含连三唑基均三唑、噻二唑、噁二唑类衍生物的电喷雾离子化质谱法测定

许多含三唑环和1,3,4-噻二唑环的化合物具有广谱和生物活性.如抗微生物、杀真菌、驱虫、止痛和消炎等作用,同时各种1,2,4-三唑和1,3,4-噁二唑衍生物也具有杀菌、抗微生物、植物生长调节等活性,从而引起化学家们对这几类化合物的广泛兴趣,并进行深入研究.最近,研究表明,将1,2,3-三唑引入某些活性分子可明显增强其药性.因而,对于1,2,3-三唑衍生物的合成及活性研究已成为唑类化合物研究的新热点.鉴于不同活性位点在同一分子中聚集,能明显改善化合物的生物活性这一特征,将2-苯基-1,2,3-三唑基引入到上述几类杂环体系中合成了一系列新的含连三唑基的1,3,4-噻二唑、1,3,4-噁二唑类衍生物,以期实现生物活性的叠加.     

2-巯基-5-甲基-1,3,4-噻二唑的ESI-MS及MS/MS研究

2-巯基-5-甲基-1,3,4-噻二唑(2-mercapto-5-Methyl-1,3,4-thiadiazole,以下简称噻二唑)是一种用途广泛的有机杂环化合物,也是合成先锋霉素5号[1](cefazolin)的中间体之一.此外研究发现,含有1,3,4-噻二唑的衍生物具有除草、植物生长调节,杀菌,消炎,抗癌,降压,及降低胆固酵等多种生物、生理活性[2,3].因此,噻二唑的合成研究一直为人们所关注[4],而在合成工艺的优化过程中,质谱可发挥监控反应的重要作用.     

均三唑并噻二唑:重要的潜在药物结构单元

均三唑并噻二唑是一类重要的稠杂环化合物,其衍生物具有抗菌、消炎、抗肿瘤、抗结核、酶抑制作用、调节植物生长等多种生物活性。本文按照均三唑并噻二唑类化合物呈现的不同生物活性进行分类,综述了近年来该类化合物在上述领域的研究进展。     

2,5-二取代-1,3,4-噻二唑衍生物的合成与表征

苯并噁唑啉酮和1,3,4-噻二唑衍生物具有多种生物活性,制备含有苯并噁唑啉酮结构的1,3,4-噻二唑衍生物非常有意义。本文以邻氨基苯酚和尿素为初始原料,经多步合成反应,制备了10个新的2-(芳甲酰氨基)-5-(2-苯并噁唑啉酮-3-甲基)-1,3,4-噻二唑化合物(7a～7j),并利用IR、1H NMR和元素分析对其结构进行了表征。     

具有植物激素活性的Schiff碱化合物的研究(Ⅲ)——噻二唑类Schiff碱的合成及其生物活性

含杂环的Schiff碱类化合物具有很高的植物生长激素的活性[1],近十几年来受到化学家的重视.前文[2]已报道了三唑类Schiff碱的合成及其生物活性.已发现含噻二唑环的化合物具有高的生物活性,1,3,4-噻二唑的衍生物可以作为杀菌剂、除草剂和植物生长调节剂[3～6],连有巯基(-SH)的噻二唑的席夫碱目前还未见报道.我们将2-氨基-5-巯基-1,3,4-噻二唑与芳醛或杂环醛作用,合成了12个新的Schiff碱化合物,发现其中一些化合物具有明显的植物激素活性,合成的反应式为:     

碘促进3-(咪唑并[2,1-b][1,3,4]噻二唑-6-基)香豆素衍生物的有效合成

香豆素和咪唑并噻唑是两类具有广泛生物活性和药理作用的杂环化合物,合成含咪唑并噻唑基的香豆素衍生物在药物化学上具有重要意义。本研究发展了一种有效地通过3-乙酰基香豆素和2-氨基-1,3,4-噻二唑,在I_2促进下一锅环化反应合成3-(咪唑并[2,1-b][1,3,4]噻二唑-6-基)香豆素衍生物的方法。目标化合物通过核磁共振、红外光谱、质谱及元素分析进行了结构表征。     

1,2,4-三唑并[3,4-b]-1,3,4-噻二唑的合成

近年来稠杂环化合物的合成及其生物活性的研究日益成为杂环化学研究的热门课题。3,6-二取代-1,2,4-三唑并噻二唑衍生物是具有广谱生物活性的稠杂环化合物,如抗菌、消炎、杀微生物、调节植物生长、除草等,因而引起各国化学家的广泛兴趣。此类化合物的生物活性,     

肼类衍生物在五元唑类杂环合成中的应用进展

简要概述了肼类衍生物的结构及反应活性,总结了近十年来肼类衍生物分别在合成五元唑类杂环如吡唑、噻唑、1,3,4-噁二唑、1,3,4-噻二唑以及三唑类化合物,及其相关的稠杂环如吡唑并某环、s-三唑[3,4-b][1,3,4]-噻二唑、s-三唑[3,4-b][1,3,4]-噻二嗪,以及含有1,2,4-三唑的稠杂环化合物等合成中的应用进展.     

