Carbon-13 N.M.R. studies of some β-adrenergic agents

Abstract

Carbon-13 chemical shifts of some beta-adrenergic agents of disubstituted phenylaminoethanol derivatives have been measured. It was observed that the ortho-substituent to the alcohol side chain exerted an upfield shift on the methine carbon of the aminoethanol group, whereas the methyl carbons of isopropylamine were found to be magnetically non-equivalent. It was also found that the methylene and methine carbons of the alcohol side chain of 1-isopropylamino-3- naphthyloxy-propan-2-ol (propranolol) were shielded at a similar magnitude as the 2,5-disubstituted phenyl-aminoethanol derivatives.