Design, synthesis, and biological evaluation of novel 1,3. Abstract in the present study, a series of imidazo2, 1 b 1, 3, 4thiadiazole derivatives 5aj were synthesized and characterized by ir, 1h nmr, c nmr and mass spectral technique. The numbering of the 1, 3,4thiadiazole ring system is illustrated figure 2. Design, synthesis and antimicrobial activities of novel 1. Research article synthesis of pyrazine substituted 1,3,4. Synthesis of, 2, 5dihydrazino 1, 3, 4 thiadiazole 2 this compound was synthesized by previously described method 18 to 2, 5dimercapto 1, 3, 4 thiadiazole 1 1. Thus it is concluded that 1, 3,4thiadiazole derivative were most effective against all microorganism at the concentration of 50. Pdf syntheses, structures and antitumor activity of four. The full text of this article is available as a pdf 835k. According to these studies, 1,2,4thiadiazole is the bioisostere of pyrimidine, while the 1, 3,4thiadiazole is the bioisostere of pyridazine through the substitution of. Synthesis and biological evaluation of some 1, 3, 4thiadiazoles. Synthesis and evaluation of antimicrobial activity of 1, 3.
A series of new imidazo2, 1 b 1, 3, 4thiadiazole chalcones were synthesized by claisenschmidt condensation and evaluated for their cytotoxic activity against various human cancer cell lines. Abouzied chemistry department, faculty of science, elminia university, elminia, a. Therefore, synthesis of different derivatives of 1, 3,4thiadiazole has been done and was evaluated for antimicrobial activity. The residue was dissolved in 20 ml of anhydrous dicholoromethane dcm and added dropwise to the solution of 2mercapto 1, 3,4thiadiazole 2 mmol and anhydrous et 3 n 2 mmol in dry dcm. Synthesis of 1, 3, 4 thiadiazole, 1,3,4thiadiazine, 1,3,6thiadiazepane and quinoxaline derivatives from symmetrical dithiobiureas and. Synthesis of 1,3,4thiadiazole derivatives by the reaction. Synthesis of 5parachlorophenyl 1, 3,4thiadiazole2amine 4 ncarbamothioylbenzamide and 5 ml of concentrated sulfuric acid was stirred in room temperature for 6 hrs in a closed glass container.
Commonly, 1, 3,4thiadiazoles can be available via general routes from cyclization of acylhydrazines. New approaches for the synthesis of 1,3,4thiadiazole and 1,2,4. The reaction was cooled to room temperature and excess thionyl chloride was removed under reduced pressure. Plech and colleagues synthesized a series of 2,5substituted 1, 3, 4 thiadiazoles and tested them. In continuation of our research program on the synthesis of 1,2,4triazole and 1, 3,4thiadiazole compounds exhibiting biologic activity, it was thought to be interesting to synthesize new antimicrobial agents, especially when the development of resistance of pathogenic bacteria toward available antibiotics is rapidly becoming a major world. Hemachander department of pharmaceutical chemistry, adhiparasakthi college of pharmacy, melmaruvathur 603 319, tamil nadu, india 8. This research involved synthesis heterocyclic compounds such as 1, 3,4 thiadiazole derivatives, imidazolidine derivatives, tetrazole derivatives, oxazepine derivatives and. 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. Text is available under the creative commons attributionsharealike license. Synthesis and biological evaluation of some 1, 3, 4 thiadiazoles. Synthesis of new 1,2,4triazolo3,4 b1,3,4thiadiazole.
Synthesis of 1, 3,4thiadiazole, 1, 3,4thiadiazine, 1, 3,6thiadiazepane and quinoxaline derivatives from symmetrical dithiobiureas and thioureidoethylthiourea derivatives. Pdf synthesis and antimicrobial activity of some new 1,3. Synthesis of new 2,5disubstituted 1, 3,4thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities. The purpose of this study was to evaluate the effects of the title compounds on cns activity by varying the substituents in the thiadiazole moiety. Pintilie, introduced the synthesis of some new 1, 3,4thiadiazole and 1,2,4 triazole compounds having d,l,methionine9 moiety and screened its antimicrobial activity pintilie et al2007. Synthesis and characterization of a twodimensional calcium complex with 1, 3,4thiadiazole2,5diyldithiodiacetic acid yuting wang, mingcai yin, yaoting fan, h. Synthesis, characterization and pharmacological activity. A series of 5substituted2phenyl 1, 3, 4thiadiazole were prepared by the reaction of different substituted benzoylisothiocyanate with 5amino 2phenyl 1, 3, 4thiadiazole. A new series of novel analogues of 1, 3, 4 thiadiazole were synthesized. The bioassays showed that all the title compounds exhibited potent in vitro antibacterial activities against xanthomonas citri xac, ralstonia solanacearum rs, and xanthomonas oryzae pv.
