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-2 H -pyran-4-carbonitriles which were hydrolyzed in alkaline medium to the corresponding carboxylic acids...

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Vydáno v:Russian journal of organic chemistry Ročník 61; číslo 3; s. 403 - 411
Hlavní autoři: Margaryan, R. E., Stepanyan, G. V., Aghekyan, A. A., Panosyan, H. A., Arutyunyan, S. A., Tsatinyan, A. S., Grigoryan, M. S., Mkryan, G. G.
Médium: Journal Article
Jazyk:angličtina
Vydáno: Moscow Pleiades Publishing 01.03.2025
PLEIADES PUBLISHING LTD
Springer Nature B.V
Témata:
Acetonitrile
Acids
Amides
Blood pressure
Carbonyls
Carboxylates
Carboxylic acids
Cardiovascular system
Caustic soda
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Chloride
Chlorides
Esters
Heart rate
Hemodynamics
Hydrocarbons
Organic Chemistry
Phosgene
Physical Sciences
Potash
Potassium
Research Paper
Science & Technology
Solvents
United States > US
carboxylates
cyclopentane
dialkylaminoalkylamines
aminoalkylalkanols
carboxamides
1,3-benzodioxole
tetrahydropyran
AGONISTS
ISSN:1070-4280, 1608-3393
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Popis
Shrnutí: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 H -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 H -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.
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ISSN:1070-4280
1608-3393
DOI:10.1134/S107042802560010X