Synthesis, antifungal activities and molecular docking. Synthesis and pharmacological screening of some noval benzoxazole derivatives shivendra pratap singh, navneet kumar verma, praveen kumar rai and ashok kumar tripathi kailash institute of pharmacy and management, gida, gorakhpur, u. Pdf synthesis of some novel benzoxazole derivatives and their. Mohsin department of chemistry, college of science, baghdad university, baghdad, iraq abstract this research, involved a series of some new compounds containing different heterocyclic atoms, through. The invention provides novel 5 and 6benzoxazolyl alkanoic acids, optionally substituted in the 2position, and derivatives thereof which possess anti. Benzoxazole and its derivatives like 2aminobenzoxazole find extensive therapeutic importance in medicine for indications such as neural disorders wang et al. Synthesis, characterization and biological evaluation of.
Due to their importance in pharmaceutical utilities, the synthesis of various benzothiazole derivatives is of considerable interests. Synthesis of some novel quinazoline derivatives having anti. Synthesis of piperazinylsubstituted oxazolopyridine and benzoxazole was achieved in three steps starting from aminophenol and carbon disulfide. Synthesis and preliminary pharmacological evaluation. Benzimidazole, benzoxazole and benzothiazole derivatives as 5ht2b receptor ligands. Condensation of aminophenols with carbon disulfide in ethanol using potassium hydroxide as catalyst gave the required benzoxazole thiol in one step. Synthesis and characterization of oxazolopyridine and.
In reference to scheme 3, all compounds table 4 are known and widely used for scaffold synthesis. To our delight, the optimized analogue 1d showed comparable antiproliferative activity in vitro with better solubility, compared with 1a. This approach was also successfully applied to the synthesis of nformyl benzo 1,4thiazocine from the benzothiazole scheme 16, section 14. A new series of benzoxazole analogues was synthesized and checked for their in vitro antibacterial, antifungal and anticancer. The anticancer evaluation of synthesized compounds was carried out by the authors kr, saas, sml and vm. Efficient onepot synthesis of benzoxazole derivatives. Satyanarayana peruric adepartment of chemistry, chalapathi institute of engineering and technology, guntur, india. Bhatt 2 1research scholar jodhpur national university, jodhpur342003, rajasthan, india 2l. Design, synthesis and biological evaluation of benzimidazole. Also provided is a process for preparing such compounds by cyclising an appropriately substituted oaminophenol and, if necessary, converting the resultant benzoxazole to the desired compound.
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. A series of benzoxazole and derivatives of heterocyclic bearing nitrogen, oxygen and oxazole moieties constitutes the core structure of a several biological active compounds. A series of some novel benzoxazoles were synthesized and evaluated for anti. Aug 12, 2018 the designing, synthesis, antimicrobial activity and spectral analysis of the prepared benzoxazole derivatives was done by the authors bn, sk and st. When the effervescence ceased, the precipitate obtained was filtered and washed with water. A highly efficient, simple and rapid method for the preparation of various 2 aminobenzoxazoles and other benzoxazole derivatives using a catalytic amount of. Synthesis and antimicrobial activity of benzoxazole derivatives 3 rd international conference on past and present research systems of green chemistry september 1921, 2016 las vegas, usa. The parent benzoxazole scaffold has a planar geometry and is found to be a constituent of several naturally occurring molecules. Synthesis, antimicrobial and cytotoxic activity of 2azetidinone derivatives of pyridyl benzimidazoles.
Aug 25, 2019 design, synthesis, molecular docking, and anticancer activity of benzoxazole derivatives as vegfr. Synthesis of benzoxazole sulfanilamide derivatives springerlink. It also provides intermediate compounds useful in the process. Synthesis, antifungal activities and molecular docking studies of benzoxazole and benzothiazole derivatives bo luo 1,2, ding li 2, anling zhang 2 and jinming gao 2, 1 college of life sciences, xinyang normal university, tea plant biology key laboratory of henan province, xinyang 464000, china. Benzoxazole and benzimidazole derivatives were also synthesized by these novel catalysts via the onepot condensation from reaction orthoester with o. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen.
Synthesis, characterization and biological study of new benzoxazole. Five 3,4,5trimethoxyphenyl benzoxazole derivatives iiiaiiie were synthesized and evaluated for their antibacterial and antiinflammatory activity. Pdf on jan 1, 2020, kamiar zomorodian and others published synthesis and antifungal activity of benzoxazole derivatives with their sar analysis by sasmap find, read and cite all the research. Design and synthesis of 2substituted54trifluoromethylphenylsulphonamido benzoxazole derivatives as human gst p11 inhibitors tugba ertanbolellia, kayhan bolellia, yaman musdalb, ilkay yildiza, esin akiyalcina. Biologically active benzoxazole derivatives have been known for long time, since benzoxazoles can be considered as structural isosteres of the naturally occurring. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. These ionic liquids are in the solid state at room temperature and the synthesis is carried out via the onepot condensation reaction of various ophenylenediamine with 1,2diketone derivatives. A number of hitherto undescribed 2paminobenzenesulfamide benzoxazoles are prepared by treating 2aminobenzoxazole or its 6substituted compounds with p. Benzoxazoles can be considered as structural isosteres of the.
