Synthesis and antimicrobial activity of some new 1,3,4thiadiazole derivatives article pdf available in molecules 1712. An efficient synthesis, characterization and antibacterial. Biological and pharmacological activities of 1,3,4. Research article synthesis, characterization, and biological activity of 5phenyl1,3,4thiadiazole2amine incorporated azo dye derivatives chinnagirit. Novel 1,3,4thiadiazole linked amide derivatives of.
Synthesis, characterization and pharmacological activity of. The aim of this study was an in vitro evaluation of the anticancer activity of a new synthesized aminothiadiazole derivative 2 3 chlorophenyloamino52, 4 dihydroxyphenyl 1, 3, 4 thiadiazole 4clabt. A quinazolin 4 one derivative possessing broad spectrum of biological and pharmacological activities such. A series of 2mercapto 1, 3,4thiadiazole derivatives were synthesized as antivirulence agents against xoo. Nasza strona zapisuje niewielkie pliki tekstowe, nazywane ciasteczkami ang. The 2amino52,4dihydroxyphenyl1,3,4thiadiazole set are well known compounds with interesting in vitro and in vivo anticancer profiles.
The synthesis of new pyrazine substituted 1,3,4thiadiazole derivatives was carried out in good yield by the reaction of pyrazine substituted 1,3,4thiadiazoles with various sulfonyl chlorides. A series of heterocyclic azodyes were synthesized by diazotisation of 5phenyl1,3,4thiadiazole2amine by nitrosyl sulphuric acid followed by coupling with different coupling compounds such as 8hydroxyquinoline, 2,6diaminopyridine, 2naphthol, n,ndimethyl aniline, resorcinol, and 4,6dihydroxypyrimidine. Miao lai, yuan li, zhiyong wu, mingqin zhao, xiaoming ji, pengfei liu, xiaoping zhang. Buy high quality 2amino1,3,4thiadazole5sulfonamide 14949009 from carbosynth, your source for carbohydrates, nucleosides and fine chemicals.
The chemistry of mercapto and thione substituted 1,2,4. 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. Molecular structure and vibrational analysis of 2amino 5. A quinazolin4one derivative possessing broad spectrum of biological and pharmacological activities such. Synthesis of 1, 3, 4 thiadiazole derivatives redha, abdul jabar and zina 33 5 hrs.
Onepot synthesis of 1,3,4oxadiazoles from hydrazine with carboxylic acids have also been reported. Synthesis of pyrazine substituted 1,3,4thiadiazole. The new compounds were screened for their anticonvulsant activity against maximal electroshock. Abstract 1,3,4thiadiazole nucleus is therapeutically interesting drug candidate as antiinflammatory, antimicrobial,anticonvulsant, antihypertensive, analgesic, antiepileptic. A glance at standard reference works shows 1,3,4thiadiazole has been investigated more than other isomers. The aim of this study was an in vitro evaluation of the anticancer activity of a new synthesized aminothiadiazole derivative 23chlorophenyloamino52,4dihydroxyphenyl 1,3,4thiadiazole 4clabt. In addition, phenyl1,3,4thiadiazole derivatives were found to have anticancer activity against different human cell lines 28, 29.
Quinazolin43hone, 1,3,4thiadiazole, 1,3,4oxadiazole, 1,2,4triazole,thiaureas. We have developed a method for obtaining derivatives of 4,5dihydro1,3,4thiadiazole2carboxamide by acylation of hydrazones of oxamic acid thiohydrazides. The synthesis of new pyrazine substituted 1, 3, 4 thiadiazole derivatives was carried out in good yield by the reaction of pyrazine substituted 1, 3, 4 thiadiazoles with various sulfonyl chlorides. Synthesis of some substituted 1,2,4triazole and 1,3,4. New methods of synthesis of 1,3,4thiadiazole derivatives. Synthesis and biological evaluation of some 1, 3, 4thiadiazoles. Base catalyzed ester hydrolysis of 4 followed by decarboxylation of the resulting carboxylic acid produced3 in 72% as a white solid. If the substance is covered by more than one clh entry e. The isolation of the final products is achieved in most cases by a simple filtration. The synthesis of new pyrazine substituted 1, 3,4thiadiazole derivatives was carried out in good yield by the reaction of pyrazine substituted 1, 3,4thiadiazoles with various sulfonyl chlorides. Pdf synthesis and characterization of 1,3,4thiadiazole. Thionation of amides, 1,4diketones, n2oxoalkylamides, and n,nacylhydrazines with the use of a fluorous lawessons reagent leads to thioamides, thiophenes, 1, 3 thiazoles, and 1, 3,4thiadiazoles in high yields. The heterocyclic nitrogen compounds like quinazolinone derivatives has a vital role in synthetic drugs and biological processes.