[1,2,4]三唑并[3,4-b][1,3,4]噻二嗪类衍生物的合成及生物活性研究进展

[1,2,4]三唑并[3,4-b][1,3,4]噻二嗪作为极具前景的活性基团,在抗菌、抗肿瘤等方面具有多种药理活性,在药物和化学领域受到了广泛的关注。本文以含三唑并噻二嗪结构化合物的合成及其在抗肿瘤、抗菌等方面的生物活性为依据,对近几年国内外关于[1,2,4]三唑并[3,4-b][1,3,4]噻二嗪类化合物的研究进行分析总结,以期为后续该类新型抗肿瘤化合物的设计合成提供参考。     

2,5-二芳基-噻二唑的合成及其缓蚀性能研究

合成了四种噻二唑衍生物:2,5-二苯基-1,3,4-噻二唑(DPTD),2,5-二(2-羟基苯)-1,3,4-噻二唑(2-DHPTD),2,5-二(3-羟基苯)-1,3,4-噻二唑(3-DHPTD)和2,5-二(4-羟基苯)-1,3,4-噻二唑(4-DHPTD)。采用Tafel极化测试、电化学阻抗谱(EIS)和扫描电子显微镜(SEM)研究了噻二唑衍生物在50 mg·L-1硫-乙醇体系中对银的缓蚀作用。实验结果表明:添加缓蚀剂后,银片腐蚀得到抑制,且缓蚀效率大小顺序为:[DPDT][2-DHPDT][3-DHPDT][4-DHPDT]。通过量子化学计算和分子动力学模拟进一步研究了四种噻二唑衍生物的缓蚀机理,理论计算结果与实验结果一致。     

Recent synthetic strategies of medicinally important imidazothiadiazoles

Imidazothiadiazole is a fundamental fused heterocyclic compound containing imidazole and thiadiazole ring systems. This versatile framework has significant applications in pharmaceutical chemistry and also possessed a remarkable biological profile. The derivatives of imidazo[2,1-b][1,3,4]thiadiazole have a broad spectrum of biological applications such as antitumor, tubulin inhibitor, anticancer, antifungal, anti-inflammatory, antimicrobial, antitubercular, anticonvulsant, antibacterial and as enzyme inhibitors. These derivatives also play a significant role in the development of non-linear optics and photo-electronics. Synthesis of this fused bicyclic compound mainly involved the reaction between 2-amino-1,3,4-thiadiazoles and α-haloketones, with different substitutions at the 2, 5, and 6 positions of the ring system. Moreover, microwave assisted multicomponent and C–C coupling reactions in the presence of catalysts or under solvent free reaction conditions were found to be reliable and valuable approaches. This review is a concerted approach to describe the synthesis and applications of imidazo[2,1-b][1,3,4] thiadiazole derivatives reported during 2015–2022.     

Syntheses of 3-[5-Methyl-1-(4-Methylphenyl)-1,2,3-Triazol-4-yl]-6-Substituted-s-Triazolo[3,4-b]-1,3,4-Thiadiazoles

1,2,3-Triazole derivatives have been reported as inhibiting tumor proliferation, invasion, and metastasis^[1]. The fused l,3,4-triazolo[3,4-b]-1,3,4-thiadiazoles derivatives show various biological effects such as antifungal^[2], antibacterial, hypotensive and CNS depressant activities^[3]. We have reported several 6-aryl-3-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-s-triazolo[3,4-b]-1,3,4-thiadiazoles in the previous paper^[4]. The novel 6-aryl-3-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-s-triazolo[2,4-b]-1,3,4-thiadiazoles 6a-j have been synthesized by the condensation of 4-amino-5-mercapto-3-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-s-triazole 5 with various aromatic carboxylic acids in the presence of phosphorus oxychloride. The mercaptotriazole 5 was prepared from 4,the latter being prepared from 1 throng 2 and 3. The title compounds 6 were depicted in scheme 1. The structures of these compounds were established by elemental analysis, NMR, MS and IR techniques.     

