Synthesis and biological activity of new 1,3,4thiadiazole. Recent trends in their synthesis via tandem 1,3dipolar cycloaddition. Synthesis and biological activities of 3,6disubstituted1. The synthesis of novel thiadiazole derivatives and investigation of their chemical and biological behavior have gained more importance in recent decades. Iii synthesis of potassiumbenzoic acid hydrazide dithiocarba mate a mixture of benzoic acid hydrazide 0.
Thiadiazole is a heterocyclic compound which contains a five member aromatic ring having two nitrogen and one sulfur atom. With these objects in view and also work carried out in our lab on this class of azo dyes 16, 17, we now focus on synthesis and screening for antimicrobial and antioxidant activities of 5phenyl1,3,4 thiadiazole 2amine containing azo group in their structure. The full text of this article is available as a pdf 835k. Heterocyclic nucleus 1,3,4thiadiazole constitutes an important class of compounds for new drug development. The hazard fields include special hazard alerts air and water reactions, fire hazards, health hazards, a reactivity profile, and details about reactive groups assignments and potentially incompatible absorbents. Review on biological activities of 1,3,4thiadiazole derivatives.
Singh, kshtiz jyoti kamla nehru institute of management and technology faculty of pharmacy, sultanpur up228001,india. All the newly synthesized compounds were characterized by ftir, 1h nmr, mass spectroscopy and elemental analysis. New 1,2,3thiadiazole and 1,2,3selenadiazole derivatives, 1423, were prepared from the ketones 15 via the corresponding semicarbazones or hydrazones 612. Derivatives of 1,3,4thiadiazoles are known to exhibit antibacterial and antifungal activities. It acts as hydrogen binding domain and twoelectron donor system, which replaces the thiazole moiety by acting as bioisostere. Pdf synthesis and reactions of novel 2,5disubstituted 1,3,4. Structure, properties, spectra, suppliers and links for. Parallel synthesis of 1,2,3thiadiazoles employing a. Thus, we planned to combine both pharmacophores into a compact system to obtain a new class of antifungal agents. Synthetic methods, chemistry, and the anticonvulsant. Results and discussion schemes were summarized the synthesis of different derivatives of 1,3,4thiadiazole. Synthesis of some new substituted 1,2,4triazole and 1,3,4.
Members of the 1,3,4thiadiazole ring system have found diverse applications as pharmaceuticals, antioxidants, cyanine dyes and metal complexing. Synthesis of 2amino5substituted1,3,4thiadiazoles atda. The chemistry of heterocyclic compounds has been an interesting field of study for a long time. 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. A convenient method is proposed for the synthesis of ethyl phthalimidoethylideneaminocarbamate, an intermediate in the synthesis of 5amino1,2,3thiadiazole.
Synthetic methods, chemistry, and the anticonvulsant activity. By limiting the search to only three chemical abstracts sections, 831 publications and 386 patents were located. Members of the 1,3,4 thiadiazole ring system have found diverse applications as pharmaceuticals, antioxidants, cyanine dyes and metal complexing. Algwady department of chemistry college of science mosul university received 1262008. The information in cameo chemicals comes from a variety of data sources. Synthesis of oxadiazolethiadiazole hybrids and their. A chemical abstracts search between 1982 and 1994 based on structure 1 in which the nature of the bonds and substituents were not defined, yielded 6621 records. In addition, phenyl1,3,4 thiadiazole derivatives were found to have anticancer activity against different human cell lines 28, 29. Synthesis of novel 1,3,4thiadiazole analogues with expected. Thiadiazole derivatives possess interesting biological activity probably conferred to them by the strong aromaticity of this ring system, which leads to great in vivo stability and generally, a lack of toxicity for higher vertebrates, including humans. Over the past decade, drug resistance has become a growing problem in the treatment of infectious disease caused by bacteria, fungi and viruses. 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.
