Review on biological activities of 1,3,4 thiadiazole derivatives arvind k. Novel 1, 3, 4 thiadiazole derivatives synthesis by maos. Structurally they are fivemembered heterocyclic compounds containing two nitrogen and a sulfur atoms, and two double bonds, to give an aromatic ring. The 1,3,4thiadiazole compound is a fivemembered heterocyclic scaffold including. The effect of orientation of different parts of the molecules on crystal organization and hydrogen bond network were studied. A novel series of thiadiazole derivatives were designed and synthesized for evaluation as selective cox2 inhibitors in vitro and were investigated in vivo as antiinflammatory and analgesic agents against carrageenaninduced rat paw oedema model in irradiated rats, since it is wellknown that ionizing radia. Derivatives of 1,3,4thiadiazoles are known to exhibit antibacterial and antifungal activities. Tuning the selfassembly and photophysical properties of bi1.
Mexicana showed also synergistic effects when administrated to the parasite in combination with pyrimethamine a known dhfr inhibitor. Thiadiazole having 5membered ring system contains hydrogenbinding domain, and twoelectron donor nitrogen system, sulfur atom and a wide variety of biological activity. Synthesis and identification of some derivatives of 1,3,4. Heating of the latter in alcohol or aqueous alcohol gave the free bases. New 1,2,3 thiadiazole and 1,2,3selenadiazole derivatives, 1423, were prepared from the ketones 15 via the corresponding semicarbazones or hydrazones 612.
A series of substituted 1,3,4thiadiazoles has been reported as potent abl tyrosine kinase inhibitors radi et al. Synthesis, biological evaluation, and molecular modeling studies of. Synthesis and theoretical study of 5phenyl1,3,4thiadiazole. Synthesis of novel thiadiazole derivatives as selective cox2. Electronic supporting information files are available without a.
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. Various methods were reported in the literature for the synthesis of 1,3,4oxadiazole and its derivatives wang et al. Synthesis of novel 1,3,4thiadiazole analogues with expected. The selectivity against other endocannabinoid targets, serine hydrolases of the mouse membrane proteome as well as lal has been evaluated, and the inhibitory activity data have been used to explore the sar. Introduction 1,3,4 thiadiazole and its derivatives continue to be of a great interest to a large number of researchers owing to their great pharmaceutical and industrial importance and it is surprising that the synthetic publication far outweigh in numbers those relating to all other fields. The chemistry of heterocyclic compounds has been an interesting field of study for a long time. Synthesis and anticonvulsant screening of some novel 1, 3, 4. Inhibitory effects of thiadiazole derivatives on p2x7r activity. Now in the present work we used thiadiazole derivatives as anticancer agents for leukemia. The 1,3,4 thiadiazole isomer of thiadiazole series and its dihydro derivatives provide a bulk of literature on thiadiazole. Raw data can be found in tables b and c in s1 file. This is in addition to the synthesis of 1,3,4thiadiazoles through ring transformation 75. Synthesis of some new thiadiazole derivatives and their.
Substitution of 1,3,4 thiadiazole ring with both amino and phenyl groups resulted in compounds with promising anticancer activity. Design and synthesis of 1, 3, 4thiadiazole derivatives as novel. 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. Members of the 1,3,4 thiadiazole ring system have found diverse applications as pharmaceuticals, antioxidants, cyanine dyes and metal complexing.
Highly potent and selective inhibitors of human immunodeficiency virus type 1 hiv1 replications in vitro. In this paper, we report the optimization of 1,2,5 thiadiazole carbamates as novel abhd6 inhibitors. Thiadiazoles heterocyclic building blocks sigmaaldrich. Review on substituted 1, 3, 4 thiadiazole compounds. Synthetic compounds from the group of 1,3,4thiadiazole derivatives exhibit a broad.
Pdf design and synthesis of thiadiazole derivatives as. Pdf new 1,2,3selenadiazole and 1,2,3thiadiazole derivatives. Oxidation of 5methyl1, 2, 3 thiadiazole by potassium permanganate at c in water affords 1, 2, 3 thiadiazole 5carboxylic acid in 51%yield. Pdf in the present designed work, we have synthesized imidazo2,1b1,3,4 thiadiazole derivatives 6a1a6 to 6d1d6 by reaction of. The reaction of thiosemicarbazide, 4methyl, 4phenyl, or 1phenylthiosemicarbazides with 1bromo2benzoylthenoyl2acetylenes in acetonitrile or glacial acetic acid yielded 2acylmethylene and 2acylmethyl5amino1,3,4thiadiazoles.
A series of novel 5phenylsubstituted 1,3,4thiadiazole2amines were designed, synthesized, and screened for their antitumor and. Results and discussion schemes were summarized the synthesis of different derivatives of 1,3,4 thiadiazole. To find novel pesticide lead compounds with highly active bioactivity, 32 novel 1,2,3thiadiazole derivatives containing 1,3,4thiadiazole ring were designed and synthesized according to the. Dft calculations were carried out in order to explore conformational preferences of the molecules inside and outside of crystal environment. Thiadiazole compounds have versatile activities such as antimicrobial, antiinflammatory, anticancer, etc. Afterward, the thiadiazole scaffold was also exploited for the design of new derivatives able to expand the targeting profile to. First, attaching a thiogroup into heterocyclic rings. Second, introducing different substitutions at position 5 which often are the residuals of the synthetic starting materials such as simple aliphatic. A series of monoazo disperse dyes based on 2amino5mercapto1,3,4thiadia zole was prepared by coupling with various n. Novel thiadiazole derivatives as bcrabl tyrosine kinase. Synthesis and anticonvulsant screening of some novel 1, 3, 4 thiadiazole derivatives b. Pdf on jun 30, 2017, parminder kaur and others published 1,3,4 thiadiazole and its derivatives. Thiadiazole derivatives are privileged structures in medicinal chemistry and have been investigated for anticonvulsant and antimicrobial activities. Antifungal effects of a 1,3,4thiadiazole derivative.
