Chemischer InformationsdienstVolume 12, Issue 5 Heterocyclic Compounds ChemInform Abstract: HETEROARENOBENZODIAZEPINES. 4. 10-PIPERAZINYL-4H-THIENO(3,2-B)(1,5)- AND -(3,4-B)(1,5)BENZODIAZEPINES AS POTENTIAL NEUROLEPTICS J. K. CHAKRABARTI, J. K. CHAKRABARTISearch for more papers by this authorJ. FAIRHURST, J. FAIRHURSTSearch for more papers by this authorN. J. A. GUTTERIDGE, N. J. A. GUTTERIDGESearch for more papers by this authorL. HORSMAN, L. HORSMANSearch for more papers by this authorI. A. PULLAR, I. A. PULLARSearch for more papers by this authorC. W. SMITH, C. W. SMITHSearch for more papers by this authorD. J. STEGGLES, D. J. STEGGLESSearch for more papers by this authorD. E. TUPPER, D. E. TUPPERSearch for more papers by this authorF. C. WRIGHT, F. C. WRIGHTSearch for more papers by this author J. K. CHAKRABARTI, J. K. CHAKRABARTISearch for more papers by this authorJ. FAIRHURST, J. FAIRHURSTSearch for more papers by this authorN. J. A. GUTTERIDGE, N. J. A. GUTTERIDGESearch for more papers by this authorL. HORSMAN, L. HORSMANSearch for more papers by this authorI. A. PULLAR, I. A. PULLARSearch for more papers by this authorC. W. SMITH, C. W. SMITHSearch for more papers by this authorD. J. STEGGLES, D. J. STEGGLESSearch for more papers by this authorD. E. TUPPER, D. E. TUPPERSearch for more papers by this authorF. C. WRIGHT, F. C. WRIGHTSearch for more papers by this author First published: February 3, 1981 https://doi.org/10.1002/chin.198105261Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume12, Issue5February 3, 1981 RelatedInformation

AbstractAus Diazepinonen erhält man entweder durch Umsetzung mit Aminen in Gegenwart von Titantetrachlorid/Anisol oder über die Diazepinthione und anschließende Aminierung die Verbindungen (I)‐(III).

A series of 4-substituted 10H-theino[2,3-b][1,5]benzodiazepines has been synthesized. These compounds have been assessed for their ability to block a conditioned avoidance response (CAR) and to produce catalepsy in rats and have been compared with several typical and atypical neuroleptics. The compounds which inhibit CAR at doses which produce no catalepsy are believed to cause less extrapyramidal side effects in the clinic. A number of compounds (9, 12, 17, 29, and 34) show potent neuroleptic activity, yet maintain a favorable separation of activity on these two parametrs. Three 5-piperazinyl-10H-thieno[2,3-b][1,4]benzodiazepine derivatives (46-48) analogous to compounds in the [1,5] series have been prepared for comparison and were found to be inactive.

The synthesis of 10-piperazinyl-4H-thieno[3,2-b][1,5]benzodiazepines is described. The activity of these compounds has been assessed on the basis of their ability to produce hypothermia in mice and block a conditioned avoidance response (CAR) and produce catalepsy in rats, and the results are compared with various classical and nonclassical neuroleptic drugs. A number of compounds (6, 17, 21, and 22) demonstrate potency greater than clozapine and also show low degree of catalepsy. It is believed that this profile of activity, unlike standard neuroleptics, is associated with the relative lack of extrapyramidal side effects in the clinic. The corresponding 9-piperazinyl-4H-thieno[1,4]benzodiazepines (12 and 35, limited analogues prepared in the respective series, were inactive.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTHeteroarenobenzodiazepines. 4. 10-Piperazinyl-4H-thieno[3,2-b][1,5]- and -[3,4-b][1,5]benzodiazepines as potential neurolepticsJiban K. Chakrabarti, John Fairhurst, Norman J. A. Gutteridge, Linda Horsman, Ian A. Pullar, Colin W. Smith, David J. Steggles, David E. Tupper, and Francesca C. WrightCite this: J. Med. Chem. 1980, 23, 8, 884–889Publication Date (Print):August 1, 1980Publication History Published online1 May 2002Published inissue 1 August 1980https://pubs.acs.org/doi/10.1021/jm00182a014https://doi.org/10.1021/jm00182a014research-articleACS PublicationsRequest reuse permissionsArticle Views447Altmetric-Citations23LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts