Synthesis and biological activities of dibenzyl dipiperazine diquaternary ammonium salts.
Twenty new 4,4'-dibenzoyl-1,1'-dibenzyl-1,1'-(decane-1,5-diyl)-piperazi nium dihalides 5a-l and 1,1'-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-NO2C6H5) and 6k (Ar = 3-Me-C6H5) 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.
Li
R T
RT
School of Pharmaceutical Sciences, Beijing Medical University, P.R. China.
Cai
J C
JC
Tang
X C
XC
Cai
M S
MS
D000700:Analgesics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001593:Benzyl Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005260:Female; D006993:Hypnotics and Sedatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008297:Male; D051379:Mice; D015394:Molecular Structure; D009043:Motor Activity / Q000187:drug effects; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012492:Salts; D013329:Structure-Activity Relationship
D000700:Analgesics; D000894:Anti-Inflammatory Agents, Non-Steroidal; D001593:Benzyl Compounds; D006993:Hypnotics and Sedatives; D010879:Piperazines; D000644:Quaternary Ammonium Compounds; D012492:Salts