A series of pyrazolyl benzothiazole derivatives containing different substituent were synthesized. Synthesis of some new biologically active benzothiazole. Almost all amidino derivatives showed noticeable antiproliferative effect on several tumor cell lines while cyano derivatives showed considerably less pronounced activity due to poor solubility in aqueous cell culture 31,32. Synthesis and evaluation of new benzothiazole derivatives. The synthesis, characterization, acid dissociation, and.
Singh b, mayank gangwar c, gopal nath c and sushil k. Rawal 1, and jitender bariwal 1 department of pharmaceutical sciences, isf college of pharmacy, moga, punjab, india 2 research scholar, punjab technical university, jalandhar, punjab, india benzothiazole is a privileged heterocyclic scaffold having a benzene ring fused with a. Us81538b2 benzothiazole and benzooxazole derivatives. We report here antiproliferative evaluation of new benzothiazole derivatives bearing piperazinyl1yl2arylthioethanone for antitumor activity. The presentation of the authors names and or special characters in the title of the manuscript may differ slightly between what is listed on this page and what is listed in the pdf file of the accepted manuscript.
The structures of the synthesized schiff bases were determined using fourier transform infrared spectroscopy, 1h nmr, c nmr, and elemental analyses. A novel, onepot, simple, and e cient procedure for hpyrimido,bbenzothiazole derivatives of curcumin under solvent and solvent free conditions in. Investigation of benzothiazole derivatives as corrosion. Convenient route synthesis of some new benzothiazole. Synthesis, characterization and biological evaluation of. Synthesis of novel benzothiazole compounds with an extended conjugated system peddiahgari vasu govardhana reddy, yangwei lin, and huantsung chang department of chemistry, national taiwan university, taipei106, taiwan email. Experimental and theoretical investigation of excited. The structural formula of all derivatives was confirmed and characterized by elemental analysis and spectral studies. Design, synthesis and mode of action of some benzothiazole. Synthesis, characterization, and biological evaluation of certain 6. Diverse chemical and biological potentials of various.
Benzothiazole derivatives as potential antiinfective agents. Pdf benzothiazole derivatives as anticancer agents researchgate. Schiff base derivatives of benzothiazoles were synthesized using substituted 2aminobenzothiazoles and different substituted benzaldehydes. Benzothiazole has been the primary rubberrelated chemical found in synthetic turf studies. Firefly luciferin can be considered a derivative of benzothiazole. Synthesis and evaluation of 3methyl4oxo6phenyl4, 5, 6, 7tetrahydrobenzofuran2carboxylic acid ethyl. Antitumor evaluation of some novel cyano and amidino benzothiazole derivatives 1. Synthesis and biological evaluation of sulfonamide thiazole and benzothiazole derivatives as antimicrobial agents iro argyropoulou,a athina geronikaki,a paola vicini,b and franca zanib adepartment of pharmaceutical chemistry, school of pharmacy, aristotelian university of thessaloniki, thessaloniki 54006, greece.
The compounds of this invention are useful as inhibitors of serinethreonine and tyrosine kinases. The survey of literature related to benzothiazoles reveals the presence of the bicyclic ring system in various amine or errestrial natural compounds, which have useful biological properties. This assessment provides toxicity information for a. Benzothiazole article about benzothiazole by the free. Structurebased optimization of benzothiazole derivatives. Benzothiazole is a conjugated sp 2hybridized bicyclic 10. Coupling was observed between c2 of the benzothiazole and position c2 on the thiophene 171 or c5 of the thiazole moiety 172 using standard dehydrogenative conditions of pdoac 2, agno 3, and the 1,10phenanthroline monohydrate phen ligand. From product analysis for the nptolyl derivative of 57, it was concluded that both mechanisms occur in a. Benzothiazole toxicity assessment in support of synthetic. Identification of benzothiazole derivatives and polycyclic aromatic hydrocarbons as aryl hydrocarbon receptor agonists present in tire extracts guochun he,y bin zhao,yzand michael s. Chlorinated and fluorinated derivatives of this moiety exhibit good in vitro as well as in vivo antitumor activity. Synthesis and preliminary pharmacological evaluation. Pandeya 1kmch college of pharmacy, kovai estate, kalapatti road, coimbatore,india. Benzothiazole consists of thiazole ring fused with benzene ring and possess multiple applications.
