Synthesis and Antiarrhythmic and Anticonvulsant Activities of Amino Amides and Amino Esters Based on 1-(4-Fluorophenyl)- and 1-[3-(Trifluoromethyl)phenyl]cyclopentane-1-carboxylic Acids
J. S. Arustamyan, R. E. Margaryan, A. A. Aghekyan, G. S. Mkrtchyan, R. E. Muradyan, M. S. Grigoryan, H. A. Panosyan, G. G. Mkryan
{"title":"Synthesis and Antiarrhythmic and Anticonvulsant Activities of Amino Amides and Amino Esters Based on 1-(4-Fluorophenyl)- and 1-[3-(Trifluoromethyl)phenyl]cyclopentane-1-carboxylic Acids","authors":"J. S. Arustamyan, R. E. Margaryan, A. A. Aghekyan, G. S. Mkrtchyan, R. E. Muradyan, M. S. Grigoryan, H. A. Panosyan, G. G. Mkryan","doi":"10.1134/s1070428024060071","DOIUrl":null,"url":null,"abstract":"<h3 data-test=\"abstract-sub-heading\">Abstract</h3><p>The alkylation of 2-(4-fluorophenyl)- and 2-[3-(trifluoromethyl)phenyl]acetonitriles with 1,4-dibromobutane gave 1-(substituted phenyl)cyclopentane-1-carbonitriles which were hydrolyzed to the corresponding carboxylic acids by the action of potassium hydroxide in ethylene glycol. The resulting acids were converted to acid chlorides, and the latter reacted with <i>N</i>,<i>N</i>-dialkylaminoalkylamines, as well as with <i>N</i>,<i>N</i>-dialkylaminoalkanols, to produce new amino amide and amino ester derivatives of 1-(4-fluorophenyl)- and 1-[3-(trifluoromethyl)phenyl]cyclopentane-1-carboxylic acids, which were characterized as hydrochlorides. The synthesized compounds were evaluated for their antiarrhythmic and anticonvulsant activities.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8000,"publicationDate":"2024-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1134/s1070428024060071","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
The alkylation of 2-(4-fluorophenyl)- and 2-[3-(trifluoromethyl)phenyl]acetonitriles with 1,4-dibromobutane gave 1-(substituted phenyl)cyclopentane-1-carbonitriles which were hydrolyzed to the corresponding carboxylic acids by the action of potassium hydroxide in ethylene glycol. The resulting acids were converted to acid chlorides, and the latter reacted with N,N-dialkylaminoalkylamines, as well as with N,N-dialkylaminoalkanols, to produce new amino amide and amino ester derivatives of 1-(4-fluorophenyl)- and 1-[3-(trifluoromethyl)phenyl]cyclopentane-1-carboxylic acids, which were characterized as hydrochlorides. The synthesized compounds were evaluated for their antiarrhythmic and anticonvulsant activities.
期刊介绍:
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.