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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...

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Published in:	Journal of medicinal chemistry 1978-12, Vol.21 (12), p.1225-1231
Main Authors:	Humber, Leslie G, Sideridis, Niko, Asselin, Andre A, Bruderlein, Francois T, Voith, Katherine
Format:	Article
Language:	English
Subjects:	Animals Antipsychotic Agents - chemical synthesis Avoidance Learning - drug effects Butaclamol - analogs & derivatives Butaclamol - chemical synthesis Butaclamol - pharmacology Catalepsy - chemically induced Dextroamphetamine - antagonists & inhibitors Dibenzocycloheptenes - chemical synthesis Epinephrine - antagonists & inhibitors Epinephrine - toxicity Humans Magnetic Resonance Spectroscopy Male Rats Stereotyped Behavior - drug effects Structure-Activity Relationship
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cited_by	cdi_FETCH-LOGICAL-a352t-1d7c72d4b9c6446f7e5d7088d69ba9d9c622c5e350edbdfaeebcd65d3d8a91943
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container_end_page	1231
container_issue	12
container_start_page	1225
container_title	Journal of medicinal chemistry
container_volume	21
creator	Humber, Leslie G Sideridis, Niko Asselin, Andre A Bruderlein, Francois T Voith, Katherine
description	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.
doi_str_mv	10.1021/jm00210a011
format	article
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An investigation of the effects of chlorine substituents on the aromatic rings</title><title>Journal of medicinal chemistry</title><addtitle>J. Med. Chem</addtitle><description>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. 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An investigation of the effects of chlorine substituents on the aromatic rings</atitle><jtitle>Journal of medicinal chemistry</jtitle><addtitle>J. Med. Chem</addtitle><date>1978-12</date><risdate>1978</risdate><volume>21</volume><issue>12</issue><spage>1225</spage><epage>1231</epage><pages>1225-1231</pages><issn>0022-2623</issn><eissn>1520-4804</eissn><abstract>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. 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source	American Chemical Society
subjects	Animals Antipsychotic Agents - chemical synthesis Avoidance Learning - drug effects Butaclamol - analogs & derivatives Butaclamol - chemical synthesis Butaclamol - pharmacology Catalepsy - chemically induced Dextroamphetamine - antagonists & inhibitors Dibenzocycloheptenes - chemical synthesis Epinephrine - antagonists & inhibitors Epinephrine - toxicity Humans Magnetic Resonance Spectroscopy Male Rats Stereotyped Behavior - drug effects Structure-Activity Relationship
title	Neuroleptics related to butaclamol. An investigation of the effects of chlorine substituents on the aromatic rings
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