Synthesis and Characterization of New
3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Propoxybenzoates and
Their Hydrochloride Salts

J 2016

Synthesis and Characterization of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Propoxybenzoates and Their Hydrochloride Salts

MARVANOVÁ, Pavlína, Tereza PADRTOVÁ, Tomáš PEKÁREK, Jiří BRUS, Jiří CZERNEK et. al.

Základní údaje

Originální název

Synthesis and Characterization of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Propoxybenzoates and Their Hydrochloride Salts

Autoři

MARVANOVÁ, Pavlína (203 Česká republika), Tereza PADRTOVÁ (203 Česká republika), Tomáš PEKÁREK (203 Česká republika), Jiří BRUS (203 Česká republika), Jiří CZERNEK (203 Česká republika), Petr MOKRÝ (203 Česká republika), Otakar HUMPA (203 Česká republika, garant, domácí), Michal ORAVEC (203 Česká republika) a Josef JAMPILEK (703 Slovensko)

Vydání

Molecules, BASEL, MDPI AG, 2016, 1420-3049

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10401 Organic chemistry

Stát vydavatele

Švýcarsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 2.861

Kód RIV

RIV/00216224:14740/16:00090503

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.3390/molecules21060707

UT WoS

000378757600033

Klíčová slova anglicky

arylcarbonyloxyaminopropanols; phenylpiperazines; synthesis; CP/MASNMR spectroscopy; IR spectroscopy; principle components analysis

Štítky

CF NMR

Změněno: 15. 2. 2021 22:57, PharmDr. Pavlína Marvanová, Ph.D.

Anotace

V originále

Five new 3-(4-arylpiperazin-1-yl)-2-hydroxypropyl 4-propoxybenzoates were designed and synthesized as potential dual antihypertensive agents. The compounds were prepared as free bases and subsequently transformed to hydrochloride salts. The position of protonation of nitrogen atoms in the piperazine ring of hydrochloride salts was determined by means of C-13-CP/MAS and N-15-CP/MAS NMR and IR spectroscopy. Using these solid-state analytical techniques, it was found that both nitrogen atoms were protonated when excess hydrogen chloride was used for preparation of salts. On the other hand, when the equimolar amount of hydrogen chloride was used, piperazine nitrogen substituted by aryl was protonated.

Návaznosti

LM2011020, projekt VaV

Název: CEITEC ? open access

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, CEITEC - open access

Citovat

MARVANOVÁ, Pavlína, Tereza PADRTOVÁ, Tomáš PEKÁREK, Jiří BRUS, Jiří CZERNEK, Petr MOKRÝ, Otakar HUMPA, Michal ORAVEC a Josef JAMPILEK. Synthesis and Characterization of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Propoxybenzoates and Their Hydrochloride Salts. Molecules. BASEL: MDPI AG, 2016, roč. 21, č. 6, s. nestránkováno, 13 s. ISSN 1420-3049. Dostupné z: https://dx.doi.org/10.3390/molecules21060707.

@article{1350890,
   author = {Marvanová, Pavlína and Padrtová, Tereza and Pekárek, Tomáš and Brus, Jiří and Czernek, Jiří and Mokrý, Petr and Humpa, Otakar and Oravec, Michal and Jampilek, Josef},
   article_location = {BASEL},
   article_number = {6},
   doi = {http://dx.doi.org/10.3390/molecules21060707},
   keywords = {arylcarbonyloxyaminopropanols; phenylpiperazines; synthesis; CP/MASNMR spectroscopy; IR spectroscopy; principle components analysis},
   language = {eng},
   issn = {1420-3049},
   journal = {Molecules},
   title = {Synthesis and Characterization of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Propoxybenzoates and Their Hydrochloride Salts},
   url = {http://www.mdpi.com/1420-3049/21/6/707/htm},
   volume = {21},
   year = {2016}
}

TY  - JOUR
ID  - 1350890
AU  - Marvanová, Pavlína - Padrtová, Tereza - Pekárek, Tomáš - Brus, Jiří - Czernek, Jiří - Mokrý, Petr - Humpa, Otakar - Oravec, Michal - Jampilek, Josef
PY  - 2016
TI  - Synthesis and Characterization of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Propoxybenzoates and Their Hydrochloride Salts
JF  - Molecules
VL  - 21
IS  - 6
SP  - nestránkováno
EP  - nestránkováno
PB  - MDPI AG
SN  - 14203049
KW  - arylcarbonyloxyaminopropanols
KW  - phenylpiperazines
KW  - synthesis
KW  - CP/MASNMR spectroscopy
KW  - IR spectroscopy
KW  - principle components analysis
UR  - http://www.mdpi.com/1420-3049/21/6/707/htm
L2  - http://www.mdpi.com/1420-3049/21/6/707/htm
N2  - Five new 3-(4-arylpiperazin-1-yl)-2-hydroxypropyl 4-propoxybenzoates were designed and synthesized as potential dual antihypertensive agents. The compounds were prepared as free bases and subsequently transformed to hydrochloride salts. The position of protonation of nitrogen atoms in the piperazine ring of hydrochloride salts was determined by means of C-13-CP/MAS and N-15-CP/MAS NMR and IR spectroscopy. Using these solid-state analytical techniques, it was found that both nitrogen atoms were protonated when excess hydrogen chloride was used for preparation of salts. On the other hand, when the equimolar amount of hydrogen chloride was used, piperazine nitrogen substituted by aryl was protonated.
ER  -

MARVANOVÁ, Pavlína, Tereza PADRTOVÁ, Tomáš PEKÁREK, Jiří BRUS, Jiří CZERNEK, Petr MOKRÝ, Otakar HUMPA, Michal ORAVEC a Josef JAMPILEK. Synthesis and Characterization of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Propoxybenzoates and Their Hydrochloride Salts. \textit{Molecules}. BASEL: MDPI AG, 2016, roč.~21, č.~6, s.~nestránkováno, 13 s. ISSN~1420-3049. Dostupné z: https://dx.doi.org/10.3390/molecules21060707.

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