共查询到20条相似文献,搜索用时 515 毫秒
1.
咪唑并吡啶类化合物的合成及其应用* 总被引:2,自引:0,他引:2
咪唑并吡啶类化合物具有与吲哚、氮杂吲哚等类似的特殊结构和良好的生物活性,在医药和农药工业有着广泛的应用,成为有机化学家和药物化学家的研究热点。咪唑并吡啶类化合物主要有咪唑并[4,5-b]吡啶、咪唑并[4,5-c]吡啶、咪唑并[1,2-a]吡啶和咪唑并[1,5-a]吡啶等4个类型。本文阐述了近年来咪唑并吡啶类化合物的合成研究进展和应用情况,主要介绍了咪唑并[4,5-b]吡啶和咪唑并[4,5-c]吡啶这两类化合物的合成方法和在医药及农药领域的应用。 相似文献
2.
3.
Direct thionation of imidazo[4,5-b]pyridines and imidazo[4,5-c]pyridines results in the formation of their 2-thioxo derivatives, usually in high yield. The thione structure of the imidazopyridines obtained has been confirmed from their IR spectra in the solid state and in solution. The general nature of the thionation of imidazole, benzimidazole, imidazo[4,5-b]pyridine, imidazo[4,5-c]pyridine, and purine has been noted as one of the distinctive chemical properties of compounds in this series of nitrogen heterocycles.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 799–804, June, 1988. 相似文献
4.
5.
6.
It is shown that when N-methyl (or benzyl) derivatives of imidazo[4,5-b]pyridine and N-methyl-substituted derivatives of imidazo[4,5-c]pyridine are heated with alkalis, the imidazole ring is always hydroxylated to give the corresponding 2-imidazolones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1252–1254, September, 1976. 相似文献
7.
L. Bukowski Zofia Zwolska Ewa Augustynowicz-Kopeć 《Phosphorus, sulfur, and silicon and the related elements》2013,188(7):879-887
Abstract The reactions of 2-cyanomethyl-1-methyl-1H-imidazo[4,5-b]pyridine with isothiocyanates, nitroso compounds, acid chlorides, and thioglycolic acid were investigated. New imidazo[4,5-b]pyridine derivatives with various substituents in 2-position and derivatives of the new pyrrolo[2′,1′:2,3]imidazo[4,5-b]pyridine ring system were synthesized. The compounds obtained were tested in vitro for their tuberculostatic activity. 相似文献
8.
9.
Tokuo Itoh Kazuo Ono Tomokazu Sugawara Yoshihisa Mizuno 《Journal of heterocyclic chemistry》1982,19(3):513-517
Reactions of some imidazo[4,5-b]pyridine 4-oxides with phosphoryl chloride are described. Treatment of N-1-substituted imidazo[4,5-b]pyridine 4-oxides with phosphoryl chloride led to the predominant formation of 7-chloro derivatives. This feature was successfully applied to the preparation of a chloroimidazo[4,5-b]pyridine nucleoside, which served as an important precursor of 1-deazaadenosine. 相似文献
10.
11.
12.
13.
Synthesis of Novel 1,2,3‐Triazole/Isoxazole‐Functionalized Imidazo[4,5‐b]pyridin‐2(3H)‐one Derivatives,Their Antimicrobial and Anticancer Activity
下载免费PDF全文
![点击此处可从《Journal of heterocyclic chemistry》网站下载免费的PDF全文](/ch/ext_images/free.gif)
Veeraswamy Banda Santhosh Kumar Gautham Sambasiva Rao Pillalamarri Kurumurthy Chavva Narsaiah Banda 《Journal of heterocyclic chemistry》2016,53(4):1168-1175
A series of novel 1,2,3‐triazole/isoxazole‐functionalized imidazo[4,5‐b]pyridine‐2(3H)‐one derivatives 7 and 8 were prepared starting from pyridin‐2(1H)‐one 1 in a series of steps. Initially, compound 1 was converted into imidazo[4,5‐b]pyridine‐2(3H)‐one 5 via formation of 2‐alkylamino/amino‐6‐phenyl‐4‐(trifluoromethyl)nicotinonitrile 3 followed by hydrolysis 4 and Hoffman type rearrangement 5 . Compound 5 was further reacted with propargyl bromide to form exclusively N‐propargylated derivatives 6 . Compounds 6 were cyclized with arylazides/aryloximes in the presence of CuI and sodium hypochlorite, respectively, and obtained title products 7 and 8 . All the final products 7 and 8 were screened for antimicrobial and anticancer activity. 相似文献
14.
L. Bukowski 《Chemistry of Heterocyclic Compounds》2002,38(7):828-835
New imidazo[4,5-b]pyridine derivatives with various substituents in the 2-position (,-unsaturated ketones, imines, 2-pyrazolines, pyrimidines, 1,2,3,4-tetrahydropyrimidines) and derivatives of the new pyrido[3',2':4,5]imidazo[1,2-d][1,2,4]triazine ring system were synthesized. Biological data for selected compounds are presented. 相似文献
15.
16.
