Request pdf synthesis and antibacterial activity of bisthioether derivatives containing a 1,3,4thiadiazoles moiety a series of bisthioether derivatives containing 1,3,4 thiadiazole moieties. This reaction is proposed to go through oxidative cleavage of csp 3h bonds. A read is counted each time someone views a publication summary such as the title, abstract, and list of authors, clicks on a figure, or views or downloads the fulltext. Base catalyzed ester hydrolysis of 4 followed by decarboxylation of the resulting carboxylic acid produced3 in 72% as a white solid. Synthesis of some new thiadiazole derivatives and their. Synthesis of new 1,3,4 thiadiazole and 1,2,3,4oxathiadiazole derivatives from carbohydrate precursors and study of their effect on tyrosinase enzyme mohamed m. Synthetic methods, chemistry, and the anticonvulsant. Review on biological activities of 1,3,4thiadiazole derivatives arvind k. Heterocyclic nucleus 1,3,4thiadiazole constitutes an important class of compounds for new drug development. The present work describes the synthesis of condensed heterocyclic substituted imidazo2,1b1,3,4thiadiazoles 2a,b6, substituted1,3,4thiadiazolo3,2apyrimidines 79 and a structure hybrid comprised of thiourea and 1,3,4 thiadiazole as 1,3disubstituted thioureas 10ae. Synthesis of nheterocycles, synthesis of sheterocycles synthesis of 1,2,4thiadiazoles. This investigation proposes a convenient, economical, cheaper, and useful method for the synthesis of 5phenyl1,3,4 thiadiazole azo dyes, coupled with quinoline, which are biologically active molecules possessing antimicrobial and in vitro antioxidant properties. Synthesis, characterization and pharmacological activity of.
Synthesis, structure elucidation, and structureantituberculosis activity relationship investigation. Four possible structures exist depending on the relative positions of the heteroatoms. Among the tested compounds, 2phenylamino54fluorophenyl1,3,4thiadiazole 22 showed the highest inhibitory activity. These new classes of heterocycles exhibit significant antimicrobial and. The 1,3,4thiadiazole nucleus is one of the most important and wellknown heterocyclic nuclei, which is a common and integral feature of a variety of natural products and medicinal agents. Review on biological activities of 1,3,4thiadiazole.
The most widely applicable route to the synthesis of 1,3,4oxadiazole and its 2,5disubstituted derivatives is the thermal, acid and base catalyzed cyclization of their corresponding carbonylhydrazides. Synthetic methods, chemistry, and the anticonvulsant activity. Synthesis, characterization and biological activities of. Apr 09, 2014 synthesis of new chiral 1,3,4 thiadiazole based di and triarylsulfonamide residues and evaluation of in vitro antihiv activity and cytotoxicity. The synthesis was carried out of type ligands from 5amino1,3,4 thiadiazole 2thiol with pentaerythritoltetrabromide and 1, 3, 4 thiadiazole 2, 5dithiol with pentaerythritoltetrabromide through.
Synthesis of nheterocycles, synthesis of sheterocycles synthesis of 1,3,4thiadiazoles. Tobacco mosaic virus tmv is known to infect members of 9 plant families, and at least 125 individual species, including tobacco, tomato, pepper, cucumbers, and a number of ornamental flowers. A convenient method is proposed for the synthesis of ethyl phthalimidoethylideneaminocarbamate, an intermediate in the synthesis of 5amino1,2,3 thiadiazole. Unless otherwise noted, the contents of the fda website. Chandrakantha, b 2014 synthesis, characterization and pharmacological activity of some new substituted 1,2,4triazole, pyrazole, 1,3,4 oxadiazole and 1,3,4 thiadiazole derivatives. A new type of synthesis of 1,2,3 thiadiazole and 1,2,3diazaphosphole 7711 al.
Synthesis and identification of some derivatives of 1,3,4thiadiazole shaimaa adnan, ahmed jasim mohammed and hassan thamer college of education, university of alqadisiya, iraq university college of humanities, elabbas holyshrine, iraq college of education for women. Recently microwave assisted synthesis has attracted the researcher throughout the world for its less time consumption, minimum usage of solvents and increased yield of the compounds10a. Experimental melting points was determined using an electrothermal digital melting point apparatus and are uncorrected. Over the past decade, drug resistance has become a growing problem in the treatment of infectious disease caused by bacteria, fungi and viruses.
Synthesis and structure of alkylated derivatives jigar k. Synthesis of 1,3,4thiadiazole derivatives redha, abdul jabar and zina 33 5 hrs. We previously reported the synthesis of thiadiazoles. In a direct annulation of hydrazides with methyl ketones for the synthesis of 1,3,4oxadiazoles, the use of k 2 co 3 as a base achieves an unexpected and highly efficient cc bond cleavage. Synthesis of new 1,3,4thiadiazole and 1,2,3,4oxathiadiazole. Synthesis of 2amino5substituted1,3,4thiadiazoles atda. This is especially true in case of infectious diseases such as pneumonia, meningitis and tuberculosis, which would once have been easily. Synthesis and identification of some derivatives of 1,3,4 thiadiazole shaimaa adnan, ahmed jasim mohammed and hassan thamer college of education, university of alqadisiya, iraq university college of humanities, elabbas holyshrine, iraq college of education for women university of kufa, iraq. Many routes in the literatures described the synthesis of carbamates metcalf et al. Synthesis, characterization and pharmacological activity. Synthesis of novel 1,3,4thiadiazole analogues with expected. Rahman et al synthesis of some new thiadiazole derivatives and their anticonvulsant activity 751 unique for the control of deadly infectious diseases caused by a variety of pathogens. Yacout 2 1 chemistry department, faculty of science, alexandria university, alexandria 21231, egypt.
