Academic literature on the topic 'Imidazo'

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Journal articles on the topic "Imidazo"

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Balewski, Łukasz, Franciszek Sączewski, Patrick J. Bednarski, Lisa Wolff, Anna Nadworska, Maria Gdaniec, and Anita Kornicka. "Synthesis, Structure and Cytotoxicity Testing of Novel 7-(4,5-Dihydro-1H-imidazol-2-yl)-2-aryl-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-Imine Derivatives." Molecules 25, no. 24 (December 14, 2020): 5924. http://dx.doi.org/10.3390/molecules25245924.

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The appropriate 1-arylhydrazinecarbonitriles 1a–c are subjected to the reaction with 2-chloro-4,5-dihydro-1H-imidazole (2), yielding 7-(4,5-dihydro-1H-imidazol-2-yl)-2-aryl-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-imines 3a–c, which are subsequently converted into the corresponding amides 4a–e, 8a–c, sulfonamides 5a–n, 9, ureas 6a–I, and thioureas 7a–d. The structures of the newly prepared derivatives 3a–c, 4a–e, 5a–n, 6a–i, 7a–d, 8a–c, and 9 are confirmed by IR, NMR spectroscopic data, as well as single-crystal X-ray analyses of 5e and 8c. The in vitro cytotoxic potency of these compounds is determined on a panel of human cancer cell lines, and the relationships between structure and antitumor activity are discussed. The most active 4-chloro-N-(2-(4-chlorophenyl)-7-(4,5-dihydro-1H-imidazol-2-yl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)benzamide (4e) and N-(7-(4,5-dihydro-1H-imidazol-2-yl)-2-(p-tolyl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)-[1,1′-biphenyl]-4-sulfonamide (5l) inhibits the growth of the cervical cancer SISO and bladder cancer RT-112 cell lines with IC50 values in the range of 2.38–3.77 μM. Moreover, N-(7-(4,5-dihydro-1H-imidazol-2-yl)-2-phenyl-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)-4-phenoxybenzenesulfonamide (5m) has the best selectivity towards the SISO cell line and induces apoptosis in this cell line.
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Zhou, Qifan, Fangyu Du, Yajie Shi, Ting Fang, and Guoliang Chen. "Synthesis and Analysis of 1-Methyl-4-Phenyl-1H-Imidazol-2-Amine." Journal of Chemical Research 42, no. 12 (December 2018): 608–10. http://dx.doi.org/10.3184/174751918x15414286606248.

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A practical synthetic route to an important pharmaceutical intermediate 1-methyl-4-phenyl-1H-imidazol-2-amine, via a three-step sequence involving cyclisation, hydrolysis and methylation, is reported. In the process of optimisation, a novel chemical entity was isolated and confirmed to be 2,6-diphenyl-1H-imidazo[1,2-a]imidazole by MS, 1H NMR and 13C NMR. The scale-up experiment was carried out to provide 1-methyl-4-phenyl-1H-imidazol-2-amine in 27.4% total yield.
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Demchenko, Sergii, Roman Lesyk, Oleh Yadlovskyi, Johannes Zuegg, Alysha G. Elliott, Iryna Drapak, Yuliia Fedchenkova, Zinaida Suvorova, and Anatolii Demchenko. "Synthesis, Antibacterial and Antifungal Activity of New 3-Aryl-5H-pyrrolo[1,2-a]imidazole and 5H-Imidazo[1,2-a]azepine Quaternary Salts." Molecules 26, no. 14 (July 13, 2021): 4253. http://dx.doi.org/10.3390/molecules26144253.

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A series of novel 3-aryl-5H-pyrrolo[1,2-a]imidazole and 5H-imidazo[1,2-a]azepine quaternary salts were synthesized in 58–85% yields via the reaction of 3-aryl-6, 7-dihydro-5H-pyrrolo[1,2-a]imidazoles or 3-aryl-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepines and various alkylating reagents. All compounds were characterized by 1H NMR, 13C NMR, and LC-MS. The conducted screening studies of the in vitro antimicrobial activity of the new quaternary salts derivatives established that 15 of the 18 newly synthesized compounds show antibacterial and antifungal activity. Synthesized 3-(3,4-dichlorohenyl)-1-[(4-phenoxyphenylcarbamoyl)-methyl]-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-1-ium chloride 6c possessed a broad activity spectrum towards Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, and Cryptococcus neoformans, with a high hemolytic activity against human red blood cells and cytotoxicity against HEK-293. However, compound 6c is characterized by a low in vivo toxicity in mice (LD50 > 2000 mg/kg).
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Balewski, Łukasz, and Anita Kornicka. "Synthesis of the Guanidine Derivative: N-{[(7-(4,5-Dihydro-1H-imidazol-2-yl)-2-(p-tolyl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)amino](phenylamino)methylene}benzamide." Molbank 2021, no. 3 (July 6, 2021): M1246. http://dx.doi.org/10.3390/m1246.

