Leibniz discourse on metaphysics and other essays summary. Quinoxalines with amide and sulphonamide moieties have been reported to inhibit the growth of human tumor cell lines 8. Results and discussion the key step in the synthesis of quinoxaline quinones is the oxidative demethylation of the corresponding dimethoxyketone 5a, 5b. Design and synthesis of new quinoxaline derivatives as. Lproline as an e cient organocatalyst for the synthesis. They can be formed by condensing orthodiamines with 1,2diketones. These colorless antibiotics are derived from various species of streptomycetes and are highly active against grampositive bacteria. Synthesis of quinoxalines promoted by ecofriendly nanokaoline. Synthesis and biological evaluation of new quinoxaline derivatives. Facile synthesis of quinoxaline derivatives using o. Thus, the development of environmentally friendly benign green chemistry, highyielding and clean approaches for the synthesis of quinoxaline derivatives is still remains a highly desired goal in organic synthesis. Syntheses of quinoxaline derivatives via many different methods of synthetic strategies have been presented. Synthesis of quinoxaline derivatives 125 started with treating. It is rare in natural state, but their synthesis is easy to perform.
Synthesis and neuropharmacological evaluation of some. The catalytic test was performed under different reaction conditions in order to know the performance of the synthesized catalysts. Very recently we have developed a convenient and efficient procedure for synthesis of quinoxaline derivatives using cupric sulfate pentahydrate as catalyst. Their structures were confirmed by using 1 h nmr, ir, and mass analysis.
Synthesis, characterization and pharmacological evaluation. In the light of these facts we decided to synthesize some new quinoxaline derivatives incorporating aromatic aldehyde and aromatic amine moieties attached to a 2hydroxy3methylquinoxaline nucleus with an ether linkage followed by the. Pdf a series of quinoxaline derivatives was synthesized by the reaction of. Twentynine new 67substituted quinoxaline2carboxylate 1. Thus, a series of 18 such derivatives have been synthesized, characterized on the basis of spectroscopic method and were tested for their antimicrobial activity against staphylococcus aureus staph. The most common method is condensation of an aryl 1,2diamine with 1,2dicarbonyl compound in suitable solvent 19, 20 scheme1.
The aim of this study was the synthesis and pharmacokinetic selection of a best melanintargeting ligand for addressing anticancer agents to. Our team of scientists has experience in all areas of research including life science, material science, chemical synthesis, chromatography, analytical and many others. Quinoxaline is a naphthyridine in which the nitrogens are at positions 1 and 4. Systematic observation and case studies are examples of secondary. Quinoxaline, benzopyrazine, antimicrobial activity introduction quinoxalines, also called a benzopyrazines, in organic chemistry, it is a hetrocyclic compounds. An efficient protocol for the synthesis of quinoxaline. In addition, the synthesis of two new 1,4benzodiazine derivatives and the catalytic activity of magnesium sulfate heptahydrate. Important synthesis of quinoxalines iii is that involving the condensation of an ophenylenediamine i with 1,2dicarbonyl compound ii. Quinoxaline is a nitrogen containing a heterocyclic compound formed by the fusion of two aromatic rings, benzene and pyrazine. Synthesis of novel quinoxaline carboxylic acid derivatives.
Quinoxaline1,4dioxide compounds and desoxycarbadox quinoxaline1,4dioxide compounds are antimicrobial agents that are used as animal growth promoters for livestock. The new synthesis of quinoxaline derivatives monomer scientific. The synthesis of quinoxalines has been intensively studied in the past. Synthesis of new quinoxaline2carboxylate 1,4dioxide. Photochemistry department heterocyclic unit, national research centre, giza, egypt. In general, the in vitro activity is significantly affected by substituents on the quinoxaline nucleus. The parent substance of the group, quinoxaline, results when glyoxal is condensed with 1,2diaminobenzene. Synthesis of nheterocycles benzofused nheterocycles synthesis of quinoxalines. Quinoxaline antibiotic is a generic name given to a family of heterodetic cyclodepsipeptide antibiotics which contain a quinoxaline moiety in the molecule kuroya et al. Pdf a convenient process of preparing of 2,3 diphenyl.
