21403-24-7Relevant articles and documents
Synthesis and Biological Evaluation of Novel 2-Aminonicotinamide Derivatives as Antifungal Agents
Ni, Tingjunhong,Li, Ran,Xie, Fei,Zhao, Jing,Huang, Xin,An, Maomao,Zang, Chengxu,Cai, Zhan,Zhang, Dazhi,Jiang, Yuanying
, p. 319 - 326 (2017)
Based on the structures of the reported compounds G884 [N-(3-(pentan-2-yloxy)phenyl)nicotinamide], E1210 [3-(3-(4-((pyridin-2-yloxy)methyl)benzyl)isoxazol-5-yl)pyridin-2-amine], and 10 b [2-amino-N-((5-(3-fluorophenoxy)thiophen-2-yl)methyl)nicotinamide], which inhibit the biosynthesis of glycosylphosphatidylinositol (GPI)-anchored proteins in fungi, a series of novel 2-aminonicotinamide derivatives were designed, synthesized, and evaluated for in vitro antifungal activity. Most of these compounds were found to exhibit potent in vitro antifungal activity against Candida albicans, with MIC80values ranging from 0.0313 to 4.0 μg mL?1. In particular, compounds 11 g [2-amino-N-((5-(((2-fluorophenyl)amino)methyl)thiophen-2-yl)methyl)nicotinamide] and 11 h [2-amino-N-((5-(((3-fluorophenyl)amino)methyl)thiophen-2-yl)methyl)nicotinamide] displayed excellent activity against C. albicans, with MIC80values of 0.0313 μg mL?1, and exhibited broad-spectrum antifungal activity against fluconazole-resistant C. albicans, C. parapsilosis, C. glabrata, and Cryptococcus neoformans, with a MIC80range of 0.0313–2.0 μg mL?1. Further studies by electron microscopy and laser confocal microscopy indicated that compound 11 g targets the cell wall and decreases GPI anchor content on the cell surface of C. albicans.
Rapid assessment of protecting-group stability by using a robustness screen
Collins, Karl D.,Ruehling, Andreas,Lied, Fabian,Glorius, Frank
supporting information, p. 3800 - 3805 (2014/04/03)
An experimentally simple method has been developed to rapidly establish the stability of widely utilized silyl, acetal, and carbamate protecting groups to a given set of reaction conditions. Assessment of up to twelve protecting groups in a single experiment has been demonstrated. Evaluation of this protocol in two unrelated synthetic transformations suggests that this method can be used to select appropriate protecting groups in the design of synthetic routes.
Palladium-catalysed direct 5-arylation of furfurylamine or 2-(aminoalkyl)-thiophene derivatives
Roger, Julien,Doucet, Henri
experimental part, p. 4412 - 4425 (2010/10/19)
The palladium-catalysed direct 5-arylation of furan or thiophene derivatives bearing CH2NHR substituents (with. R = COMe or CO 2tBu) generally proceeds in good yields by using a catalysts loading of only 0.1-2 mol-%. A wide range of functions such as acetyl, propionyl, formyl, ester, nitrile, trifluoromethyl or fluoro on the aryl bromide is tolerated. Higher yields were generally obtained in the presence of electron-deficient aryl bromides than with, electron-rich aryl bromides.