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The guanidine derivative N-{[(7-(4,5-dihydro-1H-imidazol-2-yl)-2-(p-tolyl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)amino](phenylamino)methylene}benzamide (3) has been obtained by the reaction of one measure of N-{[7-(4,5-dihydro-1H-imidazol-2-yl)-2-(p-tolyl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene]carbamothioyl}benzamide (2) with one measure of aniline in the presence of mercury(II) chloride and triethylamine in anhydrous dimethylformamide. The structure of product 3 was confirmed by 1H and 13C-NMR, infrared spectroscopy, and elemental analysis.
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El Abbouchi, Abdelmoula, Jamal Koubachi, Nabil El Brahmi, and Said El Kazzouli. "Direct arylation and Suzuki-Miyaura coupling of imidazo[1,2-a]pyridines catalyzed by (SIPr)Pd(allyl)Cl complex under microwave-irradiation." Mediterranean Journal of Chemistry 9, no. 5 (November 27, 2019): 347–54. http://dx.doi.org/10.13171/mjc1911271124sek.

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A short and practical arylation of imidazo[1,2-a]pyridine and imidazole derivatives with aryl halides or aryl boronic acids as coupling partners was successfully carried out using phosphine-free (SIPr)Pd(allyl)Cl as the catalyst [SIPr: (N,N’-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)] ((SIPr)Pd(allyl)Cl complex). 3,6-disubstituted imidazo[1,2-a]pyridine and 5-substituted imidazole compounds were obtained in good to excellent yields in only 1h under microwave-assisted C-H arylation and Suzuki-Miyaura coupling reaction conditions.
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Sadek, Kamal Usef, Afaf Mohamed Abdel-Hameed, Hisham A. Abdelnabi, and Yasser Meleigy. "An efficient green synthesis of novel 1H-imidazo[1,2-a]imidazole-3-amine and imidazo[2,1-c][1,2,4]triazole-5-amine derivatives via Strecker reaction under controlled microwave heating." Green Processing and Synthesis 8, no. 1 (January 28, 2019): 297–301. http://dx.doi.org/10.1515/gps-2018-0093.

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Abstract A highly efficient multi-component one-pot synthesis of novel 1H-imidazo[1,2-a]imidazole-3-amine and imidazo[2,1-c][1,2,4]triazole-5-amine derivatives has been developed through the reaction of easily available aromatic aldehydes, benzoyl cyanide and either 2-aminoimidazole-4,5-dicarbonitrile or 3-amino-1,2,4-triazole in pyridine under controlled microwave heating. The process is environmentally friendly, is operationally simple, with short reaction time and with high yields.
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Abdulaeva, Inna A., Kirill P. Birin, Yulia G. Gorbunova, Aslan Yu Tsivadze, and Alla Bessmertnykh-Lemeune. "Post-synthetic methods for functionalization of imidazole-fused porphyrins." Journal of Porphyrins and Phthalocyanines 22, no. 08 (August 2018): 619–31. http://dx.doi.org/10.1142/s1088424618500475.

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Several methods for the post-synthetic modification of imidazo[4,5-[Formula: see text]]porphyrins are reported. First, a synthetic approach to the isomeric difunctionalized porphyrins, containing two [Formula: see text]-fused 2-aryl-1[Formula: see text]-imidazole cycles at adjacent or opposite pyrrole rings of the macrocycle is developed. The core chemistry of this synthetic route is the transformation of 2-aryl-1[Formula: see text]-imidazo[4,5-[Formula: see text]]porphyrins into corresponding imidazodioxochlorins followed by Debus–Radziszewski condensation with aromatic aldehyde. Next, 2-(4-bromophenyl)-1[Formula: see text]-imidazo[4,5-[Formula: see text]]-5,10,15,20-tetramesitylporphyrin was transformed into useful carboxy- and phosphonato-substituted precursors for material chemistry according to palladium-catalyzed C–C and C–P bond forming reactions.
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Prasad, Pratibha, Anirudhdha G. Kalola, and Manish P. Patel. "Microwave assisted one-pot synthetic route to imidazo[1,2-a]pyrimidine derivatives of imidazo/triazole clubbed pyrazole and their pharmacological screening." New Journal of Chemistry 42, no. 15 (2018): 12666–76. http://dx.doi.org/10.1039/c8nj00670a.

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An efficient synthetic microwave-assisted, one-pot three-component condensation route for imidazo[1,2-a]pyrimidine derivatives of imidazole 4/triazole 5 clubbed pyrazole catalysed by ecofriendly base KOH.
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Vellakkaran, Mari, Rajaka Lingayya, Bejjanki Naveen Kumar, Kommu Nagaiah, Y. Poornachandra, and C. Ganesh Kumar. "Palladium(0)-catalyzed direct C–H hetero-arylation of 2-arylimidazo [1,2-a]pyridines with (E)-1-(5-bromothiophen-2-yl)-3-arylprop-2-en-1-ones and their anticancer activity." RSC Advances 5, no. 97 (2015): 80057–62. http://dx.doi.org/10.1039/c5ra15078g.