Facile and efficient synthesis of benzoxazole derivatives using novel. Synthesis and characterization of new 1, 2, 4 triazine thio benzoxazole derivatives mohammad r. Consequently, developing new methodologies for construction of benzoxazole. Biologically active benzoxazole derivatives have been known for long time, they are the isosteres of cyclic. Benzoxazole is an aromatic organic compound with a molecular formula c 7 h 5 no, a benzenefused oxazole ring structure, and an odor similar to pyridine. Synthesis and evaluation of new benzoxazole derivatives as.
Based on these findings, a series of benzoic acid substituted benzoxazole were synthesized by refluxing cs 2 and oaminophenol. Phosphorus, sulfur, and silicon and the related elements 2004, 179 2, 305319. Synthesis and antimicrobial activity of benzoxazole derivatives. Disclosed is a process for preparing 2,5dicarbonamido phenol compounds comprising a step employing a 2alkyl6nitro benzoxazole to form a 2alkyl6amino benzoxazole in which the 2alkyl group is unbranched at the a carbon. Helby department of pharmaceutical chemistry, faculty of pharmacy, al. Initially, 2chloromethyl1hbenzod imidazole i was synthesized by the reaction of ortho phenylenediamine, chloroacetic acid and hydrochloric acid. The synthesized benzoxazole compounds were confirmed by ir, 1hcnmr, mass and screened for their in vitro antimicrobial activity against. Benzoxazoles as novel herbicidal agents wiley online library. Radheshyam shelkar, sachin sarode, jayashree nagarkar. Benzoxazole is used primarily in industry and research, and has no household use. Novel 2substituted phenylbenzimidazole derivatives with.
Synthesis of benzoxazole sulfanilamide derivatives. Pdf on jan 1, 2020, kamiar zomorodian and others published synthesis and antifungal activity of benzoxazole derivatives with their sar analysis by. Reaction of compound 5 with chloroacetyl chloride produced chloroacetyl derivative 7. Based on this result, the replacement of the benzothiazole scaffold with benzimidazole and benzoxazole moieties afforded 1f and 1g, whose activities were fundamentally retained.
Efficient onepot synthesis of benzoxazole derivatives catalyzed by zinc triflate srinivasulu raminenia, ravi kumar kannasanib and v. The pasty mass obtained was diluted with 50ml of water and treated with aqueous sodium bicarbonate solution. A simple, green, and efficient method enables the synthesis of benzoxazoles and benzothiazoles from oaminothiophenols and aldehydes using samarium triflate as a reusable acid catalyst under mild reaction conditions in aqueous medium. All authors read and approved the final manuscript. Journal of chemical and pharmaceutical research, 2015, 79. Benzoxazole is an important class of heterocycle having a bicyclic structure in which an aryl ring is fused with the d site of an oxazole moiety. Nano ceria catalyzed synthesis of substituted benzimidazole, benzothiazole, and benzoxazole in aqueous media. Jcprc5 2988 synthesis, characterization and biological evaluation of benzoxazole derivatives a p. Pelagia research library synthesis and characterization of. Being a heterocyclic compound, benzoxazole finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Acetyl derivatives 4 and 6 were prepared by acetylation of compounds 3 and 5 with acetic anhydride. A series of imidazolinone and benzoxazole derivatives 3 and 5 have been synthesized by condensation of oxazolinone derivatives 2ac with aniline and 2hydroxyaniline. 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.
The two step conversion of the benzoxazole, first into the benzoxazolium bromide 123 followed by ring expansion afforded the nformyl benzoxazocine 124 scheme. Synthesis and characterization of new 1, 2, 4 triazine. Benzoxazole finds use in research as a starting material for the synthesis of larger bioactive structures. Synthesis of some novel quinazoline derivatives having anticancer activity. An efficient synthesis of benzimidazole derivatives were prepared by wide range of aldehydes and substituted ophenylenediamines by using versatile organocatalyst lproline in an aqueous media at. Synthesis of benzoxazole derivatives as interleukin6. Synthesis and characterization of some benzoxazole derivatives sunila t. Novel benzothiazole, benzimidazole and benzoxazole.
The heterogeneous catalyst can be recovered and recycled. Facile and efficient synthesis of benzoxazole derivatives. Synthesis of imidazolinone and benzoxazole derivatives, and. Antitumor evaluation of some novel cyano and amidino benzothiazole derivatives 1. An experimentally simple, general, efficient, and ligandfree synthesis of substituted benzimidazoles, 2aminobenzimidazoles, 2aminobenzothiazoles, and benzoxazoles via intramolecular cyclization of obromoaryl derivatives is catalyzed by copperii oxide nanoparticles in dmso under air. Application of sbaprso3h in the synthesis of benzoxazole derivatives. A highly efficient, simple and rapid method for the preparation of various 2aminobenzoxazoles and other benzoxazole derivatives using a catalytic amount of poly ethylene glycolbound sulfonic acid pegso 3 h is described. Synthesis and pharmacological screening of some noval.
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