3,4-(噁)二唑类结构物质的生物活性,利用芳酰肼与二硫化碳环合生成的5-芳基-1,3,4-(噁)二唑-2-硫酮为活性基团,超声波辐射聚乙二醇-400相转移催化条件下,探讨该中间体与氯乙酸乙酯或对甲基-N-氯乙酰基苯胺之间的烷基化反应,制备得到含有硫醚结构的5-芳基-1,3,4-(噁)二唑衍生物,其结构经IR、1HNMR和元素分析等测试技术加以确证;抗菌活性测试结果初步表明,目标产物具有一定的抗菌活性.     

一种合成1,3,4-噁二唑类化合物的新工艺

介绍了一种合成1,3,4-噁二唑类化合物的新工艺:70℃时,甲苯为溶剂,酰肼和酰氯先生成二酰肼,然后在N,N-二甲基甲酰胺(DMF)和双(三氯甲基)碳酸酯(BTC)的作用下,环化脱水合成一系列1,3,4-噁二唑类化合物,反应总收率为80-83%。其结构经NMR谱确证。     

3-N-三氟乙酰基-2,5-二芳基-1,3,4-噁唑啉类化合物的合成及抗癌活性研究

以芳香酸为原料,通过酯化、肼解制得芳基甲酰肼,芳基甲酰肼再与芳香醛反应得到相应的酰腙,最后酰腙与三氟乙酸酐反应脱水环化成标题化合物,并利用IR、1HNMR、13CNMR、ESI-MS和元素分析对8个目标化合物的结构进行了表征。用MTT方法评价了它们在体外对HepG-2,A549-1和231-2 3种癌细胞株的体外生长抑制活性。结果表明,所合成的8个新化合物均具有潜在的体外抑制癌细胞生长活性,其中3-N-三氟乙酰基-2-(4-溴苯基)-5-(4-氟苯基)-1,3,4-噁唑啉、3-N-三氟乙酰基-2-(4-氯苯基)-5-(4-氟苯基)-1,3,4-噁唑啉活性最强。     

具有农药活性物1,3,4-噁二唑硫醚类化合物研究进展

1,3,4-噁二唑硫醚衍生物具有广谱生物活性,从抑菌、杀虫、除草及抗病毒等农药活性方面综述了1,3,4-噁二唑硫醚类化合物研究进展,期望为1,3,4-噁二唑硫醚衍生物在农业方面的应用提供依据。     

含氯苯基的双噁唑啉类化合物的合成及表征

对苯二甲酸二甲酯与水合肼反应制得对苯二甲酰肼,对苯二甲酰肼分别与4-氯苯甲醛、2-氯苯甲醛、2,4-二氯苯甲醛反应生成相应的对苯二甲酰腙,再与乙酸酐环合成3个含氯苯基的双噁唑啉化合物,并利用IR,1H NMR,MS和元素分析对3个目标化合物(4a-4c)的结构进行了表征。     

Synthesis and antitumor activity of N

摘要：以STX-0119为先导化合物基于生物电子等排原理设计并合成25个N"-苯亚甲基-2-(3-吡啶基)喹啉-4-酰肼衍生物（产率：20.4-42.6%），通过1H NMR、MS、13C NMR确证了产物结构，采用MTT和台盼蓝法以以人乳腺癌MCF-7细胞、人肺癌A549细胞、人慢性粒细胞白血病K562细胞、人急性B淋巴细胞白血病RS4:11细胞为测试细胞株评价了目标化合物的体外抗肿瘤活性。目标化合物Ⅶr表现出最强的抗A549细胞增殖活性（IC50 = 7.42 ± 0.83 μmol/L），目标化合物Ⅶq表现出最强的抗RS4:11细胞增殖活性（IC50 = 2.4 ± 0.17 μmol/L）目标化合物Ⅶl不仅表现出最强的抗MCF-7细胞增殖活性（IC50 = 4.91 ± 0.33 μmol/L），而且也表现出最强抗K562细胞增殖活性（IC50 = 1.24 ± 0.19 μmol/L），分子对接结果显示其发挥抗肿瘤的作用可能与STAT3通路有关，值得进一步深入研究。 关键词：喹啉；酰肼；合成；抗肿瘤；生物电子等排     

