N-ACYL DERIVATIVES OF 4-PHENYLPYRROLIDINE-2-ONES SHOWING CEREBROPROTECTIVE (NOOTROPIC) ACTION Russian patent published in 1995 - IPC

FIELD: organic chemistry. SUBSTANCE: product: N-acyl derivatives of 4-phenylpyrrolidine-2-ones of the general formula where a) at R²=R³-H, H, R¹ dipropylmethyl, 4-chlorophenoxymethyl, 3-pyridyl, 4-chlorophenyl; b) at R² ethoxycarbonyl and R³ H, R₁ - 4-methoxyphenyl, dipropylmethyl; c) at R²-H H and R³ chlorine, R¹ 4-methoxyphenyl, 4-chlorophenoxymethyl, dipropylmethyl. Synthesis is carried out by reaction of corresponding 4-phenylpyrrolidine-2-ones with corresponding chloroanhydride in toluene in the presence of triethanolamine. Yield, m. p. C or b. p. C (mm mercury column); gross-formula, toxicity (LD₅₀,), mg/kg (i. p.): A0 87, 163-165 (2), C₁₈H₂₅NO₂,, 1571; b) 76.5, 127-128, C₁₈H₁₆ClNO₃,, above 2000; c) 58.5, 146-147, C₁₆H₁₄N₂O₂,, above 2000; d) 65.4, 157-158, C₁₇H₁₄ClNO₂,, above 2000; e) 66, 137-138, C₂₁H₂₁NO₅,, above 2000; f) 76, 50-51, C₂₁H₂₉NO₄,, above 2000; g) 79, 200-202/0.5 mm, C₁₈H₂₄ClNO₂,, above 2000; h) 59, 163,5-165, C₁₈H₁₆ClNO₃,, above 2000; i) 78.6, 181.5-183, C₁₈H₁₅Cl₂NO₃,, above 2000. Antiamnestic effect of new compounds is 10-100 time more than that of pyracetam. Synthesized compounds can be used in medicine. EFFECT: improved method of synthesis. 5 tbl