Preparation and Electrochemical Properties of 3-Pyridinyl-6-aryl-1,2,4-triazolo [3,4-b][1, 3,4]thiadiazoles

A series of 3-pyridinyl-6-aryl-l, 2, 4-triazolo[3, 4-b][1, 3, 4]thiadiazoles(PATT) were prepared, the structures were confirmed by IR and H NMR spectra. The results of cyclic 1 voltammetry measurements imply that all these compounds have a higher electron affinity (EA) than 2-(4-biphenyl)-5-(4-tert-butyl phenyl)-1, 3, 4-oxadiazole (PBD) which implies that PATT could be acting as better electron acceptors than widely used electron transporting material PBD.

Phase Transfer Catalyzed Synthesis and Antibacterial Activity of Water-soluble S-Triazolo[3,4-b][1,3,4]thiadiazoles Containing Piperazine Group

6/3-（4-Chlorophenyl）-s-triazolo[3, 4-b][1, 3, 4]thiadiazoles （2,a-e） and （Sa-e） were synthesized respectively by intermolecular cyclization of 5-aryl / 4-chlorophenyl-4-amino-3- mercapto-1, 2, 4-triazoles （la-e） and （4） with 4-chlorobenzoic acid / aryl acids, which were condensed with piperazine under phase transfer catalyst TBAB to yield the corresponding free bases of monopiperazine derivatives and followed to form water-soluble salts （3a-e） and （6a-e） with hydrochloric acid in good yields. The in vitro biological results showed that piperazine group conjugated with the above fused heterocycles played an important role in antibacterial activity. The structures of novel compounds were confirmed by IR, ＇H NMR, MS and elemental analysis.

SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 3,6-DISUBSTITUTED S-TRIAZOLO[3,4-b]-1,3,4-THIADIAZOLES

A series of 3,6-disubstituted s-triazolo[3,4-b]-1,3,4-thiadiazoles have been synthesized,whose structures were determined by elemental and spectral analyses;all the new compounds showed significant antibacterial activity.

Preparation and Spectral Characterization of 3-Benzyl-6-aryl-1,2,4-triazolothiadiazoles

Benzyl 4 amino 5 mercapto 1,2,4 triazole reacted with aromatic acids in the presence of phosphorus oxychloride, yielding a series of new compounds, i.e. , 3 benzyl 6 aryl 1,2,4 triazolothiadiazoles, each of which has an active methylene at 3 position. The structures of all the title compounds were confirmed by elementary analysis, IR, 1H NMR and 13 C NMR spectra.

Synthesis and evaluation of in vitro antibacterial activity of novel 2,5-disubstituted-l,3,4-thiadiazoles from fatty acids

A series of new 1-（alkenoyl/hydroxyalkenoyl）-4-benzoyl-thiosemicarbazides 2a-d and 2-benzamide-5-alkenyl/hydroxyalk- enyl-1,3,4-thiadiazoles 3a-d were synthesized from fatty acid hydrazides. Structure of all these compounds was confirmed by IR, IH NMR, Sac NMR, mass spectra and elemental analysis. The bioassay results indicate that some compounds 2e, 2d, 3e and 3d have good antibacterial activity.

Synthesis and bioactivity of a novel series of 3,6-disubstituted 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles

A novel series of 3,6-disubstituted 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles were synthesized by the condensation of 4-amino-5- [2-(4-chlorophenoxymethylbenzimidazole)-1-methylene]-3-mercapto-1,2,4-triazole with various(un)substituted aromatic acids in the presence of phosphorous oxychloride.These compounds were investigated for their inhibitory activity to E.coli methionine aminopeptidase(EcMetAP1).Some of the tested compounds showed significant inhibitory activity.

A novel series of 2,5-disubstituted 1,3,4-thiadiazoles as potential anticonvulsant agent

In pursuit for better antiepileptic drug and the importance of semicarbazones and 2,5-disubstituted 1,3,4-thiadiazoles as anticonvulsant pharmacophore, a series of novel N-（{5-[（6-methyl-l-benzofuran-3-yl）methyl]-l,3,4-thiadiazol-2-yl}carba- mothioyl）-2/3/4-substitutedbenzamide were designed, synthesized and evaluated for their anticonvulsant activity. The findings of the present studies confirmed that the pharmacophore model with four binding sites is crucial for anticonvulsant activity. Structure-activity relationships among synthesized compounds were also established.

