314775-78-5Relevant articles and documents
Asymmetric synthesis and biological evaluations of (+)- and (-)-6-dimethoxymethyl-1,4-dihydropyridine-3-carboxylic acid derivatives blocking N-type calcium channels
Yamamoto, Takashi,Ohno, Seiji,Niwa, Seiji,Tokumasu, Munetaka,Hagihara, Masako,Koganei, Hajime,Fujita, Shin-Ichi,Takeda, Tomoko,Saitou, Yuki,Iwayama, Satoshi,Takahara, Akira,Iwata, Seinosuke,Shoji, Masataka
, p. 3317 - 3319 (2011)
An efficient asymmetric synthesis of 1,4-dihydropyridine derivatives is described. The key step is the stereoselective Michael addition using t-butyl ester of l-valine as a chiral auxiliary to achieve good ee (>95% for all the tested experiments) and moderate yield. With this method, (+)-4-(3-chlorophenyl) -6-dimethoxymethyl-2-methyl-1,4-dihydropyridine-3,5-dicarboxylic acid cinnamyl ester was obtained and was characterized as a promising N-type calcium channel blocker with improved selectivity over L-type compared to its (-)- and racemic isomers.
DIHYDROPYRIDINE DERIVATIVE
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Page 29, (2010/01/31)
Compounds having a selective N-type calcium channel antagonistic activity are provided. Dihydropyridine derivatives represented by the following formula: analogs thereof and pharmaceutically acceptable salts thereof have an activity of selectively inhibiting the action of N-type calcium channel, and they are used as therapeutic agents for various diseases relating to N-type calcium channel.