含有1H-1,2,4-三唑咪唑[2,1-b]-1,3,4-噻二唑、S-三唑[3,4-b]-1,3,4-噻二唑衍生物的合成及生物活性

合成了18个含有1H-1,2,4-三唑的咪唑[2,1-b]-1,3,4-噻二唑以及S-三唑[3,4-b]-1,3,4-噻二唑的稠杂环衍生物,经元素分析及谱学表征,探讨2,5,6-三取代咪唑[2,1-b]-1,3,4-噻二唑的可能生成机制.对大肠杆菌、绿脓杆菌、枯草杆菌等初步抑菌试验证明,多数化合物表现了较好的抑菌活性.     

含有异噁唑的S-三唑[3,4-b]-1,3,4-噻二嗪、咪唑[2,1-b]-1,3,4-噻二唑和咪唑[2,1-b]-1,3,4-噁二唑衍生物的合成

异噁唑衍生物作为一类重要的生物活性物质,其合成一直受到人们的关注,其中德国HMR公司开发研制的新型抗内风湿性关节炎药来氟米特(Leftunomide)已于1998年在美国率先上市,该药还具有很好的免疫调节作用．7H-均三唑[3,4-b]-1,3,4-噻二嗪、咪唑并[2,1-b]噻唑和咪唑并[2,1-b]-1,3,4-噻二唑衍生物均表现出广谱的生物活性．     

Synthesis of 6-(6-/8-Substituted-4-Chloro-Quinoline-3-yl)-3-Aryl-s-Triazolo[3,4-b] -1,3,4-Thiadiazoles

A survey of literature^[1] revealed that s-triazolo[3,4-b]-1,3,4-thiadiazole has received much attention during recent years on account of its prominent utilization as antifugal, anti-inflammatory, analgsic and anthelmintic agents probably resulting from its planner and compact structure. In the course of the study of this ring system, we previously described a series of 3,6-disubstituted-s-triazolo[3,4-b]-1,3,4-thiadiazoles which exhibited antibacterial, herbicidal and plant growth regulative activities. It is well known that quinoline derivatives are associatied with broad spectrum biological activities^[2].     

Synthesis and evaluation of the anti-microbial activity of new heterocycles containing the 1,3,4-thiadiazole moiety

A new series of thiadiazole-enaminones 4 were synthesized via reactions of 5-acetyl-1,3,4-thiadiazoles 3 with dimethylformamide-dimethylacetal (DMF-DMA). The simple phenyl substituted thiadiazole-enaminone 4f was used as a synthetic precursor for the preparation of a wide variety of new heterocyclic compounds, including the 5-substituted-1,3,4-thiadiazole derivatives 5, 6, 11, 12 and 13, which were obtained via reactions of 4f with nitrogen nucleophiles. Also, reactions of enaminone 4f with carbon nucleophiles afforded the respective 1,3,4-thiadiazoles 8a-d. In addition, the results of the antimicrobial activities of thiadiazole-enaminones 4 and their precursors 2 and 3 indicate that some members of this series display promising activities against all tested microorganisms.     

Studies on Condensed Heterocyclic Compounds XVI. Synthesis of 3-Alkyl-6-(2,4-Dichlorophenoxymethyl)-s-Triazolo[3,4-b]-1,3,4-Thiadiazoles and 6,6′-Bis(3-Aryl-s-Triazolo[3,4-b]-1,3,4-Thiadiazoles)

Several 3-alkyl-6-(2,4-dichlorophenoxymethyl)-s-triazolo[3,4-b]-1,3,4-thiadiazoles 3a-3e and 6,6′-bis(3-aryl-s-triazolo[3,4-b]-1,3,4-thiadiazoles) 3f-3j were synthesized. The structures of all the compounds synthesized were elucidated by elemental analyses and spectral data. The representative compounds 3a and 3b exhibited moderate biological activities.     

Current perspectives on quinazolines with potent biological activities: A review

Quinazoline is a heterocyclic compound having biological activities. It is aromatic in nature having bicyclic structure containing benzene ring and pyrimidine ring. Quinazoline and its derivatives are found to have wide range of biological activities that is anticancer, analgesic, antimicrobial, antihypertensive, anticonvulsant, antimalarial, antitumor, and anti-tubercular activities. The purpose of this review is to highlight the recent researches made by researchers on various biological activities of quinazoline derivatives on different targets.     

脱氢枞酸及其衍生物生物活性的研究进展

脱氢枞酸是一种从松香中分离出来的具有三环二萜结构的树脂酸,具有广泛的生物活性,在医药、工业、农业等领域具有重要的用途。本文综述了脱氢枞酸衍生物在抑菌、抗病毒、K离子通道开启、抗肿瘤等生物活性方面的研究进展,展望了脱氢枞酸衍生物的研究和应用前景。