title: Unique spirocyclopiperazinium salt I: synthesis and structure-activity relationship of spirocyclopiperazinium salts as analgesics.
abstract: Based on the structure of compound 3, two series of spirocyclopiperazinium derivatives 7a-n and 10a-h were synthesized and evaluated for their in vivo analgesic and sedative activities. Compounds 7f and 10c were discovered to exhibit excellent analgesic activity. Structure-activity relationships revealed that anion of the quaternary salt affected the analgesic and sedative activity significantly; the allyl group is a most effective group among the compounds 7a-n; the electron-released substitute on the aromatic ring is favorable to increase the analgesic activity.
authors.affiliation: School of Pharmaceutical Sciences, Peking University, Beijing 100083, PR China.
authors.forename: Feng-Li
authors.initials: FL
authors.lastname: Gao
authors.forename: Xin
authors.initials: X
authors.lastname: Wang
authors.forename: Hong-Mei
authors.initials: HM
authors.lastname: Zhang
authors.forename: Tie-Ming
authors.initials: TM
authors.lastname: Cheng
authors.forename: Run-Tao
authors.initials: RT
authors.lastname: Li
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000700:Analgesics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D006993:Hypnotics and Sedatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D007202:Indicators and Reagents; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D010147:Pain Measurement; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000475:Alkenes; D000700:Analgesics; D006993:Hypnotics and Sedatives; D007202:Indicators and Reagents; D010879:Piperazines; D013141:Spiro Compounds