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1.
Reaction of the newly prepared 3-(2-thienyl)-4-amino-s-triazole-5-thione (I) with different alkyl kalides and aromatic aldehydes afforded the corresponding thioethers and arylidene derivatives (II and III), respectively. Attempt ring closure of (I) with acetic anhydride produced the unexpected triacetyl derivative (IV). The synthesis of certain 3-(2-thienyl)-6-substituted-s-triazolo[3,4-b] 1,3,4-thiadiazoles (V and VII) was described. IR, NMR and mass spectral analyses of the prepared compounds were discussed. 相似文献
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Heterocycles bearing a symmetrical triazole or 1,3,4-thiadiazole ring system are reported to show a broad spectrum of biological activities.[1,2] The 1,2,4-triazole nucleus has been recently incorporated into a wide variety of therapeutically interesting drugs including H1/H2 histamine receptor blockers, cholinesterase active agents, CNS stimulants, antianxiety and sedatives[3] Coumarins are nowadays an important group of organic compounds that used as bactericides, fungicides,anti-inflammatory, anticoagulant, anti-HIV and antitumour agents.[4,5] Keeping in view the biological importance of the above mentioned heterocyclic compounds and in continuation of our search for biologically active nitrogen and sulphur heterocycles, a series of s-triazolo[3,4-b]-1,3,4-thiadiazole derivatives was synthesized. 相似文献
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异噁唑衍生物作为一类重要的生物活性物质[1,2],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[3].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[4~6]. 相似文献
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Synthesis of the title compounds has been accomplished by a one-pot procedure involving the reaction of 3-substituted-4-amino-5-mercapto-1,2,4-triazoles and a variety of heterocyclic ketones in the presence of [hydroxy(tosyloxy)iodo]benzene. 相似文献
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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. 相似文献
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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. 相似文献
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Ali A. El-Emam Mohamed A. Moustafa Hussein I. El-Subbagh Mahmoud B. El-Ashmawy 《Monatshefte für Chemie / Chemical Monthly》1990,121(2-3):221-225
Summary The development of a facile and efficient method for the synthesis of 2,5-diaryl-s-triazolo[3,4-b]-1,3,4-thiadiazoles4 a–e from the corresponding 3-aryl-4-amino-5-mercapto-s-triazole (2), is described. 3-Aryl-4-arylideneamino-5-mercapto-s-triazoles (3 a–e) were cyclized to compounds4 a–e by heating in nitrobenzene for a few minutes.Part II: See Ref. [11] 相似文献
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l-Phenyl-lH-tetrazol-5-yIhydrazine (2) was reacted with nitrous acid to yield 1-phenyl-lH-tetrazolo[4,5-d]tetrazole (3). l-Arylidene-2-(l-phenyl-lH-tetrazol-5-yl)hydrazines (4) were generally reactive towards electrophilic reagents. When treated with bromine in acetic acid, 4 yielded mixtures of 1-arylidene-2-[1-(4-bromophenyl)-lH-tetrazol-5-yl]hydrazines (5a-d) and 2-[1-(4-bromophenyl)-lH-tetrazol-5-yl]hydrazidic bromides (6a-d). Solvolysis of 6a-d in aqueous acetone yielded 5-aryl-1-(4-bromophenyl)-1,2,4-triazolo[4,3-d]tetrazoles (7a-d). The structures of the synthesized compounds were confirmed on the basis of elemental analysis, IR and 1H NMR data. 相似文献
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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. 相似文献
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Synthesis,Antimicrobial, and Antioxidant Activities of Some Fused Heterocyclic [1,2,4]Triazolo[3,4‐b][1,3,4]thiadiazole Derivatives 下载免费PDF全文
In the present work, we synthesized a series of [1,2,4]triazolo[3,4‐b][1,3,4]thiadiazole derivatives ( 6a , 6b , 6c , 6d , 6e , 6f and 7a , 7b , 7c , 7d , 7e , 7f ) by using simple starting materials, namely, β‐amino acids and different aromatic acid hydrazides. The newly synthesized compounds were characterized by mass, IR, 1H, and13C‐NMR spectral data analysis. The newly synthesized compounds were tested for their antimicrobial activities and antioxidant properties. Compound 6c was a potent microbial agent particularly against Staphylococcus aureus (MIC 3.12 µg/mL) and Candida albicans (MIC 6.25 µg/mL) when compared with the reference drugs ciprofloxacin and fluconazole, respectively. The antioxidant activity of the synthesized compounds was also evaluated by 1,1‐diphenyl‐2‐picryl hydrazyl, nitric oxide, and hydrogen peroxide radical scavenging methods. Compounds 6c , 6f , 7c , and 7f showed good radical scavenging activity due to the presence of electron‐donating group on phenyl ring. 相似文献
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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]. 相似文献
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2,6-Diarylimidazo [2,1-b]-1,3,4-thiadiazoles (3) were synthesized by reactions of either α-haloketones with 2-aminothiadiazoles (1) or directly with acetophenones in the presence of [hydroxy(p-tosyloxy)iodo]benzene. The latter method is convenient and versatile. 相似文献
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Chun Xia Tan Ruo Fei Feng Xiao Xia Peng 《中国化学快报》2007,18(5):505-508
By the condensation of 2,6-bis(4-amino-5-mercapto-[1,2,4]-triazoles-2)pyridine with aromatic acid in the presence of phosphorus oxychloride. Compounds of 2,6-bis(6-aryl-[1,2,4]-triazolo[3,4-b][1,3,4]-thiadiazole-3-yl)pyridines were synthesized. Their structures were confirmed by IR, ^1H NMR spectroscopies and elemental analysis. Their electrochemical behavior and cyclic voltammogram also were be studied. The results showed that they have high ionization potentials and good affinity. 相似文献
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The aroylhydrazides were prepared by esterification and hydrazinolysis of corresponding aromatic carboxylic acids.The reaction of aroylhydrazides with CS2/KOH in absolute ethanol gave potassium aroyldithiocarbazates and then hydrazinolysis of potassium aroyldithiocarbazates with hydrazine hydrate afforded 3-aryl-4-amino-5-mercapto-1,2,4-triazoles(1a~1g).New seven compounds of bis[(3-aryl)-s-triazolo[3,4-b]-[1,3,4]thiadiazole derivatives(2a~2g) were synthesized in high yields by cyclization of nonanedioic ac... 相似文献
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T. R. Hovsepian E. R. Dilanian A. P. Engoyan R. G. Melik-Ohanjanian 《Chemistry of Heterocyclic Compounds》2004,40(9):1194-1198
The cyclization of 4-substituted 1-arylacetyl- and 1-aryloxyacetylthiosemicarbazides and also the potassium salt of (4-bromophenoxy)acetodithiocarbazinic acid in the presence of base gives the novel 3-arylmethyl- and 3-aryloxymethyl-5-mercapto-1,2,4-triazoles and, in the presence of concentrated H2SO4, the novel 5-substituted 2-arylmethyl- and 2-aryloxymethyl-1,3,4-thiadiazoles. 相似文献