Please select the one that is most appropriate for your business. It has long been known that imidazo1,2 apyridine derivatives exhibit diverse biological activities 1 and were used as antiviral, 2 antiulcer, 3 antibacterial, 4 antifungal, 5 antiprotozoal, 6 antiherpes, 7 antiinflammatory. Introduction the imidazo4,5bpyridine ring system 5, 8 represent a core skeleton of a class of heterocyclic compound analogues of purine with their diversity of biological activity 15, depending on the substituents on the pyridine ring. Pharmacological potential and synthetic approaches of. To receive a price quote on 2 bromoimidazo1,2 apyridine,please provide us with the quantity and purity percentage of the compound. The reaction also enables the formation of alkenylsubstituted imidazoheterocycles by using unsaturated ketones as substrates. Use of the information, documents and data from the echa website is subject to the terms and conditions of this legal notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the echa website may be reproduced, distributed andor used, totally or in part, for noncommercial purposes provided that echa is. Imidazo1,2pyridinebased tosylhydrazone was prepared and treated with k 2 co 3 in dioxane at 110c to generate the corresponding carbene in situ. Mcr to polycyclic fused imidazo1,2 apyridine derivatives. A convenient synthesis of c3aryloxymethyl imidazo1,2. Use of the information, documents and data from the echa website is subject to the terms and conditions of this legal notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the echa website may be reproduced, distributed andor used, totally or in part, for noncommercial purposes provided. Phosphinefree palladiumcatalyzed direct arylation of 2phenylimidazo1,2 a pyridine has been developed with the concept of using silveri carboxylate. In the title compound, c 17 h 19 no 3, which was obtained by oxidation of the corresponding pyridine derivative, the dihedral angle between the benzene and the pyridine rings is 68. Neutral and cationic rutheniumii complexes bearing a symmetrical 2,6bisimidazo 1, 2 apyridin 2 yl pyridine were synthesized and structurally characterized by nmr analysis and xray crystallographic determinations.
The coii ion is located on a twofold axis, so that half of the. Pdf samenvoegen online pdf bestanden combineren of. This general reaction appears to be very suitable for the construction of various imidazo 1,2 a pyridines. Imidazo1,2 apyridine is a bicyclic system with a bridgehead nitrogen atom, of growing interest in medicinal chemistry. Imidazopyridine is one of the important fused bicyclic 56 heterocycles and it is recognized as a drug prejudice scaffold due to its wide range of applications in medicinal chemistry. Synthesis of this moiety from the easil 20th anniversary of the crsi. However, the other two groups seem to also be very potent. It is worth noting that this catalytic transformation could also be applied to the synthesis of other.
This information is stored within a cookie and setting this assumes acceptance. Imidazo4,5bpyridine has been proved to be a useful scaffold for medicinal agents 6,7. Design, synthesis, and biological evaluation of novel. Imidazo 1,2 apyridine an example of imidazopyridine and a core structure of zolpidem and some compounds described below. Structural commentary the molecular structure of the title complex is shown in fig. In the present study a mixture of 2aminopyridine and phenacylbromide derivatives were subjected to microwave irradiation in aqueous medium to give imidazo 1,2apyridines in good to excellent yields.
Meerdere pdf documenten samenvoegen tot een pdf document. Synthesis of pyridine 1,5dicarbonyl compound o r o 1 r 2. Reaction between a 1,5diketone and ammonia ammonia reacts with 1,5diketones to give unstable 1,4dihydropyridine, which can be easily dehydrogenated using nitrobenzene or nitric acid to give pyridine. In particular, some compounds of the imidazo4,5bpyridine and imidazo4,5cpyridine core are substances with con. Pdf samenvoegen gratis pdfbestanden combineren online.
By the reaction of 2benzoylmethylimidazoles 1a, b with polarized olefins 2, 3 in the presence of k2co3, the corresponding imidazo1,2 apyridine derivatives 4, 5 were obtained. Our heterocycles compound 2 chloroimidazo1,2 apyridine is manufactured to the highest quality standards. The synthesis of 3aminoimidazo1,2apyridines and 3aminoimidazo1,2apyrazines through a condensation reaction of 2aminopyridine or 2aminopyrazine, aldehyde, and alkyl or aryl isocyanide in high yields at room temperature in the presence of silica sulfuric acid is described. Design, synthesis, and biological evaluation of novel imidazo.