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Loubidi, M., M. Lorion, A. El Hakmaoui, P. Bernard, M. Akssira, and G. Guillaumet. "One-Step Synthesis of 1H-Imidazo[1,5-a]imidazole Scaffolds and Access to their Polyheterocycles." Synthesis 51, no. 21 (August 21, 2019): 3973–80. http://dx.doi.org/10.1055/s-0039-1690182.

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In this work, we continue our adventure in the chemistry of 5-5 tri-nitrogen bicycles. We disclose herein a one-step reaction to synthesize 1H-imidazo[1,5-a]imidazoles with different substituents introduced through the use of a wide range of aldehydes and isocyanides by using a Groebke–Blackburn–Bienaymé multicomponent reaction. The aim is to build a new library of 1H-imidazo[1,5-a]imidazole scaffolds. This bicycle was then modified to access new nitrogen-containing polycyclic compounds.
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Dissertations / Theses on the topic "Imidazo"

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Oudot, Romain. "Synthèse de dérivés imidazo[1,2-a] pyridines et imidazo[1,2-b] pyridazines tricycliques." Thesis, Tours, 2009. http://www.theses.fr/2009TOUR3804.

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Les motifs imidazo[1,2-a]pyridines et imidazo[1,2-b]pyridazines sont des noyaux très étudiés par la communauté scientifique, notamment dans le domaine thérapeutique. Ceci s’explique en partie par les progrès récents réalisés dans le domaine de la métallocatalyse qui ont permis une fonctionnalisation plus simple de ces molécules. Cependant, les dérivés tricycliques de ces structures sont restés assez peu étudiés malgré le fait que certains de leurs isostères présentent des propriétés biologiques intéressantes. Les travaux de cette thèse ont porté sur deux projets distincts : -La synthèse d’imidazo[1,2-b]pyridazines présentant un troisième cycle diazoté entre les positions 7 et 8, dans le cadre d’un contrat conclu avec la société Sanofi-Aventis. Ces composés, totalement originaux, représentent un véritable défi chimique et leur synthèse a nécessité d’importants travaux de mise au point. Nous avons ainsi employé différentes méthodes de couplages métallocatalysés. -La synthèse d’imidazo[1,2-a]pyridines un troisième cycle pyridinique entre les positions 2 et 3. Ces molécules, peu décrites dans la littérature, n’ont fait l’objet d’aucune évaluation biologique. Dans le but de synthétiser efficacement une chimiothèque intéressante pour ces structures, j’ai développé une méthode d’hétérocyclisation qui nous permet d’obtenir en deux étapes, gràce à des produits de départ très accessible, une importante variété de tricycles
The imidazo[1,2-a]pyridines and imidazo[1,2-b]pyridazines moeities are very studied by scientific community, specially in therapeutic field. This is mostly due to recent progress in metallocatalyzed couplings which allow easier functionnalization of these structures. However, the tricyclic derivatives of these compounds remained not very studied despite important biological properties of some of there isosters. This thesis is divided in two parts : -The synthesis of imidazo[1,2-b]pyridazines with a dinitrogenated third cycle between the positions 7 and 8 in collaboration with Sanofi-Aventis. These new compounds were a real chemical challenge and their synthesis required important works of development. We used various metallocatalyzed couplings methods. -The synthesis of imidazo[1,2-a]pyridines with a pyridinic cycle between the positions 2 and 3. These molecules, poorly described in the literature, have never been subject to biological study. In order to effectively synthesize an interesting range of these structures, I have developed a new heterocyclization method which allows us to obtain in two steps, starting from commercialy available starting materials, some original tricyclics compounds
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Grosse, Sandrine. "Imidazo[1, 2-b]pyrazoles, imidazo[1, 2-a]imidazoles : synthèse, fonctionnalisation et évaluation biologique." Thesis, Orléans, 2013. http://www.theses.fr/2013ORLE2056.

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Les imidazo[1,2-b]pyrazoles tout comme les imidazo[1,2-a]imidazoles sont des entités présentant diverses applications intéressantes notamment dans le domaine pharmacologique. Cependant, malgré ce potentiel, ces structures hétérobicycliques ont été, jusqu’à ce jour, relativement peu étudiées tant au niveau de leur préparation que de leur fonctionnalisation. De ce fait, ces travaux de thèse ont pour objet la mise au point de nouvelles voies d’accès à ces systèmes bicycliques et ce, au départ de substrats facilement accessibles. Des stratégies de fonctionnalisation de ces charpentes moléculaires ont ensuite été développées dans le but de concevoir des librairies diversifiées de ce type de composés, librairies destinées à être évaluées biologiquement. Les premiers résultats d’évaluation sur des lignées cancéreuses de dérivés imidazo[1,2-b]pyrazoliques sont également présentés
Imidazo[1,2-b]pyrazoles and imidazo[1,2-a]imidazoles are entities with some interesting applications in pharmacology. However, despite this potential, few methods of preparation and direct functionalisation of the heterocyclic moiety have been described. In this context, the overall goal of our research is to develop new routes to these bicyclic systems from readily available starting materials. Strategies of functionalisation of the heterocyclic moiety were then explored in order to design diversified libraries for the evaluation of potential biological activities. Herein, the results of the tests of imidazo[1,2-b]pyrazole series against various cancer lines are reported
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Loubidi, Mohammed. "Synthèse et réactivité de bicycles imidazo[1,2-a]imidazoles et imidazo[1,5- a]imidazoles à visée thérapeutique." Thesis, Orléans, 2017. http://www.theses.fr/2017ORLE2037.

