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 ac...

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Bibliographic Details
Published in:Russian journal of organic chemistry Vol. 60; no. 6; pp. 1028 - 1035
Main Authors: Arustamyan, J. S., Margaryan, R. E., Aghekyan, A. A., Mkrtchyan, G. S., Muradyan, R. E., Grigoryan, M. S., Panosyan, H. A., Mkryan, G. G.
Format: Journal Article
Language:English
Published: Moscow Pleiades Publishing 01.06.2024
PLEIADES PUBLISHING LTD
Springer Nature B.V
Subjects:
Acids
Alkylation
Amides
Antiarrhythmics
Anticonvulsants
Carboxylic acids
Caustic soda
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Chloride
Cooling
Drug dosages
Esters
Ethylene glycol
Fluorine
Hydrocarbons
Hydrochloric acid
Hydrochlorides
Mineral oils
Organic Chemistry
Physical Sciences
Potash
Potassium
Potassium hydroxides
Science & Technology
Sodium
Solvents
United States > US
dialkylaminoalkylamines
1-[3-(trifluoromethyl)phenyl]cyclopentane-1-carboxylic acid
dialkylaminoalkanols
1-(4-fluorophenyl)cyclopentane-1-carboxylic acid
amino esters
amino amides
FLUORINE
ISSN:1070-4280, 1608-3393
Online Access:Get full text
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Summary: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.
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ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428024060071