Spiropiperidines. I. Synthesis of 1'-Substituted Spiro [4H-3, 1-benzoxazine-4, 4'-piperidin]-2 (1H)-one Derivatives and Evaluation of Their Antihypertensive Activity

• Published in: Chemical & pharmaceutical bulletin Vol. 33; no. 3; pp. 1129 - 1139
• Main Authors: TAKAI, HARUKI, SHUTO, KATSUICHI, TERANISHI, MASAYUKI, KUBO, KAZUHIRO, KASUYA, YUTAKA, KARASHIMA, NAOKO, OBASE, HIROYUKI, SHIGENOBU, KOKI, KARASAWA, AKIRA, HASHIKAMI, MAKIKO
• Format: Journal Article
• Language: English
• Published: Tokyo The Pharmaceutical Society of Japan 25.03.1985; 公益社団法人日本薬学会; Maruzen; Japan Science and Technology Agency
• Subjects: alpha receptor blocking; Animals; antihypertensive activity; Antihypertensive Agents - chemical synthesis; Blood Pressure - drug effects; Chemistry; Exact sciences and technology; Heart Rate - drug effects; Heterocyclic compounds; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms; Indicators and Reagents; Male; Organic chemistry; oxazine; Oxazines - chemical synthesis; Oxazines - pharmacology; piperidine; Piperidines - chemical synthesis; Piperidines - pharmacology; Preparations and properties; Rats; Rats, Inbred SHR; Rats, Inbred Strains; spiro ring; Structure-Activity Relationship; Nitrogen heterocycle; Six membered ring; Bicyclic compound; Antihypertensive agent; Benzenic compound; Aromatic compound; Urethane; NMR spectrum; Biological activity; Spiran; Oxygen nitrogen heterocycle
• ISSN: 0009-2363; 1347-5223; 1347-5223
• DOI: 10.1248/cpb.33.1129

General synthetic methods for the preparation of 4-(2-aminophenyl)-4-hydroxypiperidine derivatives have been developed. The application use of these derivatives in the synthesis of 1'-substituted spiro [4H-3, 1-benzoxazine-4, 4'-piperidin]-2 (1H)-one derivatives is described, and the antihypertensive activity of the products is also reported.