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Les bicycles imidazo-imidazoles constituent une classe de composés hétérocycliques intéressants tant sur le plan chimique que pharmaceutique. Ils jouent un rôle très important dans la synthèse et la fonctionnalisation des composés à visé thérapeutique. Dans le cadre de la recherche de nouveaux candidats inhibiteurs de kinases, nous avons développé une voie de synthèse des imidazo[1,2-a]imidazoles mono- et bifonctionnalisés. Par la suite, nous avons mis au point une stratégie de synthèse rapide et efficace de bicycles imidazo[1,5-a]imidazolin-2-one et imidazo[1,5-a]imidazole. En outre, nous avons développé deux stratégies de fonctionnalisation via des réactions de couplage pallado-catalysées. Finalement nous avons synthétisé le motif imidazo[1,5-a]imidazole via la réaction de Groebke-Blackburn-Bienaymé (GBB). La potentialité de cette réaction a été exploitée dans des réactions decyclisation intramoléculaire! afin de préparer une nouvelle chimiothèque de composés polyhétérocycliques azotés
The imidazo-imidazoles bicycles have received special attention among other nitrogen cycles due to their biologically interesting properties exploited in the medicine manufacturing. The imidazo-imidazole scaffold is one of the most representative nitrogen containing heterocycle, as it plays a significant role and possesses a major interest in drug synthesis and functionalization. In this work we report firstly a synthetic pathway to novel imidazo[1,2-a]imidazoles candidates for CKD inhibitors. Secondly we develop two strategies to prepareimidazo[1,5-a]imidazoles and their reactivity via pallado-catalyzed reactions. Finally, we disclose a fast and an efficient access to imidazo[1,5-a]imidazoles by using the Groebke-Blackburn-Bienaymé reaction (GBB), followed by a palladium catalysed intramolecular cyclization, affording thus new tetracyclic products with an elevated degree of molecular diversity
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Hervet, Maud. "Réactions d'arylation et d'hétéroarylation métallo-catalysées en séries imidazo[1,2-α]pyridine et imidazo[1,2-β]pyridazine." Tours, 2002. http://www.theses.fr/2002TOUR3803.

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Dans le cadre de la thématique de recherche sur les hétérocycles à azote jonctionnel développée dans le laboratoire de chimie thérapeutique, nos travaux ont été orientés vers les réactions de couplage métallo-catalysées qui constituent l'outil le plus performant pour former des liaisons C(sp²)-C(sp²). Ces réactions mettent en jeu un réactif halogéné et un réactif organometallique en présence d'un complexe métallique. Nous avons choisi d'étudier quatre types de couplage largement utilisés en synthèse organique : Suzuki, Kumada, Negishi et Stille. Pour chacune de ces réactions, les deux possibilités de fonctionnalisation ont été envisagées, que ce soit à partir de l'halogénoimidazoazine ou du dérivé organométallique correspondant. Dans un premier temps, les réactivités des positions 3 et 6 d'imidazo[1,2-α]pyridines et d'imidazo[1,2-β]pyridazines ont été étudiées et comparées lors de la réaction de Suzuki. Enfin, chaque méthode de couplage a été appliquée sur les positions 3 et 6 du noyau imidazo[1,2-α]pyridine afin de déterminer pour chaque position la stratégie de fonctionnalisation la plus efficace
As part of our on-going efforts to study the reactivity and pharmacological properties of bridgehead nitrogen heterocycles developped in our laboratory, we turned out our attention to new methods of arylation and heteroarylation reactions of imidazoazines. In order to realize this study, we investigated the metallo-catalyzed cross-coupling between aryl halides or sulfonates and organometallic compounds which constitute the most powerful C(sp²)-C(sp²) bond-forming reactions. We chose to study four cross-coupling reactions which are widely used in organic chemistry : Suzuki, Kumada, Negishi and Stille. In each case, the two possible ways of functionalization were investigated, from the halogenoimidazoazine or its corresponding organometallic derivative. Our initial forays was the investigation of reactivity of 3 and 6 positions of imidazo[1,2-α]pyridines and imidazo[1,2-β]pyridazines toward the Suzuki-type reaction. Then, each coupling method was applied on the 3 and 6 positions of imidazo[1,2-α]pyridine in order to establish optimal conditions of functionnalization
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El, Akkaoui Ahmed. "Synthèse et réactivité d'imidazo[1,2-x]azines : obtention de composés polycycliques." Phd thesis, Université d'Orléans, 2009. http://tel.archives-ouvertes.fr/tel-00497002.