New 1,2,3thiadiazole and 1,2,3selenadiazole derivatives, 1423, were prepared from the ketones 15 via the corresponding semicarbazones or hydrazones 612. Synthesis and biological activity of new 1, 3, 4thiadiazole derivatives. A glance at the standard reference work shows that more work has been carried out on the 1,3,4 thiadiazole than all other isomers combined. Unless otherwise noted, the contents of the fda website. Optimization of 1,2,5thiadiazole carbamates as potent and. Us4246126a 2,5dimercapto1,3,4thiadiazole derivatives and.
As anticonvulsant agents vinit raj1, amit rai1, mahendra singh1, ram kumar1, arvind kumar2, vinod kumar3 and s. In addition, phenyl1,3,4 thiadiazole derivatives were found to have anticancer activity against different human cell lines 28, 29. The synthesis of novel thiadiazole derivatives and investigation of their chemical and biological behavior have gained more importance in recent decades. A number of 1, 2, 3 thiadiazole derivatives are best prepared by transformations of the 4 and 5substituents of a preformed thiadiazole ring. Effect of thiadiazole derivatives on the corrosion of. The results of xray crystallographic and computational studies of twelve 1,2,4 thiadiazole derivatives are reported. Thus, we prepared a new series of thiadiazole derivatives, and tested their antifungal. For example, as an additive for engine oil, gasoline engine oil oxidation stability. In our previous study, one of thiadiazole derivatives, namely. In silico design and computational study of novel 1, 3, 4. 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. Such additives also have antioxidant and antiwear properties, and are used in a wide range of lubricant applications. International journal of scientific and research publications, volume 4, issue 11, november 2014 1 issn 22503153.
Protocol drawing of phenytoin and vr 1, vr 2, vr 3 and vr 4 figure 1. Sep 30, 2019 the antifungal activity of 1,3,4 thiadiazole derivatives is poorly understood. Pdf on jun 30, 2017, parminder kaur and others published 1,3,4thiadiazole and its derivatives. This strategy proved useful and convenient for synthesis of various function alized 1,3,4thiadiazole derivatives d scheme 1. We report several shape anisotropic molecules that contain two centrally placed 1,3,4 thiadiazole units, which vary from each other with respect to the number and length of the flexible chains at the termini. Singh, kshtiz jyoti kamla nehru institute of management and technology faculty of pharmacy, sultanpur up228001,india. In the present work, the electrochemical behavior of 6535 brass in natural seawater in the absence and. Studies on nitrogen and sulphur containing heterocyclic compound. Sciencecollege,vallabhvidyanagar388120,gujaratstate,india received 20 november 2001, revised 27 july 2002 abstract. 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 2amino1,3,4 thiadiazole derivatives hari r. Gomathy 1, ravi kishore kandula 1department of pharmaceutical chemistr y, j. K sharma4 1department of pharmaceutical sciences, babasaheb bhimrao ambedkar university, vidya vihar, rai bareli road, lucknow226025, india. Pdf in the present designed work, we have synthesized imidazo2,1b1,3,4thiadiazole derivatives 6a1a6 to 6d1d6 by reaction of. Monoazo disperse dyes based on 2amino1,3,4thiadiazole. Review on biological activities of 1,3,4thiadiazole derivatives. Antifungal effects of a 1,3,4thiadiazole derivative determined by. Reports on the masss pectra of some 2,5disubstituted1,3,4 thiadiazole derivatives have provided data for fragmentation patterns in the system. All of the synthesized compounds were characterized by 1 h and c nuclear magnetic resonance 1 h nmr and c nmr, fourier. Synthesis and evaluation of new 1, 3, 4thiadiazole derivatives as. Many authors have determined the values of minimal inhibitory concentrations mics for newly synthesized derivatives.
College of pharmac,off campus college of jss universit, mysore ootacamund, tamilnadu643 001, india. 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. Synthesis of nheterocycles, synthesis of sheterocycles synthesis of 1,3,4thiadiazoles. Synthetic methods, chemistry, and the anticonvulsant activity. In chemistry thiadiazoles are a subfamily of azole compounds. 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. Studies on nitrogen and sulphur containing heterocyclic. Synthesis of 1,3,4 thiadiazole derivatives redha, abdul jabar and zina 33 5 hrs. 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. Heterocyclic nucleus 1,3,4 thiadiazole constitutes an important class of compounds for new drug development. Phenytoin structure data file was draw by chemdraw ultra 10. Kratika shrivastava1, 4, suresh purohit2 and sarita singhal3 1research scholar, mjrp university, jaipur, rajasthan, india. Synergistic combination of dimercapto thiadiazole derivatives. New 1,2,3selenadiazole and 1,2,3thiadiazole derivatives.