2565-43-7Relevant academic research and scientific papers
Dihydropyrrolo[2,3- d ]pyrimidines: Selective Toll-Like Receptor 9 Antagonists from Scaffold Morphing Efforts
Watanabe, Manabu,Kasai, Mai,Tomizawa, Hideyuki,Aoki, Masamitsu,Eiho, Kazuo,Isobe, Yoshiaki,Asano, Shigehiro
, p. 1235 - 1239 (2014)
Toll-like receptors (TLRs) play important roles in the innate immune system. In fact, recognition of endogenous immune complexes containing self-nucleic acids as pathogen- or damage-associated molecular patterns contributes to certain autoimmune diseases, and inhibition of these recognition signals is expected to have therapeutic value. We identified dihydropyrrolo[2,3-d]pyrimidines as novel selective TLR9 antagonists with high aqueous solubility. A structure-activity relationship study of a known TLR9 antagonist led to the promising compound 18, which showed potent TLR9 antagonistic activity, sufficient aqueous solubility for parenteral formulation, and druggable properties. Compound 18 suppressed the production of the proinflammatory cytokine IL-6 in CpG-induced mouse model. It is therefore believed that compound 18 has great potential in the treatment of TLR9-mediated systemic uncontrollable inflammatory response like sepsis.
Synthesis and bactericidal evaluation of imide N-halamine-loaded PMMA nanoparticles
Dong, Qigeqi,Cai, Qian,Gao, Yangyang,Zhang, Shiqi,Gao, Ge,Harnoode, Chokto,Morigen,Dong, Alideertu
, p. 1783 - 1791 (2015/03/18)
Imide N-halamine-loaded poly(methyl methacrylate) nanoparticles (PMMA) based on barbituric acid were synthesized as novel antimicrobial agents using radical copolymerization. Evidence for loading imide N-halamine on PMMA nanoparticles has been inferred from different techniques like 1H NMR, FTIR, TEM, SEM, and XPS analyses. The sterilizing effect of the products on bacterial strains was systematically evaluated by selecting Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa as model pathogenic bacteria. The zone of inhibition study and the spread plate technique suggested that the imide N-halamine-loaded PMMA nanoparticles possessed powerful bactericidal activity towards both Gram-positive and Gram-negative bacteria. The effects of contact period, N-halamine structure, particle size, and chlorine content on biocidal efficiency were investigated as well. Long-term stability of the imide N-halamine-loaded PMMA nanoparticles was also confirmed as a function of storage period.
N-HYDROXYLAMINO-BARBITURIC ACID DERIVATIVES AS NITROXYL DONORS
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, (2015/12/17)
The present disclosure provides N-hydroxylamino-barbituric acid compounds of formulae (1)- (4), pharmaceutical compositions and kits comprising them, and methods of using such compounds or pharmaceutical compositions. The present disclosure provides methods of using such compounds or pharmaceutical compositions for treating heart failure.
Syntheses of 7-alkyl-1,3,6-trimethylpyrrolo[2,3-d]pyrimidines and 4-alkylamino-2,5-dimethyl-2,3-dihydrofuro[3,2-e]pyrimidines
Ishikawa,Khachatrian,Melik-Ohanjanian,Kawahara,Mizuno,Ogura
, p. 846 - 850 (2007/10/02)
7-Alkyl-1,3,6-trimethylpyrrolo[2,3-d]pyrimidine-2,4(1H,3H)-diones were readily synthesized by treatment of 6-alkylamino-5-allyl-1,3-dimethyluracils, which were derived from 5-allyl-6-chloro-1,3-dimethyluracil and alkylamines, with bis(acetonitrile) palladium (II) chloride. In addition, 4-alkylamino-2,5-dimethyl-2,3-dihydrofuro[3,2-e]pyrimidin-6-ones were easily synthesized by treatment of 5-allyl-6-chloro-1-methyluracil with alkylamines.
