New Antihypertensive Agents. III. Synthesis and Antihypertensive Activity of Some Arylalkyl Piperidines Carrying a Heterocycle at the 4-Position

• Published in: Chemical & pharmaceutical bulletin Vol. 31; no. 9; pp. 3186 - 3197
• Main Authors: TAKAI, HARUKI, SHUTO, KATSUICHI, TERANISHI, MASAYUKI, KUBO, KAZUHIRO, KASUYA, YUTAKA, OBASE, HIROYUKI, NAKAMIZO, NOBUHIRO, SHIGENOBU, KOKI, HASHIKAMI, MAKIKO
• Format: Journal Article
• Language: English
• Published: Tokyo The Pharmaceutical Society of Japan 01.09.1983; 公益社団法人日本薬学会; Maruzen; Japan Science and Technology Agency
• Subjects: Animals; antihypertensive activity; Antihypertensive Agents - chemical synthesis; benzotriazole; Chemistry; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings; indolinone; Male; octahydrobenzimidazolinone; Organic chemistry; Piperidines - chemical synthesis; Piperidines - pharmacology; Preparations and properties; Rats; Rats, Inbred Strains; Structure-Activity Relationship; Aminoalcohol; Rat; Aliphatic compound; Nitrogen heterocycle; Rodentia; Lactam; Vertebrata; Mammalia; Structure activity relation; Animal; Six membered ring; Bicyclic compound; Antihypertensive agent; Benzenic compound; Ureas; NMR spectrum
• ISSN: 0009-2363; 1347-5223; 1347-5223
• DOI: 10.1248/cpb.31.3186

We synthesized a series of arylalkyl piperidines (II) carrying a heterocycle at the 4-position of piperidine and examined the hypotensive activities of the products. Compound 23 had the highest hypotensive activity in anesthetized normotensive rats (-78 mmHg, 30 mg/kg, i.p.) and compound 12 showed the strongest hypotensive activity (-95 mmHg, 30 mg/kg, p.o.) in unanesthetized spontaneously hypertensive rats. Only compound 16 produced a considerable decrease in blood pressure in both animal models.