Esters and amides of hexanoic acids substituted with tertiary amino group in terminal position and their activity as transdermal permeation enhancers

Kód výsledku v IS VaVaI

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Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Esters and amides of hexanoic acids substituted with tertiary amino group in terminal position and their activity as transdermal permeation enhancers

Popis výsledku v původním jazyce

Series of alkyl esters of 6-diethylamino-, 6-(pyrrolidin-1-yl)-, 6-(piperidin-1-yl) and 6-(morpholin-4-yl)hexanoic acids and alkylamides of 6-dimethylamino-, 6-(piperidin-1-yl) and 6-(morpholin-4-yl)hexanoic acids, containing 8 ? 12 carbon atoms in alkylchain, were prepared by methods of classical organic synthesis. The appropriate secondary amine was alkylated with ethyl-6-bromohexanoate to give ester of -substituted hexanoic acid, except of ethyl-6-dimethylaminohexanoate (1), which was prepared by Eschweiler-Clarke methylation of 6-aminohexanoic acid followed by direct esterification with ethanol. Resulted esters of -substituted hexanoic acids underwent direct transesterification with long chain alkanols to yield desired amino esters, or they were treated with long-chain alkylamines to prepare secondary amides of the appropriate heterocyclic hexanoic acids. These products were tested on their activity as transdermal permeation enhancers in vitro on the strips of the excised human sk

Název v anglickém jazyce

Esters and amides of hexanoic acids substituted with tertiary amino group in terminal position and their activity as transdermal permeation enhancers

Popis výsledku anglicky

Series of alkyl esters of 6-diethylamino-, 6-(pyrrolidin-1-yl)-, 6-(piperidin-1-yl) and 6-(morpholin-4-yl)hexanoic acids and alkylamides of 6-dimethylamino-, 6-(piperidin-1-yl) and 6-(morpholin-4-yl)hexanoic acids, containing 8 ? 12 carbon atoms in alkylchain, were prepared by methods of classical organic synthesis. The appropriate secondary amine was alkylated with ethyl-6-bromohexanoate to give ester of -substituted hexanoic acid, except of ethyl-6-dimethylaminohexanoate (1), which was prepared by Eschweiler-Clarke methylation of 6-aminohexanoic acid followed by direct esterification with ethanol. Resulted esters of -substituted hexanoic acids underwent direct transesterification with long chain alkanols to yield desired amino esters, or they were treated with long-chain alkylamines to prepare secondary amides of the appropriate heterocyclic hexanoic acids. These products were tested on their activity as transdermal permeation enhancers in vitro on the strips of the excised human sk

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

FR - Farmakologie a lékárnická chemie

OECD FORD obor

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Projekt

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Návaznosti

V - Vyzkumna aktivita podporovana z jinych verejnych zdroju

Rok uplatnění

2010

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Serbian Chemical Society

ISSN

0352-5139

e-ISSN

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Svazek periodika

75

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

CS - Srbsko a Černá Hora

Počet stran výsledku

9

Strana od-do

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Kód UT WoS článku

000278640900001

EID výsledku v databázi Scopus

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