123803-29-2Relevant articles and documents
Chemistry and Pharmacology of a Series of Unichiral Analogues of 2-(2-Pyrrolidinyl)-1,4-benzodioxane, Prolinol Phenyl Ether, and Prolinol 3-Pyridyl Ether Designed as α4β2-Nicotinic Acetylcholine Receptor Agonists
Bolchi, Cristiano,Valoti, Ermanno,Gotti, Cecilia,Fasoli, Francesca,Ruggeri, Paola,Fumagalli, Laura,Binda, Matteo,Mucchietto, Vanessa,Sciaccaluga, Miriam,Budriesi, Roberta,Fucile, Sergio,Pallavicini, Marco
, p. 6665 - 6677 (2015)
Some unichiral analogues of 2R,2′S-2-(1′-methyl-2′-pyrrolidinyl)-7-hydroxy-1,4-benzodioxane, a potent and selective α4β2-nAChR partial agonist, were designed by opening dioxane and replacing hydroxyl carbon with nitrogen. The resulting 3-pyridyl and m-hydroxyphenyl ethers have high α4β2 affinity and good subtype selectivity, which get lost if OH is removed from phenyl or the position of pyridine nitrogen is changed. High α4β2 affinity and selectivity are also attained by meta hydroxylating the 3-pyridyl and the phenyl ethers of (S)-N-methylprolinol and the phenyl ether of (S)-2-azetidinemethanol, known α4β2 agonists, although the interaction mode of the aryloxymethylene substructure cannot be assimilated to that of benzodioxane. Indeed, the α4β2 and α3β4 functional tests well differentiate behaviors that the binding tests homologize: both the 3-hydroxyphenyl and the 5-hydroxy-3-pyridyl ether of N-methylprolinol are α4β2 full agonists, but only the latter is highly α4β2/α3β4 selective, while potent and selective partial α4β2 agonism characterizes the hydroxybenzodioxane derivative and its two opened semirigid analogues. (Figure Presented).
Asymmetric Michael additions catalysed by functionalised quaternary alkylammonium ionic liquids
Wang, Ge,Sun, Huichao,Cao, Xiaohui,Li, Yang,Chen, Ligong
scheme or table, p. 96 - 99 (2012/05/07)
Some functionalised quaternary alkylammonium ionic liquids were synthesised and examined as organocatalysts for asymmetric Michael additions of aldehydes and ketones to nitroolefins. All of them exhibited excellent enantioselectivities (>99% ee) and diast
Pyrrolidine-based chiral quaternary alkylammonium ionic liquids as organocatalysts for asymmetric Michael additions
Wang, Ge,Sun, Huichao,Cao, Xiaohui,Chen, Ligong
experimental part, p. 1324 - 1331 (2012/01/19)
A series of chiral pyrrolidine-type quaternary alkylammonium ionic liquids were synthesized and served as efficient catalysts for asymmetric Michael additions of aldehydes and ketones to nitroolefins, and the corresponding adducts were obtained in excelle
