6951-37-7Relevant academic research and scientific papers
Hypolipidemic effects of α, β, and γ-alkylaminophenone analogs in rodents
Huang,Hall
, p. 281 - 290 (2007/10/03)
A number of N-substituted β-alkylaminophenone derivatives including two (α- and two γ-alkylaminophenone analogs were synthesized and investigated for hypolipidemic activity in mice at 8 mg/kg/day ip. Most of these analogs were found to be significantly more active than lovastatin and clofibrate. N-Phenylpiperazinopropiophenone 16 was one of the best derivatives, lowering serum cholesterol levels 41% and serum triglyceride levels 48% after 16 days of drug administration in CF1 mice. In Sprague-Dawley rats, N-phenylpiperazinopropiophenone at 8 mg/kg/day orally also demonstrated more potent hypolipidemic activity than clofibrate, gemfibrozil, and lovastatin at their therapeutic dosage. It significantly reduced tissue cholesterol and triglyceride levels in the aorta wall tissue and lowered the cholesterol and triglyceride levels in chylomicron, very low density lipid (VLDL) and low density lipid (LDL) fractions, while it significantly elevated the cholesterol levels in high density lipid (HDL) fraction. This compound also proved to be active in lowering both cholesterol and triglyceride levels in hyperlipidemic mice and rats induced with atherogenic diet. In vitro liver acetyl coenzyme A (CoA) synthetase, 3-hydroxy-3-methyl glutaryl (HMG) CoA reductase, acyl CoA cholesterol acyl transferase (ACAT), sn-glycerol-3-phosphate acyltransferase, phosphatidylate phosphohydrolase, and hepatic lipoprotein lipase activities were significantly inhibited by N-phenylpiperazinopropiophenone from 25 to 100 μM.
STEREOCHEMISTRY OF AMINOCARBONYL COMPOUNDS-X ; THE INFLUENCE OF THE AMINE MOIETY ON 1-2, 1-5 AND 1-6 ASYMMETRIC INDUCTION IN GRIGNARD ADDITIONS AND HYDRIDE REDUCTIONS
Angiolini, L.,Bizzarri, P. Costa,Scapini, G.,Tramontini, M.
, p. 2137 - 2142 (2007/10/02)
The stereoselectivity of the title reactions due to a hindering amino group in α-asymmetric aminoketones (1 and 2) and to an asymmetric center far away from the reaction center in β-(methylpiperidino)-ketones (11-14) has been studied.The aminoalcohols obtained (3-8 and 15-22) have been separated in most cases and the relative configurations attributed by NMR.Based on diastereomeric ratios, a N-coordinated cyclic transition state has been proposed and is, effective for the Grignard reactions on the β-aminoketone system.