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L'accès à de nouveaux composés hétérocycliques originaux, biologiquement actifs, nécessite la mise au point de nouvelles méthodes de synthèse rapides et efficaces. Dans ce contexte, nous nous sommes intéressés à la réactivité des imidazo[1,2-x]azines. Dans la première partie, nous avons étudié la sélectivité des couplages de type Suzuki et Sonogashira au départ de 3,6-dihalogénoimidazo[1,2-a]pyridines. Par la suite, cette méthodologie a été appliquée aux imidazo[1,2-b]pyridazines pour l'obtention de divers composés di- et trisubstitués. Afin de réduire le nombre d'étapes, nous avons étudié les réactions d'(hétéro)arylation directes catalysées soit par le palladium soit par le cuivre sur les imidazo[1,2-b]pyridazines. Nous avons ensuite montré l'intérêt de ces réactions lors de la synthèse d'imidazo[1,2-b]pyridazines polysubstituées, via une procédure "one-pot" et ce, sous irradiation micro-ondes. Dans le dernier volet de ce travail, nous nous sommes concentrés sur le développement de nouvelles réactions multicomposant en vue de synthétiser divers azino[1',2':1,2]imidazo[5,4-b]indoles, pyrido[2',1':1,2]imidazo[5,4-c]isoquinoléin-5-ones et pyrido[2',1':1,2]imidazo[5,4-c] isoquinoléines.
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Lüthge, Thomas. "Synthese und Fluoreszenzeigenschaften von substituierten Imidazo[4,5-c]carbazolen." [S.l. : s.n.], 2000. http://deposit.ddb.de/cgi-bin/dokserv?idn=961145889.

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Mason, Richard J. Jr. "A novel and efficient synthesis of imidazo[1,5-a]Pyridines." DigitalCommons@Robert W. Woodruff Library, Atlanta University Center, 2007. http://digitalcommons.auctr.edu/dissertations/2361.

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A one-pot and straightforward synthesis, which results in the formation of imidazo[l,5-a]pyridines, has been intensely investigated. This methodology has been applied to 2,2'-pyridil, a- pyridoin and 2-benzoylpyridne ketone systems respectively.Treatment of 2,2'-pyridiI, a -pyridoin or 2-benzoylpyridine with aromatic aldehydes, and ammonium acetate in the presence of hot acetic acid has been shown to give l-(2-Pyridoyl)-3-phenylimidazolesand l,3-di-phenylimidazo[l,5-a]pyridines in good to excellent yields. These reactions were carried out without the use of metal catalysts, which is a commonly used methodology for imidazo[l,5-a]pyridine synthesis. A new and efficient synthesis of l,3-diaryl-[l,5-a]imidazopyridines has also been developed based on the reaction of 2-benzoylpyiridne with aldehydes in the presence of ammonium acetate and hot acetic acid Aldehydes applicable to this reaction include aryl aldehydes, heteroaromatic aldehydes, salicylaldehydes.
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Mason, Richard J. Jr. "A novel and efficient synthesis of imidazo[1,5-a]pyradines." DigitalCommons@Robert W. Woodruff Library, Atlanta University Center, 2007. http://digitalcommons.auctr.edu/dissertations/3047.

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A one-pot and straightforward synthesis, which results in the formation of imidazo[1,5-a]pyridines, has been intensely investigated. This methodology has been applied to 2,2'-pyridil, α- pyridoin and 2-benzoylpyridne ketone systems respectively. Treatment of 2,2'-pyridiI, α -pyridoin or 2-benzoylpyridine with aromatic aldehydes, and ammonium acetate in the presence of hot acetic acid has been shown to give 1-(2-Pyridoyl)-3-phenylimidazolesand 1,3-di-phenylimidazo[1,5-a]pyridines in good to excellent yields. These reactions were carried out without the use of metal catalysts, which is a commonly used methodology for imidazo[1,5-a]pyridine synthesis. A new and efficient synthesis of 1,3-diaryl-[1,5-a]imidazopyridines has also been developed based on the reaction of 2-benzoylpyiridne with aldehydes in the presence of ammonium acetate and hot acetic acid Aldehydes applicable to this reaction include aryl aldehydes, heteroaromatic aldehydes, salicylaldehydes.
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Gueiffier, Alain. "Hétérocyclisation en série imidazo [1,2-a] pyridinique : synthèse, structure, pharmacologie." Montpellier 1, 1989. http://www.theses.fr/1989MON13505.

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Ezzili, Cyrine. "Voies d'accès aux imidazo[1,2-b]pyridazines par synthèse parallèle." Paris 11, 2005. http://www.theses.fr/2005PA112371.