1,3,4-唑啉类化合物的合成与结构表征

苯甲酰肼在乙醇中，回流条件下，与芳醛和苯乙酮反应得到相应的酰腙（2a-2h），然后再进一步与乙酸酐环合，以良好的收率合成出了1，3，4-噁唑啉类衍生物（3a-3h）。通过元素分析，IR，^1HNMR和MS对其结构进行表征，并对其裂解途径进行了探讨。     

4-取代的2-(2-氟-3-三氟甲基苯基)-1,3,4-噁二嗪-5-酮衍生物的合成及其生物活性

以2-氟-3-三氟甲基苯甲酰肼为起始原料,经与氯乙酰氯酰肼化,然后在碳酸钾的作用下进行环合,得到2-(2-氟-3-三氟甲基苯基)-1,3,4-噁二嗪-5-酮,最后通过与各种卤代烃反应,在4位N上引入不同基团,合成了18个未见报道的2-(2-氟-3-三氟甲基苯基)-1,3,4-噁二嗪-5-酮衍生物.所有化合物通过核磁共振鉴定,生物测试结果表明化合物1～化合物3对瓜类炭疽病具有较好的活性.     

2-(4-氨基苯基)-5-(2-烷氧基苯基)-1,3,4-(噁)二唑的合成及表征

以对硝基苯甲酸和水杨酸甲酯为起始原料合成了两种新的1,3,4-噁二唑类化合物——2-(4-氨基苯基)-5-(2-乙氧基苯基)-1,3,4-噁二唑和2-(4-氨基苯基)-5-(2-戊氧基苯基)-1,3,4-噁二唑。合成过程中,1,3,4-噁二唑化合物上的硝基采用钯碳催化氢化的方法还原成氨基,使后处理变得容易,产率显著提高,分别达98.4%和96%。通过IR和1HNMR确证了相关化合物的结构。     

Synthesis,characterization, and thermal stability of novel wholly para-oriented aromatic poly(ether-amide-hydrazide)s bearing pendant groups and their corresponding poly(ether-amide-1,3,4-oxadiazole)s

Four novel wholly para-oriented aromatic poly(ether-amide-hydrazide)s containing various pendant groups on their aromatic rings were synthesized from p-aminosalicylic acid hydrazide (PASH) with an equimolar amount of either 4,4′-(1,4-phenylenedioxy)dibenzoyl chloride (1a), 4,4′-(2,5-tolylenedioxy)dibenzoyl chloride (1b), 4,4′-(2-tert-butyl-1,4-phenylenedioxy)dibenzoyl chloride (1c), or 4,4′-(2,5-biphenylenedioxy)dibenzoyl chloride (1d) via a low temperature solution polycondensation reaction. A polyamide-hydrazide without the ether and pendant groups, poly[4-(terephthaloylamino)salicylic acid hydrazide, PTASH, is also investigated for comparison. It was synthesized from PASH and terephthaloyl chloride by the same synthetic route. The polymer intrinsic viscosities ranged from 4.5 to 2.47 dlg⁻¹ in N,N-dimethyl acetamide (DMAc) at 30 °C and decreased with the introduction of the ether and pendant groups into the polymer. All the polymers were soluble in DMAc, N,N-dimethyl formamide (DMF), and N-methyl-2-pyrrolidone (NMP) and their solutions could be cast into flexible films with good mechanical strengths. Further, they exhibited a great affinity to water sorption. Their solubility and hydrophilicity increased with introduction of the ether and pendant groups into the polymer. The prepared polymers could be thermally cyclodehydrated under nitrogen atmosphere into the corresponding poly(ether-amide-1,3,4-oxadiazole)s approximately in the region of 300–450 °C. The introduction of the flexibilizing ether linkages and the pendant groups into the polymer improves the solubility of the resulting poly(ether-amide-1,3,4-oxadiazole)s compared to poly(amide-1,3,4-oxadiazole) free from these groups.     

