N‐Alkylierte 1.5‐Diphenyl‐3‐amino‐pentane

Substituted α-Benzylphenethylamines**Product Development Laboratory of Parke, Davis & Co., Detroit, Mich.

“…Crystalline penicillin salts of low solubility were obtained from amines prepared by replacement of the N-benzyl group by phenyl substituted straight chain alkanes. The most interesting member of this group was the a-benzyl-N-(3-phenylpropy1)-phenethylamine penicillin salt (Table IV, 2). The amine ( tion of considerable amounts of a by-product, N-(a-benzylphenethyl) -cinnamylamine.…”

“…In general, alternations of the parent skeleton of I, 3 which destroyed the symmetry of the amine resulted in loss of the crystallinity of its penicillin salt. On the basis of low solubility in water, ease of crystallization, and preparation as well as commerical availability, the penicillin salts of abenzyl -N -( pbutoxybenzyl)phenethyl amine (Table IV, 9) and a-benzyl-N-(3-phenyl-propy1)-phenethylamine (Table IV, 2) were chosen for further study. These salts produced blood levels considerably higher than those obtained with benzethine penicillin G in dogs following oral administration.…”