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Mon projet de thèse porte sur la découverte de nouvelles voies d’accès aux imidazo[1,2-b]pyridazines. Ce travail a été réalisé dans le cadre d’une convention de type CIFRE entre les laboratoires Fournier et le CEA. Le but qui m’a été fixé limite mon projet à l’utilisation de voies de synthèse adaptées à la chimie combinatoire permettant de produire une chimiothèque de quelques centaines de composés. Nous avons étudié trois stratégies de synthèse. La première stratégie se base sur la cyclisation de Tschitschibabin. Cette réaction consiste en la condensation d’une aminopyridazine et d’un dérivé alpha-halocarbonylé. L’optimisation de cette réaction n’a pas permis d’obtenir des conditions de réaction acceptables pour la préparation de chimiothèques. En parallèle, nous avons mis au point une nouvelle voie de synthèse pour l’obtention de notre hétérocycle que nous avons nommé la cyclisation de Tschitschibabin inversée. La première étape de cette voie de synthèse consiste à former un amide à partir d’une aminopyridazine et un acide alpha-bromocarboxylique. La deuxième étape est une cyclisation de cet amide pour obtenir le produit cyclisé 2-hydroxyimidazo[1,2-b]pyridazine. La deuxième stratégie de synthèse envisagée a permis la synthèse d’un précurseur fonctionnalisable sur lequel nous avons introduit trois points de diversité par des réactions classiques de chimie organique (440 molécules). La dernière stratégie étudiée s’inspire de la réaction multicomposants. La réaction met en jeu une amine, un aldéhyde et un isonitrile et permet de générer rapidement un grand nombre de molécules en une seule étape. Les essais d’optimisation n’ont pas permis d’améliorer les résultats obtenus
My PhD project deals with the discovery of new access to imidazo[1,2-b]pyridazines derivatives. This work was conducted in a close collaboration between the Fournier laboratories and the CEA (CIFRE contract). Our project was limited to the use of synthesis that undergo combinatorial chemistry and permit the production of several hundread of molecules. Three strategies were studied. The first one was based on the cyclisation of Tschitschibabin. This reaction lies on a condensation between an aminopyridazine and an alpha-halocarbonyle derivative. All the conditions carried out were not successuful for the production of libraries. In this field, we have imagined a new way to synthesize our heterocycle which we named the inversed Tschitschibabin’s cyclisation. The first step is the formation of an amide from an aminopyridazine and an alpha-bromocarboxylic acid. The obtained product is cyclised to the desired 2-hydroxyimidazo[1,2-b]pyridazine structure. The second strategy studied has allowed the synthesis of a pivotal scaffold for which we introduced three points of diversity by well known organic reactions. We have synthesised a 440-member imidazo[1,2-b]pyridazine library. The last strategy is inspired from a multicomponent reaction which involves an amine, an haldehyde and an isocyanide. This reaction allows the production of a large number of moleules in one step using combinatorial techniques. Unfortunatley, all the conditions carried out were not successuful for the production of libraries
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Books on the topic "Imidazo"

1

Synthesis of imidazo[4,5-b]pyridines. Uppsala: Swedish University of Agricultural Sciences, Dept. of Chemistry, 1994.

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Preedy, Victor R., ed. Imidazole Dipeptides. Cambridge: Royal Society of Chemistry, 2015. http://dx.doi.org/10.1039/9781782622611.

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Pochept͡sov, G. G. Imidzh & vybory: Imidzh politika, partii, prezidenta. Kiev: Izd-vo ADEF-Ukraina, 1997.

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Ntuli, N. S. Isihlabelelo: (imidlalo enkundlanye). Arcadia: Bard, 1993.

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Aaron, Mnguni, ed. Imidlalo kaZakes Mda. Pitori: Yunivesithi yeSewula Afrika, 2003.

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Mnkandla, Sibongile. Imidlalo lengoma zabantwana. 3rd ed. Harare: College Press, 2000.

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Ntuli, N. S. Izimboko: Imidlalo enkundlanye. Arcadia [South Africa]: Bard Publishers, 1988.

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Saule, N. Amaciko: Imidlalo endimanye yeradio. Arcadia [South Africa]: Bard Publishers, 1988.

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Mda, Zakes. Imidlalo yaZakes Mda: SiSwati. EPitoli: Nyuvesi yeNingizimu Afrika, 2002.

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Ntuli, D. B. Z. Indoni yamanzi: Imidlalo enkundlanye. [S.l.]: Vivlia Publishers & Booksellers, 1992.