Benzothiazoles are most commonly prepared by the ring closure of oaminobenzothiazoles. Pongamia pinnatasyzigium cumini, delonix regia, adathoda. Synthesis of some new biologically active benzothiazole derivatives bull. The present invention is directed to a compound of formula i, racemicdiastereomeric mixtures thereof, optical isomers thereof, prodrugs thereof, isotopes thereof or pharmaceuticallyacceptable salts of said compound, isomers, prodrugs and isotopes, wherein the variables are defined herein.
Us81538b2 us12337,433 us33743308a us81538b2 us 81538 b2 us81538 b2 us 81538b2 us 33743308 a us33743308 a us 33743308a us 81538 b2 us81538 b2 us 81538b2 authority us united states prior art keywords yl 1h benzo pyrrolidin piperidin prior art date 20071220 legal status the legal status is an assumption and is not a legal conclusion. Biological evaluation of a series of benzothiazole derivatives as. Bta derivatives possesses broad spectrum biological. Many benzothiazole derivatives have been used as photostabilisers and metal complexing agents 2 and are nontoxic. This work studies the synthesis and characterization of new metal. Correspond ingly, benzothiazole and its derivatives are widely distributed and have been detected by screening analyses in industrial and municipal wastewater lo121 as well as in. Benzothiazole, benzotriazole, and their derivates in. Synthesis and antidiabetic evaluation of benzothiazole derivatives article pdf available in journal of the korean chemical society 562 april 2012 with 906 reads how we measure reads. It is also a byproduct of 2thiocyanomethylthiobenzothiazole and 2mercaptobenzothiazole degradation. Design, synthesis and mode of action of some benzothiazole derivatives bearing amide moiety as antibacterial agents meenakshi singh a, sudhir k. Review article recent advances in the chemistry and biology of benzothiazoles rupinder k.
Most target compounds showed moderate to excellent cytotoxic activity. Abstract various substituted 2aminobenzothiazoles have been synthesized cyclocondensation of various. The synthesis of benzothiazole derivatives and investigation of their chemical and biological behavior have gained more importance in recent decades. A novel series of benzothiazole derivatives bearing the ortho. Benzothiazole bzt may volatilize from crumb rubber and result in inhalation exposure. Schiff base derivatives showed a variety of biological and pharmacological activities as antimicrobial, antidepressant, antihiv, cytotoxicity, anlagesic, antileshmanial, anticonvulsant, insecticides, fungicides, anticancer, tuberculostatic, and antiinflammatory 712. An efficient strategy for the synthesis of various 2mercaptobenzothiazole derivatives proceeds from ohaloaniline derivatives and carbon disulfide via a tandem reaction in the presence of 1,8diazabicyclo5. Benzothiazole is a sulfur containing compound used chiefly as a flavoring substance in foods or as an antimicrobial agent. Synthesis and biological evaluation of benzothiazole. Synthesis, characterization and antibacterial activity o f substituted benzothiazole derivatives prachi k. Pdf benzothiazole bta belongs to the heterocyclic class of bicyclic compounds. The studies revealed that some of these hybrid derivatives demonstrated admirable gaba at inhibitory activity. A lot of research has focused on chemicals in textile wastewater, but the knowledge of the actual content of harmful chemicals in clothes sold. Singh a a department of pharmaceutics, indian institute of technology bhu, varanasi221005, u.
