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Synthesis and Biological Activities of Dibenzyl Dipiperazine Diquaternary Ammonium Salts
Author(s) -
Li RunTao,
Cai JunChao,
Tang XiCan,
Cai MengShen
Publication year - 1999
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/(sici)1521-4184(19995)332:5<179::aid-ardp179>3.0.co;2-b
Subject(s) - decane , chemistry , sedative , analgesic , ammonium , medicinal chemistry , biological activity , stereochemistry , pharmacology , organic chemistry , in vitro , biochemistry , medicine
Twenty new 4,4′‐dibenzoyl‐1,1′‐dibenzyl‐1,1′‐(decane‐1,5‐diyl)‐piperazinium dihalides 5a‐l and 1,1prime;‐dibenzyl‐1,1′‐(decane‐1,5‐diyl) piperazinium dihydrochloride dihalides 6a‐l were prepared and evaluated for their analgesic, sedative and anti‐inflammatory activities. Structure‐activity relationship studies indicated that the compounds 6c (Ar = 4‐NO 2 C 6 H 5 ) and 6k (Ar = 3‐Me‐C 6 H 5 ) exhibited higher activities than others. Compared with the corresponding compounds 6k and 6l , the presence of benzoyl in the compound 5k and 5l exerted a contrary influence on the activities. 5h and 6h show the highest anti‐inflammatory activity (59%, dose 20 mg/kg and 48%, dose 1 mg/kg) in the series 5 and 6 , respectively.