R. E. Margaryan, G. V. Stepanyan, A. A. Aghekyan, H. A. Panosyan, S. A. Arutyunyan, A. S. Tsatinyan, M. S. Grigoryan, G. G. Mkryan
{"title":"基于1-(1,3-苯二酚-5-基)环戊烷和4-(1,3-苯二酚-5-基)四氢- 2h -吡喃-4羧酸的氨基酰胺和氨基酯的合成及其交感解和拟肾上腺素活性","authors":"R. E. Margaryan, G. V. Stepanyan, A. A. Aghekyan, H. A. Panosyan, S. A. Arutyunyan, A. S. Tsatinyan, M. S. Grigoryan, G. G. Mkryan","doi":"10.1134/S107042802560010X","DOIUrl":null,"url":null,"abstract":"<p>The reactions of 2-(1,3-benzodioxol-5-yl)acetonitrile with 1,4-dibromobuthane and 2,2′-bis(2-chloroethyl) ether gave 1-(1,3-benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2<i>H</i>-pyran-4-carbonitriles which were hydrolyzed in alkaline medium to the corresponding carboxylic acids, and the latter were converted to acid chlorides. 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2<i>H</i>-pyran-4-carbonyl chlorides reacted with <i>N</i>,<i>N</i>-dialkylaminoalkyl- and hetarylalkylamines, as well as with <i>N</i>,<i>N</i>-dialkylaminoalkanols and hetarylalkanols, to afford the target (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxamides and (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxylates. The synthesized compounds were evaluated for their effects on the cardiovascular system and blood hemodynamics.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"403 - 411"},"PeriodicalIF":0.8000,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis and Sympatholytic and Adrenomimetic Activities of Amino Amides and Amino Esters Based on 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-Benzodioxol-5-yl)tetrahydro-2H-pyran-4-carboxylic Acids\",\"authors\":\"R. E. Margaryan, G. V. Stepanyan, A. A. Aghekyan, H. A. Panosyan, S. A. Arutyunyan, A. S. Tsatinyan, M. S. Grigoryan, G. G. Mkryan\",\"doi\":\"10.1134/S107042802560010X\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>The reactions of 2-(1,3-benzodioxol-5-yl)acetonitrile with 1,4-dibromobuthane and 2,2′-bis(2-chloroethyl) ether gave 1-(1,3-benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2<i>H</i>-pyran-4-carbonitriles which were hydrolyzed in alkaline medium to the corresponding carboxylic acids, and the latter were converted to acid chlorides. 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2<i>H</i>-pyran-4-carbonyl chlorides reacted with <i>N</i>,<i>N</i>-dialkylaminoalkyl- and hetarylalkylamines, as well as with <i>N</i>,<i>N</i>-dialkylaminoalkanols and hetarylalkanols, to afford the target (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxamides and (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxylates. The synthesized compounds were evaluated for their effects on the cardiovascular system and blood hemodynamics.</p>\",\"PeriodicalId\":766,\"journal\":{\"name\":\"Russian Journal of Organic Chemistry\",\"volume\":\"61 3\",\"pages\":\"403 - 411\"},\"PeriodicalIF\":0.8000,\"publicationDate\":\"2025-05-07\",\"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/S107042802560010X\",\"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/S107042802560010X","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 Sympatholytic and Adrenomimetic Activities of Amino Amides and Amino Esters Based on 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-Benzodioxol-5-yl)tetrahydro-2H-pyran-4-carboxylic Acids
The reactions of 2-(1,3-benzodioxol-5-yl)acetonitrile with 1,4-dibromobuthane and 2,2′-bis(2-chloroethyl) ether gave 1-(1,3-benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2H-pyran-4-carbonitriles which were hydrolyzed in alkaline medium to the corresponding carboxylic acids, and the latter were converted to acid chlorides. 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2H-pyran-4-carbonyl chlorides reacted with N,N-dialkylaminoalkyl- and hetarylalkylamines, as well as with N,N-dialkylaminoalkanols and hetarylalkanols, to afford the target (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxamides and (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxylates. The synthesized compounds were evaluated for their effects on the cardiovascular system and blood hemodynamics.
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.