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

IF 0.8 4区 化学 Q4 CHEMISTRY, ORGANIC Russian Journal of Organic Chemistry Pub Date : 2024-08-30 DOI:10.1134/s1070428024060071
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.

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
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
摘要用 1,4-二溴丁烷对 2-(4-氟苯基)-和 2-[3-(三氟甲基)苯基]乙腈进行烷基化反应,得到 1-(取代苯基)环戊烷-1-甲腈,在乙二醇中氢氧化钾的作用下水解为相应的羧酸。生成的酸被转化为酸性氯化物,后者与 N,N-二烷基氨基烷基胺以及 N,N-二烷基氨基烷醇反应,生成 1-(4-氟苯基)- 和 1-[3-(三氟甲基)苯基]环戊烷-1-羧酸的新氨基酰胺和氨基酯衍生物,其特征为盐酸盐。对合成的化合物进行了抗心律失常和抗惊厥活性评估。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
CiteScore
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
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.
期刊最新文献
Synthesis of Bi- and Polycyclic Pyrimidine Derivatives Synthesis of New Indole-Containing Benzo[f]coumarin Derivatives and Their Effect on the Proliferation and Redox State of Rat C6 Glioma Cells Intramolecular Heterocyclization of Quinolyl-Substituted Carbothioamides to Functionalized 2,4-Dihydro-3H-1,2,4-triazoles and -1,3,4-thiadiazoles 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 Ruthenium-Catalyzed Regioselective C7–H Arylation of 2-(Het)aryl[1,2,4]triazolo[1,5-a]pyrimidines with Aryl Halides
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1