Lactam derivatives were prepared by reaction 4aminobenzoic acid with phenol in acidic medium,05c o and sodium nitrate to get azo derivative 1 which react. Synthesis, characterization and antimicrobial activity of. In particular, compounds bearing the 1, 3, 4thiadiazole nucleus is known to have unique antibacterial and antiinflammatory activities. By limiting the search to only three chemical abstracts sections, 831 publications and 386 patents were located.
Synthesis of 1, 3,4thiadiazole, 1, 3,4thiadiazine, 1, 3,6thiadiazepane and quinoxaline derivatives from symmetrical dithiobiureas and thioureidoethylthiourea derivatives alaa a. Novel 1, 3, 4 thiadiazole derivatives synthesis by maos. Structural features of 1,3,4thiadiazolederived ligands and their. Abstract a new series of flurobenzothiazole incorporated 1, 3,flurobenzothiazole, 4 thiadiazole compounds have been synthesized. There are some studies that show the importance of isosterism for the pharmacological profile of a compound.
Synthesis of 1, 3,4thiadiazole development of 1, 3,4thiadiazole chemistry is linked to the discovery of phenylhydrazines and hydrazine in the late 19th century. Synthesis of 1,3,4thiadiazole, 1,3,4thiadiazine, 1,3,6thiadiazepane and quinoxaline derivatives from symmetrical dithiobiureas and. Synthesis and pharmacological evaluation of a number of substituted 1, 3,4thiadiazole the first member of the series 2aminomethyl52biphenyl 1, 3,4thiadiazole 118 was found to possess potent anticonvulsant property in rats and mice and compared favourable with the standard anticonvulsant drug phenytoin, phenobarbital and carbamazepine. Synthesis and evaluation of antimicrobial activity of 1, 3, 4. The compounds were evaluated for their in vitro antitubercular activity against mycobacterium tuberculosis h37rv strain by using alamar blue susceptibility test as part of the taacf tb screening program under. Synthesis and anticonvulsant screening of some novel 1, 3.
Synthesis of 1,3,4thiadiazole derivatives by the reaction of thiosemicarbazide or its 1 or 4substituted derivatives with some 1bromo2acylacetylenes abstract. Synthesis of nheterocycles, synthesis of oheterocycles synthesis of 1, 3,4oxadiazoles. Additionally, some derivatives also impact dna synthesis 140. Synthesis and characterization of new 1, 3, 4thiadiazoles. The resulting 2amino5hydrazino 1, 3,4thiadiazole was used for the synthesis of interesting derivatives as a versatile key intermediate for the. 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.
Synthesis of 1, 3,4thiadiazole from acylhydrazine reported by ghate et al. These analogues were identified on the basis of melting point range, rf values, ir, 1h nmr and mass spectral analysis. Initially, 44trifluoromethylphenylthiosemicarbazide a was obtained by the reaction. Thus, possessing these properties, 1,3,4thiadiazole derivatives are applied widely in pharmaceutical, agricultural, and materials. Synthesis of pharmaceutically important 1,3,4thiadiazole.
Pdf synthesis, characterization and analgesic activity. Synthesis of new 1,2,4triazolo 3,4b 1, 3, 4thiadiazole derivatives and theirpharmacological evaluation asif husain, mohd rashid, afroz akhter, ravinesh mishra department of pharmaceutical chemistry, faculty of pharmacy, jamia hamdard hamdard university, hamdard nagar, new delhi110062, india. 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. Synthesis of 1,3,4thiadiazole, 1,3,4thiadiazine, 1,3,6. Synthesis of 2amino5mercapto1,3,4thiadiazole derivatives. General method for the synthesis of 1 5aryl 1, 3,4thiadiazol2ylurea 2amino5aryl 1, 3,4thiadiazole compound 0.
Differently substituted thiadiazole moieties have also been found to. Pdf syntheses, structures and antitumor activity of. Niger whereas 1c having 2,4dichlorophenyl group showed maximum inhibition 72. Review on biological activities of 1,3,4thiadiazole. The target molecules were characterized by chns analysis, ir, nmr and mass spectra. 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. In addition, phenyl 1, 3,4thiadiazole derivatives were found to have anticancer activity against different human cell lines 28, 29. Synthesis of substituted n5aryl1, 3,4thiadiazole2yl2chloroacetamide ii. All these new compounds were screened for antibacterial and antifungal. N c h s h2 c h2 nh oc ch 3s no 2 nhr 9 rakak et al, introduced some new novel 2,5disubstituted. Synthesis and antitubercular evaluation of imidazo2,1b.
