Pyridinone derivatives

Gibson W (1996) Structure and assembly of the virion. Intervirology 39 389 00 Goldman ME, Nunberg JH, O Brien JA, Quintero JC, Schleif WA, Freund KF, Gaul SL, Saari WS, Wai IS, Hoffman JM et al. (1991) Pyridinone derivatives specific human immunodeficiency virus type 1 reverse transcriptase inhibitors with antiviral activity. Proc Natl Acad Sci USA... 

An oxidative coupling reaction of hydroxypyridinones with /5-dicarbonyl compounds leads to the formation of dihydrofuro[3,2- ]pyridinone derivatives (Equation 48) <2005TL5085>. The reaction is carried out as a one-pot synthesis. 

Medina-Franco., J.L., Rodryguez-Morales, S., Juarez-Gordiano, C.A. Hernandez-Campos, A., Castillo. R. Docking-based CoMFA and CoMSIA Studies of Non-nu-cleoside Reverse Transcriptase Inhibitors of the Pyridinone Derivative Type. J. Comput.-Aided Mol. Des. 2004, 18, 345-360. 

Rearrangement of alkoxycarbonyl imidazole acryl azides in diphenyl ether at high temperatures afforded imidazo[l,5-c]pyrimidinone or imidazo[4,5-c]pyridinone derivatives <02TL5879>. Efficient synthesis of imidazopyridodiazepines from peri annulation in imidazo[l,2-a]pyridine has been described <02TL9119>. A convenient synthesis of 3,6-disubstituted-2-aminoimidazo[l, 2-a]pyridines has been published <02TL9051>. Novel 2,3-dihydroimidazo[2,l-h][l,3]oxazoles were prepared from intramolecular nucleophilic i/wo-substitution of 2-alkylsulfonylimidazoles <02S2691>. 4,4 -Bi-l//-imidazol-2-ones were efficiently synthesized from 5-amino-ot-imino-1 //-imidazole-4-acetonitriles and isocyanates <02JOC5546>. 

Amino-bicyclic pyrazinone, (V), and pyridinone derivatives prepared by Zhang (5) were effective as factor Vila inhibitors and as selective inhibitors of serine protease enzymes associated with the coagulation cascade. 

CP 93129 is a complex pyridinone derivative, a selective (5-HT B-subtype) 5-hydroxytryptamine receptor agonist. It is used as a pharmacological tool. 

Bajaj, S., Sambi, S.S., Gupta, S. and Madan, A.K. (2006a) Model for prediction of anti-HIV activity of 2-pyridinone derivatives using novel topological descriptors. QSAR Comb. Sci., 25, 813-823. 

Displacement of a nitro group by a side-chain amine-derived anion can lead to the formation of a pyridinone derivative which may have antibacterial properties. 

In 2000, a selective cycloaddition of cyclopropyl imines, derived from cyclopropyl phenyl ketone and tert-butylamine and CO (2 bar), was developed by the same group (Scheme 1.5) [16]. The reaction was allowed to proceed in toluene (3 ml) in presence of a catalytic amount of Ru3(CO)j2 (0.02 mmol) at 160°C for 60 h, giving the pyridinone derivative in 76% isolated yield. 

Inking [77], as well as deinking agents [78], were prepared by dimer acid polyester compositions. Polymers from coupling of diazonium salts and pyridinone derivatives... 

The reactions of malondialdehyde and methyl maltmdialdehyde with 1-amino-l-deoxy-D-fructose and its iV-butyl derivative have been studied as part of an investigation of the Maillaid reaction. The initial enamine adducts 60 cyclised readily to mixtures of pyrrole and pyridinone derivatives (see Chapter 10). ... 

The intramolecular hydroarylation of A-propargylpyrrole-2-carboxamides under AuCls-catalyzed conditions affords substituted pyrrolo[2,3-c]pyridinone and pyrrolo[3,2-c]pyridinone derivatives arising from direct hydroarylation or from a formal rearrangement of the carboxamide group (Scheme 18.39) [34]. The ratio of these products depends on the polarity of the solvent. The AuCls-catalyzed intramolecular... 

These principles are applied to the activity models differences at the top of Figure 3.22, and they lead to the identification of the structural domain (and even points) characteristic of the pyridinone derivative most well-adapted to inhibiting the HTV-l life cycle. The graphical results in Figure 3.22 suggest that the ordering of the structural indicators is (Putz et al., 2011b) ... 

Putz, M. V, Lazea, M., Putz, A. M., Seiman-Duda, C. (2011b). Introducing catastrophe-QSAR. Apphcation on modeling molecular mechanisms of pyridinone derivative-type HIV non-nucleoside reverse transcriptase inhibitors. Int J. Mol. Sci. 12(12), 9533-9569 (DOI 10.3390/ijmsl2129533). 

Himmel, D. M., Das, K., Clark, A. D., Hughes, S. H., Benjahad, A., Oumouch, S., Guillemont, J., Coupa, S., Poncelet, A., Csoka, I., et al. (2005). Crystal structures for HIV-1 reverse transcriptase in complexes with three pyridinone derivatives A new class of non-nucleoside inhibitors effective against a broad range of drug-resistant strains. J. Med. Chem. 48,7582-7591. 

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