Novel 1, 3, 4 thiadiazole derivatives synthesis by maos. This is in addition to the synthesis of 1,3,4thiadiazoles through ring transformation 75. The chemistry of 1,3,4thiadiazoles is very well known. 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. In particular, compounds bearing the 1,3,4thiadiazole nucleus is known to have. The 2amino52, 4 dihydroxyphenyl 1, 3, 4 thiadiazole set are well known compounds with interesting in vitro and in vivo anticancer profiles. Search in catalog of building blocks returned 1 hits. Nh 2 s n n n h c 2 nh 2 o n n n h c 2 17 18 4hosur et al 6 synthesized some new 1,3,4oxadiazoles 19 and screened for antimicrobial activity.
A chemical structure of all the new compounds was confirmed by 1 h nmr and mass spectral data. In the present work, in an attempt to understand, the structure activity relation in an 1,3,4thiadiazole we report optimized molecular structure confirmed by predictive vibrational. None of the compounds with the 1,3,4thiadiazole substructure were derived from dmct, although a few had the 2 or 5position occupied by a sulfur atom in a thioether or sulfonyl group. O n n n c 2 h 5 ch 3 ch 3ch 2ch 2 19 talawar et al47 synthesized some new 1,3,4 oxadiazoles and. Synthesis and theoretical study of 5phenyl1,3,4thiadiazole.
Novel 1, 3, 4 thiadiazole derivatives synthesis by maos i. Thionation of amides, 1, 4 diketones, n2oxoalkylamides, and n,nacylhydrazines with the use of a fluorous lawessons reagent leads to thioamides, thiophenes, 1, 3 thiazoles, and 1, 3, 4 thiadiazoles in high yields. Synthesis, characterization, and biological activity of 5. Experimental melting points was determined using an electrothermal digital melting point apparatus and are uncorrected. Quinazolin 4 3hone, 1, 3, 4 thiadiazole, 1, 3, 4 oxadiazole, 1,2, 4 triazole,thiaureas. Synyhesis and antibacterial activities of new 3amino2. Differently substituted thiadiazole moieties have also been found to. The new compounds were screened for their anticonvulsant activity against maximal electroshock mes. The proposed mechanism is the nucleophilic attack of an. Thus, the maximum due to 1,2,4thiadiazole is moved to 247 nm in 5amino and to 256 nm in 3,5diamino1,2,4thiadiazole. 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.
Pdf synthesis and biological activity of some new 1,3,4. Treatment of xoo with title compounds led to attenuated hr without affecting bacterial growth or survival. None of the compounds with the 1, 3, 4 thiadiazole substructure were derived from dmct, although a few had the 2 or 5position occupied by a sulfur atom in a thioether or sulfonyl group. The effect on delocalization of electron density ed and donor acceptor interaction due to change in substituents affects pharmacological activities significantly. Chandrakantha, b 2014 synthesis, characterization and pharmacological activity of some new substituted 1,2,4triazole, pyrazole, 1,3,4 oxadiazole and 1,3,4thiadiazole derivatives. Synthesis of new chiral 1, 3,4thiadiazolebased di and triarylsulfonamide residues and evaluation of in vitro antihiv activity and cytotoxicity. They occur in nature in four isomeric forms as 1,2,3thiadiazole. The main synthetic pathway used to access the imidazo2,1b1,3, 4thiadiazole scaffold uses a condensation reaction of 2amino5substituted1,3,4 thiadiazoles with. Synthesis of 1,3,4thiadiazole derivatives redha, abdul jabar and zina 33 5 hrs. Synthesis and biological evaluation of some 1, 3, 4 thiadiazoles shashikant r pattan 1, prajact kekare 2, nachiket s dighe 1, sunil a nirmal 3, deepak s musmade 1, smita k parjane 1 and aarti v daithankar 1 1dept. Oxidation of the dihydrothiadiazole ring of the indicated products by hydrogen peroxide leads to formation of 2. By limiting the search to only three chemical abstracts sections, 831 publications and 386 patents were located.
Synthesis and biological evaluation of 1,3,4thiadiazole. Synthesis of some new thiadiazole derivatives and their. Buy high quality 2amino 1, 3, 4 thiadazole5sulfonamide 14949009 from carbosynth, your source for carbohydrates, nucleosides and fine chemicals. Abstract 1,3,4thiadiazole nucleus is therapeutically interesting drug candidate as antiinflammatory, antimicrobial. Results and discussion schemes were summarized the synthesis of different derivatives of 1,3,4thiadiazole. A series of heterocyclic azodyes were synthesized by diazotisation of 5phenyl 1, 3, 4 thiadiazole 2amine by nitrosyl sulphuric acid followed by coupling with different coupling compounds such as 8hydroxyquinoline, 2,6diaminopyridine, 2naphthol, n,ndimethyl aniline, resorcinol, and 4,6dihydroxypyrimidine. 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. It is a basic pharmacophore for a wide variety of biological activities, including antibacterial properties. Research article synthesis, characterization, and biological.