Review on biological activities of 1,3,4thiadiazole derivatives. This is in addition to the synthesis of 1,3,4thiadiazoles through ring transformation 75. Results and discussion schemes were summarized the synthesis of different derivatives of 1,3,4 thiadiazole. Epilepsy is one of the leading neurological disorders, which is a major threat to public health. The synthesis was carried out of type ligands from 5amino1,3,4thiadiazole2thiol with pentaerythritoltetrabromide and 1, 3, 4thiadiazole2, 5dithiol with pentaerythritoltetrabromide through. Heterocyclic nucleus 1,3,4 thiadiazole constitutes an important class of compounds for new drug development. The full text of this article is available as a pdf 835k. These heterocyclic systems constitute the active part of several biologically active compounds acetazolamide. In chemistry thiadiazoles are a subfamily of azole compounds. A new type of synthesis of 1,2,3 thiadiazole and 1,2,3. Though, several new antiepileptic drugs are developed. Monoazo disperse dyes based on 2amino1,3,4thiadiazole derivatives. Thiadiazole is a heterocyclic compound featuring both two nitrogen atom and one sulfur atom as part of the aromatic fivemembered ring.
The chemistry of heterocyclic compounds has been an interesting field of study for a long time. International journal of engineering research and general. Biological potential of substituted thiadiazole compounds. The synthesis of novel thiadiazole derivatives and investigation of their chemical and biological behavior have gained more importance in. Synthesis of new chiral 1,3,4thiadiazolebased di and triarylsulfonamide residues and evaluation of in vitro antihiv activity and cytotoxicity. Chemistry of thiadiazole thiadiazole is a heterocyclic compound which contains a. Thiadiazole derivatives are privileged structures in medicinal chemistry and have been investigated for anticonvulsant and antimicrobial activities. Thiadiazole and related compounds are called 1, 3, 4thiadiazole two nitrogen and one other heteroatom in a fivemembered ring. Synthesis and antimicrobial activity of some 5amino2mercapto1,3,4thiadiazole 19 the most studied regioisomeric form of the thiadiazole series, is 1,3,4thiadiazole and its dihydroderivatives 12. Introduction synthesis of 1,3,4 thiadiazole derivatives the synthetic procedures of 1,3,4thiadiazoles could be classified by the number of ring atoms contributed by each component and by the number and types of bond generated in the last reaction step. In the case of 3phenyl1,2,4thiadiazole3, a cycloaddition of benzonitrile sulfide with ethyl cyanoformate led to the formation of ethyl 3phenyl1,2,4 thiadiazole 5 carboxylate1. Proton abstraction in the thiadiazole ring, if possible, may lead to cleavage of a hetero bond. In the case of 3phenyl 1,2,4thiadiazole3, a cycloaddition of benzonitrile sulfide with ethyl cyanoformate led to the formation of ethyl 3phenyl 1,2,4thiadiazole5 carboxylate1.
Synthesis and antimicrobial activity of novel 3 chloro. Synthesis and biological activity of metal complexes of 52aminoethyl2amino1,3,4thiadiazole. Introduction synthesis of 1,3,4thiadiazole derivatives the synthetic procedures of 1,3,4thiadiazoles could be classified by the number of ring atoms contributed by each component and by the number and types of bond generated in the last reaction step. Differently substituted thiadiazole moieties have also been found to.
Thiadiazoles heterocyclic building blocks sigmaaldrich. Mihai barboiu, 1 marilena cimpoesu, 2 cornelia guran, 3 and claudiu t. In particular, resistance of bacterial pathogens to current antibiotic has emerged as a measure health problem. Synthesis, reactions, and applications in medicinal, agricultural, and materials chemistry yang hu, cuiyun li, xiaoming wang, yonghua yang, and hailiang zhu state key laboratory of pharmaceutical biotechnology, nanjing university, nanjing 210093, peoples republic of china contents 1. Synthesis of nheterocycles, synthesis of oheterocycles synthesis of 1,3,4oxadiazoles. A convenient method is proposed for the synthesis of ethyl phthalimidoethylideneaminocarbamate, an intermediate in the synthesis of 5amino1,2,3thiadiazole. Synthesis of new 1,3,4thiadiazole and 1,2,3,4oxathiadiazole derivatives from carbohydrate precursors and study of their effect on tyrosinase enzyme mohamed m. These keywords were added by machine and not by the authors. In the case of 3phenyl1,2,4thiadiazole3, a cycloaddition of benzonitrile sulfide with ethyl cyanoformate led to the formation of ethyl 3phenyl1,2,4thiadiazole5 carboxylate1.