Twentynine new 67substituted quinoxaline2carboxylate 1,4dioxide derivatives were synthesized and evaluated for in vitro antituberculosis activity. It is further shown how the optical and electrochemical. Design and synthesis of new quinoxaline derivatives as anticancer agents and apoptotic inducers aliya m. It has been observed that the presence of a chloro, methyl, or methoxy group in position 7 of the benzene moiety reduces the. Many researchers have reported the synthesis and biological activity of quinoxaline derivatives 11,12,14. Synthesis, antiinflammatory and antimicrobial activities of new hydrazone and quinoxaline derivatives 1arvind kumar,2amita verma, 3geeta chawla and 1vaishali 1s. Synthesis of novel quinoxaline carboxylic acid derivatives for antimicrobial investigation m s a elgaby, m m f ismail b, y a ammarc. The classical synthesis of quinoxaline derivatives involves the double condensation of aryl 1,2diamines with 1,2dicarbonyl compounds in refluxing ethanol or acetic acid for 2 12 h in 3485%. Synthesis of new quinoxaline2carboxylate 1,4dioxide derivatives as. Herein, we report a green and e cient method for the synthesis of quinoxaline derivatives in high yields and short reaction times by the condensation of 1,2diamines with 1,2dicarbonyl compounds. Onepot and efficient protocol for synthesis of quinoxaline derivatives mohammad reza islami and zahra hassani department of chemistry, shahid bahonar university, kerman, iran p. Compounds 3a3i were obtained by the condensation of ophenylenediamines with 1,2. To modify in their nucleus, they form different derivatives of quinoxaline which contains antimicrobial activity. Pdf eight quinoxalinone derivatives were synthesized and investigated for some.
Chapter five describes many new methods for the construction of quinoxaline macrocycles, which are important in. The cdk15 inhibitor, also referenced under cas 40254908, controls the biological activity of cdk15. Kiran ga, laxminarayana eb, thirumala chary mc and ravinder ma. Quinoxaline2, 3dione obtained from cyclocondensation reaction of ophenylene diamine with oxalic acid was reacted with three different ketones and formaldehyde to give the corresponding mannich bases in satisfactory yield. We report a suitable quinoxaline synthesis using molybdophosphovanadates supported on commercial alumina cylinders as catalysts. These chapters give comprehensive coverage of all the methods of the synthesis of quinoxalines and the important quinoxalinecontaining ring systems such as thiazolo3,4 a, pyrrolo1,2 a, and imidazo1,5 aquinoxalines.
Pdf an efficient synthesis of quinoxalines under catalystfree. These chapters give comprehensive coverage of all the methods of the synthesis of quinoxalines and the important quinoxalinecontaining ring systems such as thiazolo3,4a, pyrrolo1,2a, and imidazo1,5aquinoxalines. Then reaction mixture was cooled and poured into water to get sulfonamide derivative of 2, 3diphenylquinoxaline. Synthesis of 1, 2, 3, 4tetrahydroquinoxaline2,3dione 10. Study on the properties of the pvasf blend membranes p. Merging of quinoxaline data sets using linear statistical methods. Chemistry department, faculty of science, jazan university, saudi arabia. Exploring biological activities of quinoxaline derivatives. Progress in quinoxaline synthesis part 2 request pdf. Quinoxalinediones are a family of related compounds sharing the same bicyclic core. The reaction was discovered independently by korner and hinsberg in 1884. A read is counted each time someone views a publication summary such as the title, abstract, and list of authors, clicks on a figure, or views or downloads the fulltext. In pharmacological evaluation, the synthesized compounds showed its curative. Consequently, a large variety of synthetic methods for the synthesis of functionalized quinoxalines have been reported in literature.
Quinoxalinedione is an organic compound with the formula c 6 h 4 nh 2 co 2. Therefore, the aim of this project was to synthesis some novel of 2,3substituted quinoxaline. This approach offers a much milder, shorter, and more efficient route to pq and tq derivatives than current methods. The monomer of 2,3di thiophen2yl quinoxaline m1 and 2,3di thiophen2yl 1,4pyradiazine m2 have been synthesized in moderate yields over two steps from readily available starting materials. Quinoxaline derivatives are a very important class of nitrogencontaining compounds and have been widely. Synthesis of quinoxaline is relatively easy to perform. It is a mancude organic heterobicyclic parent, an orthofused heteroarene and a naphthyridine. The new synthesis of quinoxaline derivatives monomer. Therefore, the aim of this project was to synthesis some novel of 2,3substitutedquinoxaline. Synthesis, in vitro anticancer screening and radiosensitizing. The first four chapters present a survey of the developments in quinoxaline chemistry since the publication of the monograph on condensed pyrazines by cheeseman and cookson in 1979.