This strategy proved useful and convenient for synthesis of various functionalized 1,3,4thiadiazole derivatives d scheme 1. 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. Synthesis and reactions of novel 2,5disubstituted 1,3,4thiadiazoles article pdf available in synthetic communications 4. In particular, resistance of bacterial pathogens to current antibiotic has emerged as a measure health problem. Accepted 27102008 abstract a variety of 2amino5substituted 1,3,4thiadiazoles atda were prepared by. Literature survey revealed that 1, 3, 4 thiadiazole moiety had used medicinally in past to explore its biological activities. Synthesis of 1,3,4 thiadiazoles directly from carboxylic acids and acid hydrazides. The fused thiadiazole also facilitates opening of the azine ring. Synthesis, characterization and pharmacological activity. In chemistry thiadiazoles are a subfamily of azole compounds. Current parallel solidphase synthesis of druglike oxadiazole and thiadiazole derivatives for combinatorial chemistry.
Synthesis and structure of alkylated derivatives jigar k. Synthesis and identification of some derivatives of 1,3,4. 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. Substitution of 1,3,4thiadiazole ring with both amino and phenyl groups resulted in compounds with promising anticancer activity. Synthesis of 4methyl1, 2, 3thiadiazole derivatives via ugi. Iv synthesis of 4amino5phenyl4h1,2,4triazole3thiol. This is especially true in case of infectious diseases such as pneumonia, meningitis and tuberculosis, which would once have been easily. Journal of chemical and pharmaceutical research, 2017, 96. Pdf design and synthesis of thiadiazole derivatives as.
Some novel thiadiazole derivatives were synthesized through two routes viz. Pdf synthesis and reactions of novel 2,5disubstituted 1. There are number of five membered heterocyclic ring containing nitrogen and sulphur atom, have turned out to be potential chemotherapeutic and pharmacotherapeutic agents. Thiadiazole definition of thiadiazole by merriamwebster. Thiadiazole derivatives are privileged structures in medicinal chemistry and have been investigated for anticonvulsant and antimicrobial activities. A new type of synthesis of 1,2,3 thiadiazole and 1,2,3. Introduction recently there is a further development, nacylbenzohydrazides can be thionated using a fluorous analog of the lawessen reagent to afford 1,3,4thiadiazoles in high yield by a simple filtration fluorous solidphase extraction 105. Mihai barboiu, 1 marilena cimpoesu, 2 cornelia guran, 3 and claudiu t. In addition, phenyl1,3,4thiadiazole derivatives were found to have anticancer activity against different human cell lines 28, 29. Experimental melting points was determined using an electrothermal digital melting point apparatus and are uncorrected. Synthesis of nheterocycles, synthesis of sheterocycles synthesis of 1,3,4thiadiazoles. The azine ring may be attacked by electrophiles at a nitrogen atom, especially if the ring contains a strongly electronreleasing substituent.
Competition with opening of the thiadiazole ring is likely in many cases. Supuran 4 1 research center for macromolecular materials and membranes, spl. Synthesis of nheterocycles, synthesis of sheterocycles synthesis of 1,2,4thiadiazoles. Synthesis and antimicrobial activity of novel 3 chloro. Synthesis of new chiral 1,3,4 thiadiazole based di and triarylsulfonamide residues and evaluation of in vitro antihiv activity and cytotoxicity. Pdf new 1,3,4thiadiazole, 5ae, and 1,2,4triazolecompounds 6ac, containing a d,lmethionine moiety were synthesized by intramolecular cyclization. Thiadiazoles heterocyclic building blocks sigmaaldrich.
Review article on 1, 3, 4thiadiazole derivaties and its pharmacological activities. Review on biological activities of 1,3,4 thiadiazole derivatives arvind k. Microwave assisted synthesis of 3,4dihydropyrimidin21h. Nov 01, 20 xu wm1, li sz, he m, yang s, li xy, li p. Synthesis and biological activity of metal complexes of 52aminoethyl2amino1,3,4thiadiazole. Synthesis of some new thiadiazole derivatives and their. Synthesis, characterization and biological activities of. Results and discussion schemes were summarized the synthesis of different derivatives of 1,3,4 thiadiazole. Synthesis of novel 1,3,4thiadiazole analogues with. Thiadiazole definition is any of four isomeric heterocyclic parent compounds c2h2n2s containing a ring composed of two carbon atoms, two nitrogen atoms, and one sulfur atom.
