title: Synthesis and antinociceptive properties of a series of exo- and endo-6-hydroxy-2-aminobenzonorbornenes.
abstract: A series of 6-hydroxy endo- and exo-derivatives of 2-aminobenzonorbornene has been synthesized and evaluated for antinociceptive activity in the mouse. The results indicated a stereospecific effect in the antinociceptive responses exhibited by the two isomeric groups of compounds. The exo-amines 10a-10c were inactive in both the tail immersion and tail clip tests. The corresponding endo-isomers exhibited antinociceptive properties; 4a was the most active compound tested but was toxic at the dose administered.
mesh_terms: D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D001522:Behavior, Animal / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D051379:Mice; D009636:Norbornanes / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000700:Analgesics; D009636:Norbornanes