Pentosidine, a fluorescent advanced glycation endproduct that serves as a biomarker of diabetic complications, kidney dysfunction, oxidative stress, and aging and age‐related diseases, was synthesized from 2,3‐diaminopyridine and benzyloxycarbonyl (Cbz) protected chiral amino acids Nα‐Cbz‐lysine and Nδ‐Cbz‐ornithine. Regioselective alkylation of 2‐(methylthio)imidazo[4,5‐b]pyridine, chlorination of methylthio group, and amination of 2‐chloro‐imidazo[4,5‐b]pyridine are the key steps. Hydantoin protection of amino acids was used and the deprotection under acidic condition was achieved in the presence of glycine. J. Heterocyclic Chem., (2011). 相似文献
17.
《Journal of heterocyclic chemistry》2018,55(9):2061-2068
A series of novel imidazo[4,5‐b]pyridine derivatives were designed and synthesized. The structures of all the newly synthesized compounds were identified by spectroscopic data NMR, MS, and elemental analysis. Bioassay showed that the compounds exhibited potent fungicidal activities against Erysiphe graminis, Puccinia polysora, and so forth. Particularly, 2‐chloro‐5‐((5‐methoxy‐2‐(2‐(trifluoromethyl)phenyl)‐3H‐imidazo[4,5‐b]pyridin‐3‐yl)methyl)thiazole ( 9b ) displayed fungicidal potency against P. polysora. Its EC50 value: 4.00 mg/L is comparable with that of tebuconazole. The structure–activity relationship for the target compounds is discussed. 相似文献
18.
Highly Emissive Luminogens Based on Imidazo[1,2‐a]pyridine for Electroluminescent Applications
下载免费PDF全文
![点击此处可从《化学:亚洲杂志》网站下载免费的PDF全文](/ch/ext_images/free.gif)
Natarajan Nagarajan Gunasekaran Velmurugan Asit Prakash Dr. Nanda Shakti Prof. Dr. Monica Katiyar Prof. Dr. Ponnambalam Venuvanalingam Prof. Dr. Rajalingam Renganathan 《化学:亚洲杂志》2014,9(1):294-304
A search for novel organic luminogens led us to design and synthesize some N‐fused imidazole derivatives based on imidazo[1,2‐a]pyridine as the core and arylamine and imidazole as the peripheral groups. The fluorophores were synthesized through a multicomponent cascade reaction (A3 coupling) of a heterocyclic azine with an aldehyde and alkyne, followed by Suzuki coupling and a multicomponent cyclization reaction. All of the compounds exhibited interesting photophysical responses, especially arylamine‐containing derivatives, which displayed strong positive solvatochromism in the emission spectra that indicated a more polar excited state owing to an efficient charge migration from the donor arylamine to the imidazo[1,2‐a]pyridine acceptor. The quantum yields ranged from 0.2 to 0.7 and depended on the substitution pattern, most notably that based on the donor group at the C2 position. Moreover, the influence of general and specific solvent effects on the photophysical properties of the fluorophores was discussed with four‐parameter Catalán and Kamlet–Taft solvent scales. The excellent thermal, electrochemical, and morphological stability of the compounds was explored by cyclic voltammetry, thermogravimetric analysis, and AFM methods. Furthermore, to understand the structure, bonding, and band gap of the molecules, DFT calculations were performed. The performance of the electroluminescence behavior of the imidazo[1,2‐a]pyridine derivative was investigated by fabricating a multilayer organic light‐emitting diode with a configuration of ITO/NPB (60 nm)/EML (40 nm)/BCP (15 nm)/Alq3 (20 nm)/LiF (0.5 nm)/Al(100 nm) (ITO=indium tin oxide, EML=emissive layer, BCP=2,9‐dimethyl‐4,7‐diphenyl‐1,10‐phenanthroline, Alq3=tris(8‐hydroxyquinolinato)aluminum), which exhibited white emission with a turn‐on voltage of 8 V and a brightness of 22 cd m?2. 相似文献
19.
G. G. Dvoryantseva T. N. Ul'yanova G. P. Syrova Yu. N. Sheinker V. M. Aryuzina T. P. Sycheva M. N. Shchukina 《Theoretical and Experimental Chemistry》1972,6(1):20-27
The simple MO LCAO method was used for calculations on 4H-imidazo[5,1-b]benzimidazole, imidazo[5,1-b]benzoxazole, imidazo[5,1-b]benzothiazole, and a number of their derivatives. Inclusion of the unshared pairs of the hetero atoms at positions 4 and 9 in the -electron system has a considerable effect on the stability of compounds of this type. The 1H NMR spectra were recorded for 4-methyl-imidazo[5,1-b]benzimidazole and imidazo[5,1-b]benzoxazole derivatives, and a similarity was found between the chemical shifts of the imidazole ring protons and the -electron densities at the adjacent carbon atoms. Calculation of a series of models for the cations and measurements of the basicity constants show protonation of 4-methylimidazo[5,1-b]benzimidazole takes place at the nitrogen atom in position 2. The calculated values for the electronic structure and reactivity indices in the investigated series of tricyclic systems were compared with their chemical properties. 相似文献
20.
N-Monoxides and N,N-dioxides of some alkyl and hydroxy derivatives of imidazo[4,5-b]pyrazine were synthesized. It was proved that the nitrogen atoms of the pyrazine ring are oxidized; alkylation of N1 sterically hinders oxidation of N7. The hydrolytic cleavage of imidazo[4,5-b]pyrazines and their N-oxides was studied. 相似文献