A new and efficient method for the synthesis of pyrimido2. Extraction and analysis of various benzothiazoles from. Oxidative ringopening of benzothiazole derivatives. Synthesis and biological evaluation of sulfonamide. The importance of benzothiazole and derivatives as potential antimicrobial agents has been well established and a large number of papers have been published in this regard. These pyrazolyl benzothiazole derivatives were evaluated for their antibacterial activity against s. Take equimolar amount of substituted 2hydrazinyl 1,3benzothiazole derivatives and substituted acetophenone in methanol, add 24ml of formaldehyde and add few drops of conc. Benzothiazole derivatives augment glucose uptake in skeletal muscle cells and stimulate insulin secretion from pancreatic. The accepted manuscript in pdf format is listed with the files at the bottom of this page. Biocidal activity of benzothiazole and arylam inomalonate derivatives russian journal of general chemistry vol. Thienopyridine and benzofuran derivatives as potent antitumor agents possessing different structureactivity relationships. The changes in the ability of three fluorescent derivatives of 22.
Although the parent compound, benzothiazole is not widely used, many of its derivatives are found in commercial products or in nature. Synthesis of novel benzothiazole compounds with an. Denisony ydepartment of environmental toxicology, university of california, davis, california, usa. In the last several decades there has been a significant increase in the preparation of benzothiazole derivatives and their biological activity. Synthesis and characterization of cobaltiii and copperii complexes of 2e6fluorobenzodthiazol2ylimino methyl4chlorophenol. Us8592603b2 synthesis of 24aminophenyl benzothiazole. In the present study, five new derivatives gg4 to gg8 of benzothiazoles. On the basis of these findings, benzothiazolepiperidine derivatives, which had been reported previously for their antimicrobial effects on. A series of hybrid benzothiazole containing pyridazinones derivatives were synthesized and fulfilling all the pharmacophoric requirements essential for the anticonvulsant activity. Textiles play an important role in our daily life, and textile production is one of the oldest industries.
The acid dissociation behavior, which was visible in uvvisible absorption spectra, of the 10 novel. Benzothiazole is an aromatic heterocyclic compound with the chemical formula c 7 h 5 ns. Benzimidazole, benzoxazole and benzothiazole derivatives as. Benzothiazole derivatives have been studied extensively and found to have diverse chemical reactivity and broad spectrum of biological activity such as antitumor.
All the synthesized compounds were screened for their antimicrobial activity. The synthesis of some new hydrazone derivatives containing. Pdf in recent years heterocyclic compounds analogues and derivatives have attracted wide attention due to their useful biological and. Benzothiazole derivative an overview sciencedirect topics. Benzimidazole, benzoxazole and benzothiazole derivatives as 5ht2b receptor ligands.
Benzothiazole derivatives as anticancer agents ncbi. Benzothiazole derivatives are highly selective and an antitumor therapeutic in vitro and in vivo, highlighting the compound 2. Convenient route synthesis of some new benzothiazole derivatives and their pharmacological screening as antimicrobial agents published. Benzothiazole derivatives augment glucose uptake in. Hofmann in 1879, while use of 2sulfanylbenzothiazoles as vulcanization accelerators for natural and synthetic rubber was. However, risks associated with bzt have not been thoroughly assessed, primarily because of gaps in the database. In this work, we designed new contrast agents based on the structural modification of abt by complexing them with.
In the light of these findings synthesis of some new 4thiazolidinones derivatives having benzothiazole nucleus has been undertaken in order to assess their pharmacological profile. Benzothiazoles have been observed to undergo a c c crosscoupling with thiophenes and thiazoles in fair to good yields 2014cc3996. Benzothiazole derivatives possess a wide spectrum of biological activities such as antitumor, antihistamines 4, antibacterial 5, analgesics 6, antiinflammatory 7, schistosomicidal 8, anti hiv 9, and antivirus 10 etc. The benzothiazole ring is a potential component in nonlinear optics 1. Synthesis and in vitro antiproliferative activity of new benzothiazole.
283 539 1066 191 1378 800 262 1184 95 752 1437 1153 243 951 321 788 14 966 427 683 17 388 1300 564 258 1126 626 587 1228 876 874 134 572