S1 supporting information a practical twostep synthesis of imidazo1,2apyridines from nprop2yn1ylpyridin2amines david sucunza,a abdelouahid samadi,a mourad chioua,a daniel b. The srn1 displacements on the pyridine moiety of the imidazo1,2 apyridine being more difficult than an sn2 on the chloromethyl group, we have prepared, new reductive alkylating agents, the nitro derivatives 4a and 4b and studied their conversion with different nucleophiles to the corresponding derivatives by srn1 reactions at the sp. Pdfa portable document format archivable, ook bekend als iso 190051, is een. A series of imidazo1,2 apyridine derivatives against cmet was designed by means of bioisosteric replacement. The method is a simple route for the preparation of bridgehead n heterocycles in water. In view of the significance of the gbb reaction and the imidazo1,2 apyridine core structure, the further development of new gbbbased methods for the efficient synthesis of novel polycyclic fused imidazo1,2apyridines is highly desirable. Thus, the initial discussion focuses on synthetic strategies of imidazo1,2a pyridines, and later we disclose the reactivity of the imidazo1,2apyridines. A coppercatalyzed method for the synthesis of imidazo1,2apyridines with aminopyridines and nitroolefins using air as oxidation agent in a onepot procedure has been developed. Ybotf catalyzed mannich reaction of imidazo1,2 pyridine. Relevant identified uses pyridine is used directly in the denaturation of alcohol acgih 1986. The physical and spectroscopic data of the reported compounds were comparable with literature.
Synthesis of imidazo1,2apyridine derivatives and their. Multicomponent synthesis of imidazo1,2apyridines using catalytic zinc chloride amanda l. Phosphinefree palladiumcatalyzed direct c3 arylation of. Further studies were conducted on the fluorescence behaviour of imidazo1,2 apyridine derivatives. Onepot threecomponent synthesis of 3aminoimid azo1,2. May 14, 2015 a series of imidazo1,2 apyridine derivatives against cmet was designed by means of bioisosteric replacement. Imidazo1,2apyridine 274760 tcii0922 spectrum chemical. May 10, 1983 imidazo 1, 2 a pyridines of the formula. Pdfa is daarom geschikt voor het opslaan van digitale documenten. Imidazo 1,2apyridine is a bicyclic system with a bridgehead nitrogen atom, of growing interest in medicinal chemistry. Bestanden combineren of samenvoegen in een pdf, adobe.
Multicomponent synthesis of imidazo1,2apyridines using. A coppercatalyzed method for the synthesis of imidazo 1, 2 a pyridines with aminopyridines and nitroolefins using air as oxidation agent in a onepot procedure has been developed. The core structure of imidazo1,2 apyridine is present in several drugs, such as zolpidem, alpidem, zolimidine, olpri none, gsk812397, saripidem, and necopidem gunja, 20. The schiff bases and their metal complexes were characterized by elemental and. Several imidazo1,2 apyridine derivatives were reported to be fluorescent in nature17. It was coupled with a variety of aryl alcohols in one pot to obtain a series of imidazo1,2pyridine derivatives possessing aryl ether moiety at c3 position.
Our heterocycles compound 2 bromoimidazo1,2 apyridine is manufactured to the highest quality standards. This protocol efficiently catalyzes the ch arylation of 2phenylimidazo1,2 a pyridine with aryl iodides to afford the corresponding 2phenyl3arylimidazo1,2 a pyridines in moderate togood yields. Imidazo1,2 apyridine derivatives are important compounds which are known for their useful pharmacological activities. They have huge applications in medicinal chemistry and drug molecule production. Based on experimental results and computational analysis, we extracted a high correlation of photophysical properties with the theoretical concept and predicted emission wavelengths of 3,5diarylimidazo1,2a. Articles of 7 bromoimidazo1,2 apyridine are included as well.
Parts of the work have been disclosed in a previous patent 36. Methylsulfinylimidazopyridine derivative 7 obtained by the reaction of 5b with mchloroperbenzoic acid mcpba, easily underwent nucleophilic substitution to. A copperiicatalyzed tandem reaction between pyridine ketone and benzylamine proceeded via an efficient condensationaminationoxidative dehydrogenation process, affording 1,3diarylated imidazo1,5apyridines in excellent yields using clean o 2 as an oxidant. Imidazo1,5apyridine synthesis organic chemistry portal. Examples of bioactive agenexamples of bioactive agents possessing imidazo1,2ts possessing imidazo1,2aapyridine core. First, the 2aminoimidazo1,2 apyridine derivative was designed to reduce the lipophilicity of compound 1. Covid19 is an emerging, rapidly evolving situation. The paper deals with the recent progress realised in the comprehension of. Synthesis of imidazo1,2 a pyridines organic chemistry portal. Deze gratis online tool maakt het mogelijk om meerdere pdf bestanden of afbeeldingen te combineren in een pdf document. Based on experimental results and computational analysis, we extracted a high correlation of photophysical properties with the theoretical concept and predicted emission wavelengths of 3,5 diarylimidazo1,2 apyridines. Imidazo1,2 apyridine derivatives were designed, synthesized, and evaluated as inhibitors of the apoptosis signalregulating kinase 1 ask1.