One such reaction is the dimroth rearrangement which readily occurs in appropriately substituted systems. Pdf synthesis and evaluation of the cytotoxicity of a. Members of the 1,3,4 thiadiazole ring system have found diverse applications as pharmaceuticals, antioxidants, cyanine dyes and metal complexing. Clerici, pocar, guido, loche, perlini, brufani abstract. Review article on 1, 3, 4thiadiazole derivaties and its pharmacological activities. Various methods were reported in the literature for the synthesis of 1,3,4oxadiazole and its derivatives wang et al. Because of the success of thidiazuron and bion on the market, many researchers have paid attention to the elaboration of new, more efficient methods for the synthesis of new 1,2,3thiadiazole derivatives and have carried out extensive screening of the compounds prepared. In particular, compounds bearing the 1, 3, 4 thiadiazole nucleus is known to have unique antibacterial and antiinflammatory activities. Recently a series of 2amino5sulfanyl 1,3,4thiadiazole derivatives bearing different substituents were synthesized and screened pharmacologically in order to evaluate their central nervous system activity. Review on biological activities of 1,3,4 thiadiazole derivatives arvind k. Synthesis of 1,3,4 thiadiazole derivatives redha, abdul jabar and zina 33 5 hrs. Synthesis of novel 1,3,4thiadiazole analogues with.
Thiadiazole nucleus is present as a core structural component in an array of drug categories. Synthesis, reactions, and applications in medicinal, agricultural, and materials chemistry yang hu, cuiyun li, xiaoming wang, yonghua yang, and hailiang zhu state key laboratory of pharmaceutical biotechnology, nanjing university, nanjing. Results and discussion schemes were summarized the synthesis of different derivatives of 1,3,4thiadiazole. Green process for the synthesis of 1, 2, 4thiadiazole scheme 423 biswa mohan sahoo studied synthesis and antiepileptic evaluation of 5arylnphenyl1, 3, 4thiadiazole2amine.
International journal of engineering research and general science volume 2, issue 6, octobernovember, 2014. Synthesis and biological activity of metal complexes of 52aminoethyl2amino1,3,4 thiadiazole. Synthesis and bioactivities of novel thioethersulfone. Synthesis and evaluation of the cytotoxicity of a series of 1,3,4 thiadiazole based compounds as anticancer agents november 20 iranian journal of basic medical science 1611. Synthesis, structure elucidation, and structureantituberculosis activity relationship. Nov 01, 20 xu wm1, li sz, he m, yang s, li xy, li p. Derivatives of 1,3,4thiadiazoles are known to exhibit antibacterial and antifungal activities. Novel 1, 3, 4 thiadiazole derivatives synthesis by maos. For this reason microwave method is used for organic synthesis8,10. Synthesis and antimicrobial activity of novel 3chloro 1 3,6diphenyl 1,2,4 triazolo 3,4b thiadiazole 4 3,4 diethoxy phenyl azetidin2one and their derivatives kokila parmar, rekha patel, sarju prajapati, sejal joshi and rinku patel a series of eight novel 2azetidinones 8ah have been synthesized by. International journal of scientific and research publications, volume 4, issue 11, november 2014 1 issn 22503153. This investigation proposes a convenient, economical, cheaper, and useful method for the synthesis of 5phenyl1,3,4thiadiazoleazo dyes, coupled with quinoline, which are biologically active molecules possessing antimicrobial and in vitro antioxidant properties. The present work describes the synthesis of condensed heterocyclic substituted imidazo2,1b1,3,4thiadiazoles 2a,b6, substituted1,3,4thiadiazolo3,2apyrimidines 79 and a structure hybrid comprised of thiourea and. Greener approach as a recent advancement in the synthesis.
I 2mediated oxidative cn and ns bond formations in water enable a metalfree, environmentally benign and convenient strategy for the synthesis of 4,5disubstitutednfused 3amino1,2,4triazoles and 3substituted 5amino1,2,4thiadiazoles from isothiocyanates. The fused thiadiazole also facilitates opening of the azine ring. Synthesis of some new substituted 1,2,4triazole and 1,3,4. Synthesis and identification of some derivatives of 1,3,4. Synthesis and antibacterial activity of bisthioether. Structurally they are fivemembered heterocyclic compounds containing two nitrogen and a sulfur atoms, and two double bonds, to give an aromatic ring. Greener approach as a recent advancement in the synthesis of. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from fda.
This process is experimental and the keywords may be updated as the learning algorithm improves. Plants infected by tmv are more susceptible to damage by pests and pathogens, it is found that in certain fields 90100% of the plants show mosaic or leaf necrosis by harvesting time. Monoazo disperse dyes based on 2amino1,3,4thiadiazole. Synthesis, characterization, and biological activity of 5. Members of the 1,3,4thiadiazole ring system have found diverse applications as pharmaceuticals, antioxidants, cyanine dyes and metal complexing. The synthesis of novel thiadiazole derivatives and investigation of their chemical and biological behavior have gained more importance in recent decades.
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