Neuroleptics related to butaclamol. An investigation of the effects of chlorine substituents on the aromatic rings.
The synthesis of analogues of the antipsychotic drug butaclamol bearing chloro substituents on the benzene rings is described. On the basis of a perceived topographical similarity of a putative chlorophenylethylamine pharmacophore present in these analogues and in VUFB-10032 and doclothepin, agents related to octoclothepin which do not induce catalepsy, they have been tested for "noncataleptic" neuroleptic activity. None of the butaclamol analogues exhibit this type of activity. Depending on the position of the chlorine, the analogues either retained butaclamol-like activity or were inactive.
D000818:Animals; D014150:Antipsychotic Agents / Q000138:chemical synthesis*; D001362:Avoidance Learning / Q000187:drug effects; D002069:Butaclamol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D002375:Catalepsy / Q000139:chemically induced; D003913:Dextroamphetamine / Q000037:antagonists & inhibitors; D003986:Dibenzocycloheptenes / Q000138:chemical synthesis*; D004837:Epinephrine / Q000037:antagonists & inhibitors / Q000633:toxicity; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051381:Rats; D013239:Stereotyped Behavior / Q000187:drug effects; D013329:Structure-Activity Relationship
D014150:Antipsychotic Agents; D003986:Dibenzocycloheptenes; D002069:Butaclamol; D003913:Dextroamphetamine; D004837:Epinephrine