Synthesis of thymidine phosphorylase inhibitor based on. As part of our ongoing research on the development of alternative synthetic procedures for the synthesis of biologically active heterocyclic compounds and the use of green chemistry techniques in organic synthesis, herein we report a simple and efficient method for the preparation of quinoxaline derivatives using heteropolyacids hpmo 11 vfeo 40. Heravi et al oiodoxybenzoic acid ibx, a readily available hypervalent iodine v reagent, was found to be highly effective in synthesis of quinoxaline derivatives, from 1,2diketones and ophenylenediamines at room. Combining these compounds, at the same concentrations, with. Quinoxalines, also named as benzopyrazines, having a nitrogen ring, in organic chemistry is a hetrocyclic compounds containing a ring complex made up of a benzene ring and a pyrazine ring. Pdf synthesis and neuropharmacological activity of some. The reduction of a dithienylbenzobisthiadiazole derivative tbbt can be performed selectively so as to afford either 1,2,5thiadiazolo3,4gquinoxaline tq or pyrazino2,3gquinoxaline pq derivatives. Pdf design and synthesis of some new quinoxalinebased. Quinoxaline derivatives show very interesting biological properties such as antibac terial 1. Quinoxalines and fused ring systems show diverse pharmacological activities. It is a colorless solid that is soluble in polar organic solvents. The classical synthesis of quinoxalines involves the condensation of an aromat ic odiamine and an cx. Quinoxaline derivatives are an important class of heterocycle compounds, where n replaces some carbon atoms in the ring of naphthalene.
These catalysts were prepared by incipient wetness impregnation. Synthesis, characterization and pharmacological evaluation of some potent 2substituted phenylimino quinoxaline3one for their analgesic activity gayathri rajamanickam1, suresh selvaraj 2 and thirumurthy rajendran 3 1faculty of pharmacy, lincoln university college, petaling jaya, selangor, malaysia. Biological activities of quinoxaline derivatives a antitubercular activity. Mamedov synthesis, reactions, mechanisms and structure. Facile method of quinoxaline synthesis using phenol as a. Synthesis and antimicrobial activities of some novel. Food and drug administration fda since 1998 for the control of swine dysentery. Synthesis of quinoxaline derivatives catalyzed by lproline. Abouzid 5,8, 1 pharmaceutical organic chemistry department, faculty of pharmacy, october university for modern. Synthesis of quinoxaline quinones and regioselectivity in. Synthesis of quinoxaline derivatives over highly efficient and reusable bronsted acidic ionic liquids. Synthesis, reactions and biological activity of quinoxaline derivatives. Herein, the advances in the quinoxaline synthesis, including the traditional. Quinoxaline is a white crystalline powder, with a melting point 2930 c and a molecular formula c 8 h 6 n 2.
An efficient synthesis of the potential pharmacophore 1,4 dihydro quinoxaline 2,3 dione 1 has been achieved in a onepot reaction at room temperature from substituted ophenylene diamine and oxalic acid under solvent free conditions by a simple grinding method with unsurpassed atom economy. Synthesis and biological activities of some quinoxaline. The synthesis of quinoxalines has been intensively studied in the past, especially because of the diverse biological activities ascribed to many representatives of this class of compounds. Synthesis of new quinoxaline2carboxylate 1,4dioxide derivatives. Bioinspired orthoquinone catalysts have been applied to oxidative synthesis of benzimidazoles, quinoxalines and benzoxazoles from primary amines in high yields under mild conditions with oxygen as the terminal oxidant. A number of synthetic methods are available for the synthesis of 1 and its derivatives. Its molecular formula is c 8 h 6 n 2, formed by the fusion of two aromatic rings, benzene and pyrazine. Convenient and simple procedures for the synthesis of phenazine and quinoxaline derivatives were developed via a reaction of ophenylenediamines and 1,2dicarbonyl compounds.
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