3-Aryl- and 3-hydroxy-3-aryloctahydropyrido[2,1-c][1,4]oxazines. Synthesis, stereochemistry, and central nervous system pharmacological actions.
A series of substituted 3-aryl- and hydroxy-3-aryloctahydropyrido[2,1-c][1,4]oxazines has been synthesized for purposes of investigating potentially useful CNS pharmacological actions of this novel heterocyclic system. The preferred conformation of the bicyclic system of the parent compounds, 1 and 2, has been shown to be trans with equatorial orientation of the 3-phenyl substituent in each compound. The various substituted aryl analogues of this series are depressants of motor activity in mice, and certain analogues exhibit significant anticonvulsant and appetite suppressant activity in test animals.
D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis; D001067:Appetite Depressants / Q000138:chemical synthesis; D002490:Central Nervous System / Q000187:drug effects*; D008297:Male; D051379:Mice; D008968:Molecular Conformation; D009043:Motor Activity / Q000187:drug effects; D010078:Oxazines / Q000138:chemical synthesis* / Q000494:pharmacology; D004856:Postural Balance / Q000187:drug effects; D051381:Rats; D013329:Structure-Activity Relationship
D000927:Anticonvulsants; D001067:Appetite Depressants; D010078:Oxazines