172881-09-3Relevant articles and documents
Synthesis and β-adrenergic properties of (Z)-N-[3-(alkylamino)-2-hydroxypropylidene](aryl-methyloxy)amines: Effects of the configuration around the methyloxyiminomethyl (MOIM) double bond on the biopharmacological properties of MOIM-type β-blocking agents
Balsamo, Aldo,Breschi, Maria C.,Chiellini, Grazia,Lapucci, Annalina,Lazzeri, Nicola,MacChia, Marco,Martinelli, Adriano,Micali, Eugenio,Nencetti, Susanna,Rossello, Armando
, p. 2151 - 2160 (1998)
The N-isopropyl- (3a-g) and N-tert-butyl-substituted (4a-g) (Z)-N-(3-(amino)-2-hydroxypropylidene)(arylmethyloxy)amines were synthesized in order to compare their β1- and β2-adrenergic properties with those of their previously studie
Synthesis and β-adrenergic properties of (E)-N-[3-(alkylamino)-2-hydroxypropylidene](methyloxy)amines substituted with an aromatic group on their [(methyloxy)imino]methyl moiety (MOIMM): An investigation into the biopharmacological effects of an aryl substitution in the class of MOIM β-blocking drugs
Balsamo,Breschi,Chiellini,Favero,Macchia,Martinelli,Martini,Rossello,Scatizzi
, p. 743 - 755 (2007/10/03)
N-Isopropyl-(5a-g) and N-t-butyl-substituted (6a-g) (E)-N-[3-(amino)-2-hydroxypropylidene](arylmethyloxy)amines, which present an aromatic ring (Ar) linked to the CH2 carbon of the [(methyloxy)imino]methyl moiety (MOIMM), were synthesized with the aim of comparing their β-adrenergic properties with those of the previously studied completely aliphatic analogs 1,2 and 3,4. Compounds 5 and 6 were tested for their affinity towards β1- and β2-adrenoceptors by radioligand binding experiments; the compounds with the highest affinity were also assayed for their β1- and β2-adrenergic activity by functional tests on isolated preparations. The biopharmacological results show that, for the MOIM derivatives studied (1-6), the presence of an Ar substituent linked to the MOIM, as in 5 and 6, does not have any appreciable effect on the β1-adrenergic properties in terms of affinity and activity; this type of substituent, on the contrary, appears to be capable of improving the β2-adrenergic properties, as far as the receptor affinity is concerned. These results are discussed on the basis of a comparison of the conformational and electronic characteristics.