Pdf synthesis and antimicrobial activity of some new 1,3,4. The aminothiadiazole ii on treatment with aromatic aldehydes yielded schiff bases, which cyclized to thiazolidinone derivatives by reaction with thioglycolic acid. Structurally they are fivemembered heterocyclic compounds containing two nitrogen and a sulfur atoms, and two double bonds, to give an aromatic ring. Conjugated, narrow band gap copolymers containing pyridal2,1,3thiadiazole pt were synthesized via starting materials that prevent random incorporation of the pt heterocycles relative to the backbone vector. This article is to integrate the thiadiazole structure and on behalf of the forest science zinc structured together with reasonable scientific, combine four kinds of. Twelve novel triazolothiadiazole derivatives were synthesized from 4amino5substituted4h1,2,4triazole3thiols with various aromatic carboxylic acids by cyclization in the presence of phosphorous oxychloride. Review on biological activities of 1,3,4thiadiazole. Synthesis of pharmaceutically important 1,3,4thiadiazole. 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. Monoazo disperse dyes based on 2amino1,3,4thiadiazole. For the literature prior to 1982 and the history of 1,3,4thiadiazole the reader is referred to kornis.
International journal of scientific and research publications, volume 4, issue 11, november 2014 1 issn 22503153. Novel 1, 3, 4 thiadiazole derivatives synthesis by maos. Unless otherwise noted, the contents of the fda website. Microwave assisted reaction required shorter reaction time as compared to conventional. New 1,2,3selenadiazole and 1,2,3thiadiazole derivatives. 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. They occur in nature in four isomeric forms as a1,2,3. 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. Conclusion reaction was carried out in conventional heating as well as microwave irridation method. A new type of synthesis of 1,2,3 thiadiazole and 1,2,3diazaphosphole 7711 al. Synthesis and bioactivities of novel thioethersulfone. With these objects in view and also work carried out in our lab on this class of azo dyes 16, 17, we now focus on synthesis and screening for antimicrobial and antioxidant activities of 5phenyl1,3,4thiadiazole2amine containing azo group in their structure. Synthesis of 1,3,4thiadiazole derivatives redha, abdul jabar and zina 33 5 hrs. Greener approach as a recent advancement in the synthesis.
Thiadiazole and related compounds are called 1, 3, 4thiadiazole two. Synthesis of 1,3,4 thiadiazole derivatives redha, abdul jabar and zina 33 5 hrs. Four possible structures exist depending on the relative positions of the heteroatoms. Thiadiazole derivatives show the wide range of therapeutic activities like antimicrobial5, atifungal6, antipsychotic7, antiinflammatory8. Insoluble in water and about the same density as water. Biological activities of imidazo2,1b1,3,4thiadiazole. The antimicrobial activities of the title compounds were. Pdf the desired 1,3,4thiadiazole compounds bearing different substituents were obtained by the cyclization of the corresponding thiosemicarbazide. Reaction of ii with phenyl isocyanate and phenyl isothiocyanate afforded the carbamide and carbothiamide derivatives, respectively, which on reaction with malonic acid in acetyl chloride gave barbituric and thiobarbituric acid.
Microwave assisted synthesis of 3,4dihydropyrimidin21hthione derivatives of thiadiazole. The first 1, 3, 4thiadiazole was described by fischer in 1882 but the true nature of the ring system was demonstrated first in 1890 by freund and kuh. The biological profiles of thiadiazole derivatives were very extensive. Thiadiazole compounds have versatile activities such as antimicrobial, anti inflammatory, anticancer, etc. Heterocyclic nucleus 1,3,4 thiadiazole constitutes an important class of compounds for new drug development. New 1,2,3 thiadiazole and 1,2,3selenadiazole derivatives, 1423, were prepared from the ketones 15 via the corresponding semicarbazones or hydrazones 612. Carvalho sa, silva efd, rita rms, castro sld, fraga cam 2004 synthesis and antitrypanosomal profile of new functionalized 1,3,4 thiadiazole 2arylhydrazone derivatives, designed as nonmutagenic megazol analogues. Review on biological activities of 1,3,4thiadiazole derivatives arvind k. Undheim, in comprehensive heterocyclic chemistry, 1984. Synthesis, characterization and pharmacological activity of. Reaction of ii with phenyl isocyanate and phenyl isothiocyanate afforded the carbamide and carbothiamide derivatives, respectively, which on reaction with malonic acid in acetyl chloride gave barbituric and thiobarbituric. Pdf new 1,2,3selenadiazole and 1,2,3thiadiazole derivatives.
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