782436-39-9Relevant academic research and scientific papers
Asymmetric synthesis of (2S)-1-(3,4-dihydroxyphenoxy)-3-(3,′4′- dimethoxyphenoxy) ethylamino-2-propanol hydrochloride (RO363)
Narsaiah, Akkirala Venkat
, p. 1897 - 1901 (2007/10/03)
Enantiomerically pure (S)-RO363 was synthesized by using (R,R) Salen Co(III) complex for the resolution of terminal epoxide. The hydrolytic kinetic resolution process was carried out at room temperature in excellent enantioselectivity. The method can be a
Synthesis and β-adrenoceptor agonist properties of (±)-1-(3',4'- dihydroxyphenoxy)-3-(3',4'-dimethoxyphenyl) ethylamino-2-propanol hydrochloride, (±)-RO363.HCl, and the (2S)-(-)-isomer
Iakovidis, Dimitri,Louis, Simon N. S.,Rezmann, Linda A.,Colagrande, Felicia,Nero, Tracy L.,Jackman, Graham P.,Louis, William J.
, p. 539 - 548 (2007/10/03)
The synthesis of (±)-1-(3',4'-dihydroxyphenoxy)-3-(3',4'- dimethoxyphenyl)ethylamino-2-propanol hydrochloride, (±)RO363.HCl, and the (2S)-(-)-isomer is described for the first time. The binding affinities for (±)-RO363.HCl, (2S)-(-)-RO363.HCl and a number of well known β-adrenoceptor agonists for transfected humanβ1,-, β2- and β3-adrenoceptors expressed in Chinese hamster ovary cells have been determined and compared with the functional potencies in rat atria (β1) and trachea (β2). The results indicate that both (±)-RO363 and (2S)-(-)-RO363 are selective for the human and rat β1-adrenoceptors. The (2S)-(-)-isomer of RO363, as expected, has a higher binding affinity for the human and functional potency for rat β- adrenoceptor subtypes than the racemate. However, in contrast to the catecholamines and formoterol, the functional potency of the racemic mixture and its (-)-enantiomer are not significantly different from their binding affinity, suggesting that they are examples of partial agonists with sufficient intrinsic activity to produce full agonist responses.