Studies on Condensed Heterocyclic Compounds(Ⅲ)——Synthesis and Antibacterial Activity of 3-(4-Pyridyl)-6-Alkyl/Aromatic Heterocyclyl-s-Triazolo[3,4-b]-1, 3,4-Thiadiazoles and 1,4-Bis [6-(4-Pyridyl)-s-Triazolo [3,4-b]-1, 3,4-Thiadiazol-3-yl]-n-Butane

In recent years, fused heterocycles have been reported to possess important properties in synthesis and pharmacology. Especially, s-triazolo, 3,4-thiadiazole derivatives have been attracting much attention for chemists and pharmacologists because they show broad spectra of biological activities, such as antifungal, antibacterial, hy-

One-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazoles under ultrasonic irradiation

A facile one-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazoles was achieved by ultrasonic irradiation of a mixture of 1-naphthylacetyl chloride, NH4CNS, CH2Cl2 and PEG-400 for 1.5 h at 10–20 °C and subsequent irradiation for 1.5 h in the presence of N-arylglycine hydrazides. This method requires short time and gives thiadiazoles in high yields.

Synthesis of 2-(N-formyl)-5-aryl/aryloxymethyl-1,3,4-thiadiazoles with potential bioactivity in PEG-400

An environmental benign procedure for synthesis of 2-(N-formyl)-5-aryl/aryloxymethyl-1,3,4-thiadiazoles has been developed by reaction of 2-amino-5-aryl/aryloxymethyl-1,3,4-thiadiazoles with formic acid in PEG-400.The key advantages of this protocol are the shorter reaction time,higher yields,lower cost,simple workup,and environment-friendly compared to conventional organic solvent reaction.The present method does not involve any hazardous organic solvent or catalyst.

Studies on Amidothiosemicarbazides and Related Hcterocyclic Derivatives ( XIII) --Synthetic Studies on 2-(3-Pyridyl)-5-Arylamino- 1,3, 4-Thiadiazoles and Oxadiazoles

By ring-closure of 1-nicotinyl-4-arylthiosemicarbazides under the catalysis of concentrated sulfuric acid or mercuric acetate, a series of 2-(3-pyridyl)-5-arylarnino-1,3,4-thiadiazoles and 2-(3-pyridyl)-5-ary-lamino-1,3,4-oxadiazoles were synthesized, respectively. All the products were subjected to testing of biological activity. Furthermore, the IR, 1H NMR and MS spectral properties of these new compounds were studied in details and some significant conclusions were drawn.

Design of New Thiadiazole Derivatives with Improved Antidiabetic Activity

Diabetes is a serious, long-term (or chronic) disease that occurs when a person’s blood sugar levels are high because their body cannot produce enough insulin, or does not produce enough insulin or that it cannot effectively use the insulin it produces. According to the literature, this disease has several causes, but certain types of diabetes such as type 2 diabetes are most closely linked to a metabolic disorder due to abdominal obesity. Thus, the number of individuals with type 2 diabetes is increasing. It is with this in mind that we work to improve human health. The aim of this study is to design new derivatives of 1,3,4-thiadiazole with improved antidiabetic activity by the mathematical model of multiple linear regression (MLR) established previously. The analysis of the effect on the substituents influencing the antidiabetic activity, fourteen (14) new molecules coded CDTH were generated and presenting values of the potential of inhibitory concentration higher than that of the base compound (pIC50 = 2.526). But thirteen (13) of these new compounds belong to the domain of applicability of the MLR model established previously. In addition, the thermodynamic quantities of formation formed at 298K have been calculated. Lipinski’s rule and pharmacokinetic properties proved that five (5) (TH4, TH9, TH10, TH13 and TH14) new molecules can be used as diabetes medicine.