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Book chapters on the topic "Imidazo"

1

Mamedov, Vakhid A. "Synthesis of Imidazo[1,5-a]- and Imidazo[1,2-a]quinoxalines." In Quinoxalines, 211–70. Cham: Springer International Publishing, 2016. http://dx.doi.org/10.1007/978-3-319-29773-6_4.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of gadolinium(III) nitrato complex with 2-(3-coumarinyl)-imidazo[1,2-a]pyridine." In Magnetic Properties of Paramagnetic Compounds, Magnetic Susceptibility Data, Volume 3, 897–98. Berlin, Heidelberg: Springer Berlin Heidelberg, 2021. http://dx.doi.org/10.1007/978-3-662-62470-8_382.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of samarium(III) nitrato complex with 2-(3-coumarinyl)-imidazo[1,2-a]pyridine." In Magnetic Properties of Paramagnetic Compounds, Magnetic Susceptibility Data, Volume 3, 855–57. Berlin, Heidelberg: Springer Berlin Heidelberg, 2021. http://dx.doi.org/10.1007/978-3-662-62470-8_367.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of praseodymium(III) chloro complex with 2-(3-coumarinyl)-imidazo[1,2-a]pyridine." In Magnetic Properties of Paramagnetic Compounds, Magnetic Susceptibility Data, Volume 3, 775–77. Berlin, Heidelberg: Springer Berlin Heidelberg, 2021. http://dx.doi.org/10.1007/978-3-662-62470-8_338.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of dysprosium(III) nitrato complex with 2-(3-coumarinyl)-imidazo[1,2-a]pyridine." In Magnetic Properties of Paramagnetic Compounds, Magnetic Susceptibility Data, Volume 3, 961–62. Berlin, Heidelberg: Springer Berlin Heidelberg, 2021. http://dx.doi.org/10.1007/978-3-662-62470-8_405.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of cerium(III) chloro complex with 2-(3-coumarinyl)-imidazo[1,2-a]pyridine." In Magnetic Properties of Paramagnetic Compounds, Magnetic Susceptibility Data, Volume 3, 729–30. Berlin, Heidelberg: Springer Berlin Heidelberg, 2021. http://dx.doi.org/10.1007/978-3-662-62470-8_317.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of neodymium(III) chloro complex with 2-(3-coumarinyl)-imidazo[1,2-a]pyridine." In Magnetic Properties of Paramagnetic Compounds, Magnetic Susceptibility Data, Volume 3, 815–17. Berlin, Heidelberg: Springer Berlin Heidelberg, 2021. http://dx.doi.org/10.1007/978-3-662-62470-8_352.

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Yadav, Ravi Kant, and Sandeep Chaudhary. "Microwave-Irradiated Synthesis of Imidazo[1,2-a]pyridine Class of Bio-heterocycles: Green Avenues and Sustainable Developments." In Advances in Green Synthesis, 217–45. Cham: Springer International Publishing, 2021. http://dx.doi.org/10.1007/978-3-030-67884-5_12.

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Singh, Bhawani, Bharti Vashishtha, and D. Kishore. "Synthesis of Five-, Six- and Seven-Membered Hetero Ring Annulated Imidazo[4,5-b] carbazoles and Azacarbazoles of Medicinal Interest." In Chemistry for Sustainable Development, 453–72. Dordrecht: Springer Netherlands, 2011. http://dx.doi.org/10.1007/978-90-481-8650-1_30.

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Bährle-Rapp, Marina. "Imidazole." In Springer Lexikon Kosmetik und Körperpflege, 277. Berlin, Heidelberg: Springer Berlin Heidelberg, 2007. http://dx.doi.org/10.1007/978-3-540-71095-0_5154.

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Conference papers on the topic "Imidazo"

1

Zou, Ke-Ke, Tie-Sheng Li, Tao Wang, Na Zhao, Wen-Jian Xu, and Yang-Jie Wu. "Preparation, characterization and photopatterning of copolymer containing imidazo phenanthroline Langmuir-Blodgett films." In 2016 International Conference on Advanced Materials, Technology and Application (AMTA2016). WORLD SCIENTIFIC, 2016. http://dx.doi.org/10.1142/9789813200470_0025.

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Salles*, Helena D. de, Tiago L. da Silva, Cátia S. Radatz, and Paulo H. Schneider. "Preliminary studies on Cu/SiO2 catalyzed imidazo[1,2-a]pyridine multicomponent synthesis." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_201391521851.

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Bruna Schoenberger Teixeira and Lilian Tatiani Dusman Tonin. "Preparação de derivados 6-carbometóxi 4-(4-metóxifenil- e 4-hidroxifenil)imidazo[4,5-c]4,5,6,7-tetraidropiridina e 4-(4-metóxifenil-imidazo[4,5-c]piridina: otimização das condições reacionais." In XX Seminário de Iniciação Científica e Tecnológica da UTFPR. Curitiba, PR, Brasil: Universidade Tecnológica Federal do Paraná - UTFPR, 2015. http://dx.doi.org/10.20906/cps/sicite2015-0374.

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Roehrs, Juliano A., Benhur Godoi, Tamiris B. Grimaldi, Adriane Sperança, and Gilson Zeni. "Electrophilic Cyclization of 2-Chalcogen-N-Alkynylimidazoles: Versatile Access to Imidazo[2,1-b]Chalcogenazoles." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0345-2.