New fluorinated poly(1,3,4-oxadiazole-ether-imide)s

New fluorinated poly(1,3,4-oxadiazole-ether-imide)s have been prepared by solution polycondensation reaction of different aromatic diamines having preformed 1,3,4-oxadiazole ring, such as 2,5-bis(p-aminophenyl)-1,3,4-oxadiazole, 2,5-bis[p-(4-aminophenoxy)phenyl]-1,3,4-oxadiazole, 2,5-bis[p-(3-aminophenoxy)phenyl]-1,3,4-oxadiazole, 2-(4-dimethylaminophenyl)-5-(3,5-diaminophenyl)-1,3,4-oxadiazole and 2-(4-fluorophenyl)-5-(3,5-diaminophenyl)-1,3,4-oxadiazole, with an aromatic dianhydride incorporating ether linkages and hexafluoroisopropylidene group, namely 1,1,1,3,3,3-hexafluoro-2,2-bis-[(3,4-dicarboxyphenoxy)phenyl]-propane dianhydride. The polymers were easily soluble in polar organic solvents, such as N-methylpyrrolidinone, N,N-dimethylformamide, and pyridine, as well as in certain low boiling-point organic solvents, such as tetrahydrofuran and chloroform. Very thin coatings deposited onto silicon wafers exhibited smooth, pinhole-free surface in atomic force microscopy. The polymers showed high thermal stability with decomposition temperature being above 410 °C. They exhibited a glass transition in the temperature range of 183-217 °C, with reasonable interval between glass transition and decomposition temperature. Solutions of some polymers in N,N-dimethylformamide exhibited blue fluorescence, having maximum emission wavelength in the range of 411-424 nm.     

Fatty Acids in Heterocyclic Synthesis. Part XIV: Synthesis of Surface Active Agents from Some Novel Class of Oxadiazole,Thiadiazole and Triazole Derivatives Having Microbiological Activities

Reaction of stearic acid with semicarbazide in refluxing POCl₃ afforded 2-amino-5-heptadecyl 1,3,4-oxadiazole. Acylation of the amino group with acetic anhydride, ethyl chloroacetate and chloroacetic acid gave amide and β-amino acid derivatives. These compounds were cyclized to imidazo[2,1-b]oxadiazole derivatives by two different techniques. Treating the starting oxadiazole compound with P₂S₅, hydroxyl amine and hydrazine hydrate in benzene afforded thiadiazole and triazole derivatives. Unexpectedly, triazolo[3,4-b][1,3,4]oxadiazole derivative was obtained when 1,3,4-oxadiazole derivative was refluxed with hydrazine hydrate in ethanol. The biological activities of the synthesized compounds were screened in vitro against some gram positive and gram negative bacteria and fungi. Addition of quantitative amount of propylene oxide units (3, 5, 7 mol) to the synthesized compounds afforded new nonionic surfactants. The physico-chemical and surface properties of the novel synthesized surfactants such as surface and interfacial tension, cloud point, wetting time, emulsion stability, foam height, CMC, resistance to hydrolysis and their biodegradability were investigated. In addition, surface parameters including effectiveness (π _CMC), efficiency (PC₂₀), maximum surface excess (Γ_max) and (A _min) were examined.     

Synthesis of 2-hetaryl-5-phenyl-1,3,4-oxadiazole and bis-1,3,4-oxadiazole derivatives and their use as fluorescent whiteners for polyester fibres

Heterocyclic carboxylic acids (1) and benzoyl hydrazide (2) were condensed in the presence of polyphosphoric acid to give yellow to colourless compounds (3) which could be applied on polyester fibres as fluorescent whiteners. The dihydrazides (4) were condensed with aromatic acids (5) in the presence of polyphosphoric acid to yield bis-1,3,4-oxadiazole derivatives (6). These could also be used as fluorescent whiteners for polyester fibres. The spectroscopic properties in relation to the structural features of the compounds are discussed.     