Synthesis and characterization of new 1, 3, 4thiadiazoles. Zinc and hydrochloric acid or 30 % hydrogen peroxide destroy the compound. Synthesis and biological activity of some new 1, 3,4thiadiazole and 1,2,4triazole compounds containing a phenylalanine moiety. New ssubstituted 1,2, 4 triazole and 1, 3, 4 thiadiazole derivatives have been prepared. In particular, compounds bearing the 1, 3, 4thiadiazole nucleus is known to have unique antibacterial and antiinflammatory activities. In particular, compounds bearing the 1, 3, 4 thiadiazole nucleus is known to have unique antibacterial and antiinflammatory activities. The activity of a new 2amino1,3,4thiadiazole derivative. Among them 1, 3, 4 thiadiazole ring exhibits more versatile activities. Biological and pharmacological activities of 1,3,4thiadiazole based compounds. 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. Review on biological activities of 1,3,4thiadiazole derivatives. Shoukatali 1 department of studies and research in chemistry, sc hool of chemical sciences, kuvempu. Synthesis and characterization of 1, 3,4thiadiazole and 1, 3,4oxadiazole derivatives containing 2chloropyridin5ylmethyl moiety.
Synthesis of novel 1,3,4thiadiazole analogues with expected. New ssubstituted 1,2,4triazole and 1,3,4thiadiazole derivatives have been prepared. The uv spectra of a variety of substituted 1,2,4thiadiazoles have been determined, but the information so far available does not provide any broad correlation between structure and absorption characteristics. The 1,3,4thiadiazole ring is a very weak base due to the inductive e. Novel 1, 3,4thiadiazole linked amide derivatives of pteridone. Synthesis of, 2, 5dihydrazino 1, 3, 4 thiadiazole 2 this compound was synthesized by previously described method 18 to 2, 5dimercapto1, 3, 4 thiadiazole 1 1. The 1,3,4thiadiazole nucleus is one of the most important and well known heterocyclic. Synthesis and biological evaluation of some 1, 3, 4thiadiazoles shashikant r pattan 1, prajact kekare 2, nachiket s dighe 1, sunil a nirmal 3, deepak s musmade 1, smita k parjane 1 and aarti v daithankar 1 1dept. The chemistry of 1, 3, 4 thiadiazoles is very well known. This is in addition to the synthesis of 1, 3, 4 thiadiazoles through ring transformation 75.
We have developed a method for obtaining derivatives of 4,5dihydro 1, 3, 4 thiadiazole 2carboxamide by acylation of hydrazones of oxamic acid thiohydrazides. Introduction synthesis of 1, 3, 4 thiadiazole derivatives the synthetic procedures of 1, 3, 4 thiadiazoles 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. Synthesis of 1,3,4thiadiazoles organic chemistry portal. Synthesis and structure of alkylated derivatives jigar k.
The mrna levels of hrp cluster and regulatory genes were reduced by the title compounds. In the case of 3 phenyl 1,2, 4 thiadiazole3, a cycloaddition of benzonitrile sulfide with ethyl cyanoformate led to the formation of ethyl 3 phenyl 1,2, 4 thiadiazole 5 carboxylate1. Imidazolidines are compounds of highly conserved five. Synthesis of some new substituted 1,2,4triazole and 1,3,4.
Expression of the xoo t3ss was suppressed by treatment with title compounds. Oxidation of the dihydrothiadiazole ring of the indicated products by hydrogen peroxide leads to formation of 2carbamoyl 4,5dihydro 1, 3, 4 thiadiazole 1 oxides. Thionation of amides, 1,4diketones, n2oxoalkylamides, and n,nacylhydrazines with the use of a fluorous lawessons reagent leads to thioamides, thiophenes, 1,3thiazoles, and 1,3,4thiadiazoles in high yields. A series of 2,5disubstituted 1, 3,4thiadiazoles were synthesized, the compounds structures were elucidated and screened for the antituberculosis activity against mycobacterium tuberculosis h37rv using the bactec 460 radiometric system. Results and discussion schemes 1 3 were summarized the synthesis of different derivatives of 1, 3, 4 thiadiazole. Synthesis of 4,5dihydro1,3,4thiadiazole2carboxamide and.
1287 967 1306 248 1128 1190 1086 194 415 1296 353 1500 896 392 1457 194 380 391 1070 188 1107 957 26 690 530 1260 965 412 37 435 466 797 1333 121 1391 152 528 204 695 988 147 268 1346 1389 490 1256 1260