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Fidanze, Steve D., Scott A. Erickson, Robert D. Hubbard, Gary T. Wang, Robert A. Mantei, Nwe Y. BaMaung, Richard F. Clark, et al. "Abstract A245: Imidazo[2,1‐b]thiazole and imidazo[1,2‐a]pyridine amides as novel inhibitors of the insulin‐like growth factor (IGF1R) and members of the epidermal growth factor family of tyrosine kinases." In Abstracts: AACR-NCI-EORTC International Conference: Molecular Targets and Cancer Therapeutics--Nov 15-19, 2009; Boston, MA. American Association for Cancer Research, 2009. http://dx.doi.org/10.1158/1535-7163.targ-09-a245.

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Vanden Eynde, Jean Jacques, Térence Honoré, Annie Mayence, and Tien Huang. "Identification of a Hit in a Small Library of Potential Antiplasmodial Imidazo[4,5-b]pyridines." In 1st International Electronic Conference on Medicinal Chemistry. Basel, Switzerland: MDPI, 2015. http://dx.doi.org/10.3390/ecmc-1-a034.

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Moore, Andrew, Vassilios Bavetsias, Chongbo Sun, Amir Faisal, Paul Workman, Julian Blagg, Andrew Pearson, and Spiros Linardopoulos. "Abstract 4428: A novel imidazo[4,5-b]pyridine Aurora kinase inhibitor with anti-leukemic activity." In Proceedings: AACR 101st Annual Meeting 2010‐‐ Apr 17‐21, 2010; Washington, DC. American Association for Cancer Research, 2010. http://dx.doi.org/10.1158/1538-7445.am10-4428.

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Viprabha, K., and D. Udaya Kumar. "Amelioration of opto – electronic response of thiophene - Imidazo[2,1-b][1,3,4]thiadiazole based organic semiconductors." In PROCEEDINGS OF THE 3RD INTERNATIONAL CONFERENCE ON AUTOMOTIVE INNOVATION GREEN ENERGY VEHICLE: AIGEV 2018. Author(s), 2019. http://dx.doi.org/10.1063/1.5085601.

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Ducray, Richard, Iain Simpson, Clifford D. Jones, Jon Curwen, Catherine B. Trigwell, Margaret H. Veldman-Jones, Martina Fitzek, et al. "Abstract B238: Novel imidazo[1,2-a]pyridines as inhibitors of the IGF-1R tyrosine kinase." In Abstracts: AACR-NCI-EORTC International Conference: Molecular Targets and Cancer Therapeutics--Nov 12-16, 2011; San Francisco, CA. American Association for Cancer Research, 2011. http://dx.doi.org/10.1158/1535-7163.targ-11-b238.

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Nikhila, G. R., S. R. Batakurki, and B. C. Yallur. "Synthesis, characterization and antioxidant studies of benzo[4, 5]imidazo[2, 1-b]thiazole derivatives." In PROCEEDINGS OF INTERNATIONAL CONFERENCE ON ADVANCES IN MATERIALS RESEARCH (ICAMR - 2019). AIP Publishing, 2020. http://dx.doi.org/10.1063/5.0023101.

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Reports on the topic "Imidazo"

1

Sherrill, William M., and Eric C. Johnson. A New Method for the Production of Tetranitroglycoluril From Imidazo-[4,5-d]-Imidazoles With the Loss of Dinitrogen Oxide. Fort Belvoir, VA: Defense Technical Information Center, February 2014. http://dx.doi.org/10.21236/ada598881.

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Sharp, P. R. Late transition metal oxo and imido complexes. Office of Scientific and Technical Information (OSTI), December 1992. http://dx.doi.org/10.2172/7017245.

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Sharp, P. R. Late transition metal. mu. -oxo and. mu. -imido complexes. Office of Scientific and Technical Information (OSTI), January 1990. http://dx.doi.org/10.2172/6332549.

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Sharp, P. Late transition metal. mu. -oxo and. mu. -imido complexes. Office of Scientific and Technical Information (OSTI), January 1990. http://dx.doi.org/10.2172/7003275.

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Adigun, Risikat. Insight into the Reactivity of Metastasis Inhibitor, Imidazolium trans-[tetrachloro (dimethyl sulfoxide)(imidazole)ruthenate(III)], with Biologically-active Thiols. Portland State University Library, January 2000. http://dx.doi.org/10.15760/etd.378.

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Sharp, P. R. Late transition metal oxo and imido complexes. Progress report, May 15 1992--May 14, 1992. Office of Scientific and Technical Information (OSTI), December 1992. http://dx.doi.org/10.2172/10102788.

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Ramakrishnan, V. T., M. Vedachalam, and J. H. Boyer. Dense Compounds of C, H, N, and O Atoms. 2. Nitramine and Nitrosamine Derivatives of 2-Oxo- and 2-Iminooctahydroimidazo(4,5-d)Imidazole. Fort Belvoir, VA: Defense Technical Information Center, July 1991. http://dx.doi.org/10.21236/ada238856.

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Sharp, P. R. Late transition metal. mu. -oxo and. mu. -imido complexes: Progress report, May 15, 1988--May 14, 1989. Office of Scientific and Technical Information (OSTI), January 1989. http://dx.doi.org/10.2172/6262903.

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