6624-86-8Relevant articles and documents
Synthesis and structural study of new highly lipophilic 1,4-dihydropyridines
Suarez, Margarita,De Armas, Merly,Ramirez, Oney,Alvarez, Amaury,Martinez-Alvarez, Roberto,Molero, Dolores,Seoane, Carlos,Liz, Ramon,De Armas, Hector Novoa,Blaton, Norbert M.,Peeters, Oswald M.,Martin, Nazario
, p. 1567 - 1576 (2007/10/03)
A new series of 1,4-dihydropyridines (1,4-DHPs) endowed with ester groups bearing long and functionalised alkoxy chains at the C3 and C5 positions of the nitrogen ring have been prepared from the corresponding β-keto esters which were in turn prepared by a lipase catalysed transesterification reaction. The structural study has been carried out by X-ray crystallography and theoretical calculations at the semiempirical (AM1), ab initio (HF/6-31G*) and B3LYP/6-31G* levels and reveals that the long alkyl chains do not have any influence on the required geometry of the 1,4-DHPs for biological activity. However, these chains have a strong impact on the lipophilicity and, therefore, they could be used to gain a better control of the duration of the pharmacological action. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.