2,5-双去氢枞基-1,3,4-噻二唑和2,5-双去氢枞基-1,3,4-(噁)二唑的合成

以去氢枞酸为原料,经PCl3或SOCl2酰化得到去氢枞酰氯,与水合肼进行酰肼化反应得到N,N-二去氢枞酰基肼,再分别经过闭环和缩合反应得到目标化合物。研究了各化合物的反应条件;其中N,N-二去氢枞酰基肼的合成可在室温下完成,收率86.2%;合成2,5-双去氢枞基-1,3,4-噻二唑的最佳闭环剂是POCl3,在POCl3既做闭环剂又做溶剂的条件下,收率83.2%;2,5-双去氢枞基-1,3,4-噁二唑的合成中,在P2S5的作用下,以吡啶作为溶剂,收率可达到85.5%;整个合成路线中各步反应的收率都在80%以上,高收率得到目标化合物;其结构经IR、1HNMR和元素分析进行表征和确证。     

Quinoline Hydrazide/Hydrazone Derivatives: Recent Insights on Antibacterial Activity and Mechanism of Action

Antibiotics are becoming gradually ineffective due to drug resistance, leading to greater difficulty in the treatment of infectious diseases. Therefore, the development of new chemical entities with different mechanisms of action is essential in the fight against resistant microorganisms. Various studies have shown that quinoline hydrazide/hydrazone derivatives possess several biological activities, such as antimalarial, antitubercular, anticancer, anti-inflammatory, and antimicrobial. Among these activities, the antibacterial activity of quinoline hydrazide/hydrazone derivatives is noteworthy. The synthetic flexibility of the quinoline ring has led to the development of a wide range of structurally diverse quinoline hydrazide/hydrazone derivatives, which can act at various bacterial targets such as DNA gyrase, glucosamine-6-phosphate synthase, enoyl ACP reductase, and 3-ketoacyl ACP reductase. This review emphasizes the antibacterial potential of various reported quinoline hydrazide/hydrazone derivatives based on substitution in the quinoline ring. The antibacterial activity of various metal-quinoline hydrazide/hydrazone complexes is also discussed. The aim of this review is to assemble and scrutinize the latest reports in this promising area of drug development.     

Preparation and characterization of ordered thin films based on aromatic poly(1,3,4-oxadiazole)s

Ultrathin layers of aromatic polyoxadiazoles by using the Langmuir-Blodgett technique are prepared for the first time. The syntheses and characterization of new soluble aromatic poly(1,3,4-oxadiazole)s are described. The polyoxadiazoles contain tetraphenyl silane units in the main chain or pendent alkylamido groups. Both the precursor route via polyhydrazide followed by thermal cyclization in bulk, and the direct spreading of poly(1,3,4-oxadiazole)s are used for film forming. The supramolecular structures of all ordered poly(arylene-1,3,4-oxadiazole) LB films are characterized by FTIR spectroscopy, X-ray scattering and atomic force microscopy, respectively.     

含1,3,4-(噁)二唑环的有机电致发蓝光材料及器件研究进展

1,3,4–口恶 二唑环是一个具有高电子亲和势和空穴阻挡作用的基团,含该基团的化合物是一类具有良好电子传输功能的有机电致发光材料。近年来含1,3,4–口恶 二唑环化合物发蓝光的有机电致发光材料已成为材料科学研究的一个热点。综述了含1,3,4–口恶 二唑环的小分子和高分子发蓝光的有机电致发光材料的分子结构、性能及其器件性能的研究现状,并对提高这类材料性能的分子设计方面作了简要的展望。     

DN-ALK2对人乳腺癌细胞MDA-MB-231增殖、迁移和侵袭能力的影响

目的探讨DN-ALK2对人乳腺癌细胞MDA-MB-231增殖、迁移和侵袭能力的影响。方法 RT-PCR法检测MDA-MB-231细胞中ALK2基因mRNA的转录;分别以腺病毒DN-ALK2和RFP感染MDA-MB-231细胞,并设空白对照组,通过MTT法、平板集落形成试验、细胞划痕试验及Transwell侵袭试验检测细胞的增殖、集落形成、迁移及侵袭能力。结果 MDA-MB-231细胞中内源性表达ALK2。腺病毒DN-ALK2和RFP感染MDA-MB-231细胞36 h后,荧光表达量一致,约为70%。MDA-MB-231/DN-ALK2细胞中高表达DN-ALK2。与MDA-MB-231/RFP组相比,MDA-MB-231/DN-ALK2组细胞的增殖活力、集落形成率及划痕愈合率均显著降低(P<0.05),穿膜细胞数也明显减少(P<0.05);而MDA-MB-231/RFP组与空白对照组比较,差异无统计学意义(P>0.05)。结论DN-ALK2可以在体外抑制乳腺癌MDA-MB-231细胞的增殖、迁移与侵袭。