噻二唑衍生物的制备及性能评价

针对现有噻二唑衍生物制备工艺中废水化学需氧量(COD)极高的问题,探索以去离子水替代乙醇作为反应溶剂,并引入相转移催化剂促进固-液两相反应,开发了制备噻二唑衍生物的绿色环保新工艺;进而,采用红外光谱、液相色谱、质谱等手段对新工艺合成的产物进行了结构表征,采用铜片腐蚀试验和四球试验评价了合成产物的金属腐蚀抑制性能、极压性能和减摩性能。结果表明:采用新工艺合成产物过程中产生的废水COD为2000 mg/L,与传统工艺产生的废水COD(700000 mg/L)相比显著降低,说明新工艺符合绿色环保要求;采用传统工艺和新工艺分别合成了2,5-双(叔壬基二硫代)-1,3,4-噻二唑,其金属腐蚀抑制性能、极压性能、减摩性能相当,且优于市售噻二唑衍生物类金属减活剂T561。

Sustainable and practical semi-heterogeneous photosynthesis of 5-amino-1,2,4-thiadiazoles over WS_(2)/TEMPO

An eco-friendly and practical method for the clean preparation of 5-amino-1,2,4-thiadiazoles was devel-oped.With WS_(2)as the semiconductor photocatalyst,both TEMPO and O_(2)(in air)as the redox catalysts,a variety of thiadiazoles were semi-heterogeneously formed in high to quantitative yields and could be easily collected by CPME extraction and rinsing.Furthermore,the catalytic system can be reusable for at least 5 reaction runs.

一种加速多硫化锂转化动力学的Li-S电池添加剂研究

锂硫(Li-S)电池作为下一代储能系统的候选者之一,具有高能量密度的优势。然而,多硫化锂(LiPSs)中间体缓慢的氧化还原动力学很大程度上阻碍其实际应用。通过引入电解液添加剂2,5-二巯基-1,3,4-噻二唑(DMcT)调节了LiPSs的分子轨道能级,以提高Li-S电池的电化学性能。原位锂化的DMcT(DMcT^(2-))和LiPSs通过可逆的离子-偶极作用实现结合,形成配位化合物。与LiPSs相比,配位化合物具有更高的最高占据分子轨道(HOMO)能级和更低的最低占据分子轨道(LUMO)能级,因此表现出更强的氧化还原活性。采用DMcT的Li-S电池不仅在2C倍率下提供703mA·h/g的容量,在0.2C倍率下100次循环后仍保持768mA·h/g的比容量。

探索性有机化学实验教学——以2-氨基-5-乙基-1,3,4-噻二唑的合成为例

有机化学实验是制药工程专业重要的基础课之一,既是对有机化学理论课的补充,又是学习药学专业课的基础。本文以氨基硫脲和丙醛为原料,通过改变溶剂、氧化剂种类、反应温度、反应时间及反应物投料比筛选出最优反应条件,从而提高2-氨基-5-乙基-1,3,4-噻二唑的产率。通过本次实验,不仅有利于学生巩固理论知识,提高实验动手能力,培养学生热爱化学,热爱科研,激发探索性思维具有重要的作用。

Synthesis of Thiadiazole Derivatives and Its Biological Activity

A new compound with biological activity had been synthesized by the reaction between 5-（p-chlorophenyl）-2-amino-1,3,4-thiodiazol and aroyl isocyanates.The structure of the target compound was confirmed by IR,UV,1HNMR spectrum and elemental analysis.The biological activity tests showed that the target compound had an activity as plant growth regulator,the auxin activity was 26.1% and the cytokinin activity was 41.1%.

新型含酰胺基硫脲结构1,3,4-噻二唑衍生物的合成及其抗菌活性

酰基硫脲结构化合物具有多种生物活性。以噻二唑胺为原料,经卤代、肼解生成酰肼,再与不同取代的苯甲酰基异硫氰酸酯反应合成10个新型含酰胺基硫脲结构的1,3,4-噻二唑衍生物(9a~9j)。所有化合物的结构经IR、~1H NMR和HR-MS(ESI)表征。采用牛津杯法对其进行抗菌活性筛选,结果表明:9a~9j对哈氏弧菌活性存在不同程度的抑制作用,其中9d抗菌活性最好,抑菌圈直径为15.74±0.26 mm。