Synthesis of new 6halogenoimidazo1,2apyridines by srn1. Synthesis of some 1,3disubstituted imidazo1,5apyridines. Cuicatalyzed synthesis of imidazo1,2apyridines from. These complexes have exhibited good catalytic activity in the transfer hydrogenation of ketones. Apollo scientific limited offers a wide range of products which includes 2thien2 ylimidazo1,2apyridine. An imidazopyridine is a nitrogen containing heterocycle that is also a class of drugs that contain this same chemical substructure. Synthesis and characterization of some new antimicrobial.
You can also contact us by phone at 18005675060 or 4166612102. A novel threecomponent reaction has been developed to assemble biologically and pharmaceutically important tetracyclic fused imidazo1,2apyridines in a onepot fashion utilizing readily available 2aminopyridines, isatins and isocyanides. Results and discussion it is noteworthy that there was no report on a ketoneinvolving. Dit document bevat instructies voor acrobat dc en acrobat 2017. In this process, the reaction appears to be very general and suitable for construction of a variety of imidazo 1, 2 a pyridines. Pyridine is the simplest heterocycle of the azine type. Us4382938a imidazo1,2a pyridine derivatives and their. This scaffold was reported as a new class of atpcompetitive kinase inhibitors. This moiety is also useful in material science because of its structural character.
In this study, a selective, potent cmet inhibitor, 22e was identified, with ic 50 values of 3. Apollo scientific currently provides pricing in several currencies. This green chemistry approach is easy to handle, economic, nontoxic and. Green synthesis of imidazo1,2apyridines in aqueous medium. Als u acrobat xi gebruikt, gaat u naar acrobat xi help. The imidazo1,2a pyridines are an important class of nitrogen ring junction heterocyclic compounds. This protocol efficiently catalyzes the ch arylation of 2phenylimidazo1,2 apyridine with aryl iodides to afford the corresponding 2phenyl3arylimidazo1,2apyridines in moderate togood yields. Design and biological evaluation of imidazo1,2apyridines. Supporting information a practical twostep synthesis of.
Ook kun je meer pdfs toevoegen om ze te combineren en samen te voegen in een document. Supporting information a practical twostep synthesis of imidazo1,2apyridines from nprop2yn1ylpyridin2amines david sucunza,a abdelouahid samadi,a mourad chioua,a daniel b. Compounds were prepared using a heteroaryl heck reaction procedure, involving the palladium. Pdf recent progress in the pharmacology of imidazo1,2a. Phosphinefree palladiumcatalyzed direct arylation of 2phenylimidazo1,2 apyridine has been developed with the concept of using silveri carboxylate. In refluxing isopropyl alcohol, the conversion of the substrates reached up to 99. In general, they are gaba a receptor agonists, however recently proton pump inhibitors. A coppercatalyzed onepot procedure enables the synthesis of imidazo 1,2apyridines with aminopyridines and nitroolefins using air as oxidant. Phosphinefree palladiumcatalyzed direct c3 arylation of 2. Parkinson discovery chemistry, biosciences, csir, private bag x2, modderfontein 1645, south africa. Pdf is een universeel bestandsformaat waarmee lettertypen, afbeeldingen en opmaak. Apollo scientific home products 2 bromoimidazo1,2 apyridine. To receive a price quote on 2 chloroimidazo1,2 apyridine,please provide us with the quantity and purity percentage of the compound. It is an important intermediate used in organic synthesis, pharmaceuticals and.
A cuicatalyzed aerobic oxidative synthesis of imidazo1,2 apyridines from 2aminopyridines and acetophenones is compatible with a broad range of functional groups. These were based on a benzothiazole derivative that was discovered from highthroughput screening of our compound library. Imidazo1,5 apyridine is a class of fused bicyclic 5. The srn1 displacements on the pyridine moiety of the imidazo1,2 apyridine being more difficult than an sn2 on the chloromethyl group, we have prepared, new reductive alkylating agents, the nitro derivatives 4a and 4b and studied their conversion with different nucleophiles to the corresponding derivatives by srn1 reactions at the sp3 carbon. A new protocol for the synthesis of colortunable fluorescent 3,5 diarylimidazo1,2 apyridines has been achieved via palladiumcatalyzed ch amination of pyridinium zwitterions. Imidazo1,2a pyridine derivatives and their application as. Nsc 1978 and as a solvent in paint and rubber preparation. As a result, we identified potent, selective, and orally bioavailable ask1 inhibitors for wide range of therapeutic targets. Pyridines, pyridazines and guanines as cdk2 inhibitors.
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