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":"基于 1-(4-氟苯基)- 和 1-[3-(三氟甲基)苯基]环戊烷-1-羧酸的氨基酰胺和氨基酯的合成及其抗心律失常和抗惊厥活性","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":"<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":"{\"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\":\"<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://link.springer.com/article/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}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/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}
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
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.