Schiaffella F, Fringuelli R, Cecchetti V, Fravolini A, Angeli P, Marucci G
Istituto di Chimica Farmaceutica e Technica Farmaceutica, Università di Perugia, Italy.
Farmaco. 1990 Dec;45(12):1299-307.
We report the resolution of racemic (+/-)-1 with (R)-(+)-methylbenzyl isocianate and the synthesis of (R)-1 and (S)-1 via Sharpless chiral epoxidation. The enantio- and tissue-selectivity of such enantiomers, as beta- and alpha-adrenoceptor antagonists, were studied. Compound 1, while confirming the potent beta-blocking activity, displayed a modest enantio-selectivity towards beta 1- and beta 2-adrenoceptors. All the compounds displayed no activity as alpha-adrenoceptor blockers.
我们报道了用（R）-（+）-甲基苄基异氰酸酯拆分外消旋（±）-1以及通过夏普莱斯不对称环氧化反应合成（R）-1和（S）-1的过程。研究了这些对映体作为β-和α-肾上腺素能受体拮抗剂的对映选择性和组织选择性。化合物1在证实具有强效β-阻断活性的同时，对β1-和β2-肾上腺素能受体表现出适度的对映选择性。所有化合物作为α-肾上腺素能受体阻滞剂均无活性。
