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.

Basic information

Original name

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

Authors

MARVANOVÁ, Pavlína (203 Czech Republic), Tereza PADRTOVÁ (203 Czech Republic), Tomáš PEKÁREK (203 Czech Republic), Jiří BRUS (203 Czech Republic), Jiří CZERNEK (203 Czech Republic), Petr MOKRÝ (203 Czech Republic), Otakar HUMPA (203 Czech Republic, guarantor, belonging to the institution), Michal ORAVEC (203 Czech Republic) and Josef JAMPILEK (703 Slovakia)

Edition

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

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

Switzerland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 2.861

RIV identification code

RIV/00216224:14740/16:00090503

Organization unit

Central European Institute of Technology

DOI

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

UT WoS

000378757600033

Keywords in English

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

Abstract

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.

Links

LM2011020, research and development project

Name: CEITEC ? open access

Investor: Ministry of Education, Youth and Sports of the CR

Citovat

MARVANOVÁ, Pavlína, Tereza PADRTOVÁ, Tomáš PEKÁREK, Jiří BRUS, Jiří CZERNEK, Petr MOKRÝ, Otakar HUMPA, Michal ORAVEC and 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, vol. 21, No 6, p. nestránkováno, 13 pp. ISSN 1420-3049. Available from: 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 and 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, vol.~21, No~6, p.~nestránkováno, 13 pp. ISSN~1420-3049. Available from: https://dx.doi.org/10.3390/molecules21060707.

Detailed Information on Publication Record