The synthesis of the hitherto unreported compounds 1 10 was performed as outlined in scheme 1. Synthesis of 1,3,4thiadiazole derivatives and microbiological. Synthesis of new 2,5disubstituted1,3,4thiadiazoles and. Pdf design, synthesis, and biological activity of novel. The isolation of the final products is achieved in most cases by a simple filtration. Synthesis and biological evaluation of 1,3,4thiadiazole. These compounds showed moderate to appreciable antiproliferative activities. Synthesis, characterization and pharmacological activity of some new substituted 1,2,4triazole, pyrazole, 1, 3,4 oxadiazole and 1, 3,4thiadiazole derivatives. Then add few drops of glacial acetic acid was added. Studies on nitrogen and sulphur containing heterocyclic. Interestingly, compounds like 11a and 11b exhibited significant cytotoxic activity with ic 50 values ranging from 0.
Additionally, 2,5 disubstituted 1, 3, 4 thiadiazole derivatives with antimicrobial action are discussed. Synthesis and antimicrobial evaluation of some novel 1,2,4. Synthetic methods, chemistry, and the anticonvulsant. Antiepileptic activity of the synthesized compounds was evaluated in rats by maximal electroshock induced seizures mes model at different doses. The whole mixture was poured into icewater and the solid mass was collected by filtration. Synthesis of 1,3,4thiadiazoles from acid hydrazide and the sulfur reagen. The thiosemicarbazide derivatives 3a and 3b were cyclized in the presence of concentrated sulfuric acid to give the 5cyanomethyl1,3,4thiadiazole derivatives. Construction of 1, 3,4oxadiazole and 1, 3,4thiadiazole library with a high level of skeletal diversity based on branching diversityoriented synthesis on solidphase supports. Synthesis of 5quinolin 4 yl 1, 3, 4, thiadiazole 2isonicotinoylthiosemicarbazide. Synthesis, characterization, and antimicrobial activity. Synthesis of pharmaceutically important 1,3,4thiadiazole and. The synthesis of 1, 3,4thiadiazole derivatives is attracting attention of researchers because it has multitudinous biological activities as discussed earlier. Synthesis of 1,3,4thiadiazole derivatives by the reaction of. A series of myricetin derivatives containing amide, thioether, and 1, 3,4thiadiazole moieties were designed and synthesized, and their antiviral and antibacterial activities were assessed.
Synthesis of imidazo2,1b1,3,4thiadiazolechalcones as. Synthesis of novel 1,3,4thiadiazole analogues with. Synthesis of 1, 3, 4 thiadiazole derivatives by the reaction of thiosemicarbazide or its 1 or 4substituted derivatives with some 1bromo2acylacetylenes abstract. Pdf synthesis of 1,3,4thiadiazole, 1,3,4thiadiazine, 1,3. Synthesis and identification of some derivatives of 1,3,4.
This reaction is proposed to go through oxidative cleavage of csp 3 h bonds. Design and synthesis of 1,3,4thiadiazole derivatives as. The synthesis of 2,5diamino 1, 3,4thiadiazole derivatives was performed via the reaction of dithiocarbamate derivatives and hydrazine sulfate in presence of mgo nanoparticles as heterogeneous. Synthesis of some new thiadiazole derivatives and their. Plech and colleagues synthesized a series of 2,5substituted 1,3,4thiadiazoles and tested them.
Synthesis and biological activity of metal complexes of. General the chemicals used were purchased frommerck, bdh, sigma aldrich and cdh and were used without further. Synthesis of pyrazine substituted 1, 3,4thiadiazole derivatives and their anticonvulsant activity kikkerip. The analogues were screened for analgesic activity. Other methods involve ring closure of dithiocarbazates, acylhydrazines, bisthioureas or interconversions of oxadiazoles in to 1, 3,4thiadiazoles have also been reported. The 1, 3,4thiadiazole derivative 1e having 4aminophenyl group showed maximum inhibition 91. Mohana, 1 andlingappamallesha 2 department of studies in chemistry, university of mysore, manasagangotri, mysore, india pg department of chemistry, jss college of arts, commerce and science, ooty road, mysore, india. Thiosemicarbazide of 6chloro2aminobenzothiozole on cyclization with different aromatic carboxylic acids in pocl3 and substituted azlactones in pyridine. Abstract the following compounds have been synthesized. Pdf synthesis of 1,3,4thiadiazole, 1,3,4thiadiazine, 1.
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