Novel 4-(piperidin-4-yl)-1-hydroxypyrazoles as gamma-aminobutyric acidA receptor ligands: synthesis, pharmacology, and structure-activity relationships

Research output: Contribution to journalJournal articleResearchpeer-review

Standard

Novel 4-(piperidin-4-yl)-1-hydroxypyrazoles as gamma-aminobutyric acidA receptor ligands : synthesis, pharmacology, and structure-activity relationships. / Møller, Henriette A; Sander, Tommy; Kristensen, Jesper Langgaard; Nielsen, Birgitte; Krall, Jacob; Bergmann, Marianne Lerbæk; Christiansen, Bolette; Balle, Thomas; Jensen, Anders Asbjørn; Frølund, Bente Flensborg.

In: Journal of Medicinal Chemistry, Vol. 53, No. 8, 2010, p. 3417-3421.

Research output: Contribution to journalJournal articleResearchpeer-review

Harvard

Møller, HA, Sander, T, Kristensen, JL, Nielsen, B, Krall, J, Bergmann, ML, Christiansen, B, Balle, T, Jensen, AA & Frølund, BF 2010, 'Novel 4-(piperidin-4-yl)-1-hydroxypyrazoles as gamma-aminobutyric acidA receptor ligands: synthesis, pharmacology, and structure-activity relationships', Journal of Medicinal Chemistry, vol. 53, no. 8, pp. 3417-3421. https://doi.org/10.1021/jm100106r

APA

Møller, H. A., Sander, T., Kristensen, J. L., Nielsen, B., Krall, J., Bergmann, M. L., ... Frølund, B. F. (2010). Novel 4-(piperidin-4-yl)-1-hydroxypyrazoles as gamma-aminobutyric acidA receptor ligands: synthesis, pharmacology, and structure-activity relationships. Journal of Medicinal Chemistry, 53(8), 3417-3421. https://doi.org/10.1021/jm100106r

Vancouver

Møller HA, Sander T, Kristensen JL, Nielsen B, Krall J, Bergmann ML et al. Novel 4-(piperidin-4-yl)-1-hydroxypyrazoles as gamma-aminobutyric acidA receptor ligands: synthesis, pharmacology, and structure-activity relationships. Journal of Medicinal Chemistry. 2010;53(8):3417-3421. https://doi.org/10.1021/jm100106r

Author

Møller, Henriette A ; Sander, Tommy ; Kristensen, Jesper Langgaard ; Nielsen, Birgitte ; Krall, Jacob ; Bergmann, Marianne Lerbæk ; Christiansen, Bolette ; Balle, Thomas ; Jensen, Anders Asbjørn ; Frølund, Bente Flensborg. / Novel 4-(piperidin-4-yl)-1-hydroxypyrazoles as gamma-aminobutyric acidA receptor ligands : synthesis, pharmacology, and structure-activity relationships. In: Journal of Medicinal Chemistry. 2010 ; Vol. 53, No. 8. pp. 3417-3421.

Bibtex

@article{a7edc08072f311df928f000ea68e967b,
title = "Novel 4-(piperidin-4-yl)-1-hydroxypyrazoles as gamma-aminobutyric acidA receptor ligands: synthesis, pharmacology, and structure-activity relationships",
abstract = "A series of substituted 1-hydroxypyrazole analogues of the GABA(A) receptor partial agonist 5-(4-piperidyl)-3-isoxazolol (4-PIOL) have been synthesized and pharmacologically characterized. Several of the analogues displayed K(i) in the low nanomolar range at the native GABA(A) receptors and potent antagonism of the alpha(1)beta(2)gamma(2) receptor. It appears that several regions situated in proximity to the core of the orthosteric binding site of the GABA(A) receptor are able to accommodate large hydrophobic substituents.",
keywords = "The Faculty of Pharmaceutical Sciences",
author = "M{\o}ller, {Henriette A} and Tommy Sander and Kristensen, {Jesper Langgaard} and Birgitte Nielsen and Jacob Krall and Bergmann, {Marianne Lerb{\ae}k} and Bolette Christiansen and Thomas Balle and Jensen, {Anders Asbj{\o}rn} and Fr{\o}lund, {Bente Flensborg}",
note = "Keywords: Animals; Cell Line; GABA Antagonists; GABA Plasma Membrane Transport Proteins; Humans; Hydrophobicity; Ligands; Membrane Potentials; Models, Molecular; Piperidines; Pyrazoles; Rats; Receptors, GABA-A; Structure-Activity Relationship; Synaptic Membranes",
year = "2010",
doi = "10.1021/jm100106r",
language = "English",
volume = "53",
pages = "3417--3421",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "8",

}

RIS

TY - JOUR

T1 - Novel 4-(piperidin-4-yl)-1-hydroxypyrazoles as gamma-aminobutyric acidA receptor ligands

T2 - synthesis, pharmacology, and structure-activity relationships

AU - Møller, Henriette A

AU - Sander, Tommy

AU - Kristensen, Jesper Langgaard

AU - Nielsen, Birgitte

AU - Krall, Jacob

AU - Bergmann, Marianne Lerbæk

AU - Christiansen, Bolette

AU - Balle, Thomas

AU - Jensen, Anders Asbjørn

AU - Frølund, Bente Flensborg

N1 - Keywords: Animals; Cell Line; GABA Antagonists; GABA Plasma Membrane Transport Proteins; Humans; Hydrophobicity; Ligands; Membrane Potentials; Models, Molecular; Piperidines; Pyrazoles; Rats; Receptors, GABA-A; Structure-Activity Relationship; Synaptic Membranes

PY - 2010

Y1 - 2010

N2 - A series of substituted 1-hydroxypyrazole analogues of the GABA(A) receptor partial agonist 5-(4-piperidyl)-3-isoxazolol (4-PIOL) have been synthesized and pharmacologically characterized. Several of the analogues displayed K(i) in the low nanomolar range at the native GABA(A) receptors and potent antagonism of the alpha(1)beta(2)gamma(2) receptor. It appears that several regions situated in proximity to the core of the orthosteric binding site of the GABA(A) receptor are able to accommodate large hydrophobic substituents.

AB - A series of substituted 1-hydroxypyrazole analogues of the GABA(A) receptor partial agonist 5-(4-piperidyl)-3-isoxazolol (4-PIOL) have been synthesized and pharmacologically characterized. Several of the analogues displayed K(i) in the low nanomolar range at the native GABA(A) receptors and potent antagonism of the alpha(1)beta(2)gamma(2) receptor. It appears that several regions situated in proximity to the core of the orthosteric binding site of the GABA(A) receptor are able to accommodate large hydrophobic substituents.

KW - The Faculty of Pharmaceutical Sciences

U2 - 10.1021/jm100106r

DO - 10.1021/jm100106r

M3 - Journal article

VL - 53

SP - 3417

EP - 3421

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 8

ER -

ID: 20197322