Synthesis, structure-activity relationship, and evaluation of SR141716 analogues

Development of central cannabinoid receptor ligands with lower lipophilicity

Reeti Katoch-Rouse, Olga A. Pavlova, Tara Caulder, Alexander F. Hoffman, Alexey G. Mukhin, Andrew Horti

Research output: Contribution to journalArticle

Abstract

Exploration of the central CB1 cannabinoid receptors using positron emission tomography (PET) will allow for an understanding of the pharmacological and physiological role played by these receptors in the CNS. Current tracers are highly lipophilic compounds that exhibit very high nonspecific to specific binding ratios and as a result are inapt for use in humans. We have synthesized a series of less lipophilic analogues of SR141716 to serve as potential radioligands. Binding affinities of the series and a functional electrophysiological assay of three of our compounds have been presented.

Original languageEnglish (US)
Pages (from-to)642-645
Number of pages4
JournalJournal of Medicinal Chemistry
Volume46
Issue number4
DOIs
StatePublished - Feb 13 2003
Externally publishedYes

Fingerprint

rimonabant
Cannabinoid Receptor CB1
Cannabinoid Receptors
Positron emission tomography
Structure-Activity Relationship
Positron-Emission Tomography
Assays
Pharmacology
Ligands

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis, structure-activity relationship, and evaluation of SR141716 analogues : Development of central cannabinoid receptor ligands with lower lipophilicity. / Katoch-Rouse, Reeti; Pavlova, Olga A.; Caulder, Tara; Hoffman, Alexander F.; Mukhin, Alexey G.; Horti, Andrew.

In: Journal of Medicinal Chemistry, Vol. 46, No. 4, 13.02.2003, p. 642-645.

Research output: Contribution to journalArticle

Katoch-Rouse, Reeti ; Pavlova, Olga A. ; Caulder, Tara ; Hoffman, Alexander F. ; Mukhin, Alexey G. ; Horti, Andrew. / Synthesis, structure-activity relationship, and evaluation of SR141716 analogues : Development of central cannabinoid receptor ligands with lower lipophilicity. In: Journal of Medicinal Chemistry. 2003 ; Vol. 46, No. 4. pp. 642-645.
@article{08dd40d3a8ef4c6aac528610a9003e65,
title = "Synthesis, structure-activity relationship, and evaluation of SR141716 analogues: Development of central cannabinoid receptor ligands with lower lipophilicity",
abstract = "Exploration of the central CB1 cannabinoid receptors using positron emission tomography (PET) will allow for an understanding of the pharmacological and physiological role played by these receptors in the CNS. Current tracers are highly lipophilic compounds that exhibit very high nonspecific to specific binding ratios and as a result are inapt for use in humans. We have synthesized a series of less lipophilic analogues of SR141716 to serve as potential radioligands. Binding affinities of the series and a functional electrophysiological assay of three of our compounds have been presented.",
author = "Reeti Katoch-Rouse and Pavlova, {Olga A.} and Tara Caulder and Hoffman, {Alexander F.} and Mukhin, {Alexey G.} and Andrew Horti",
year = "2003",
month = "2",
day = "13",
doi = "10.1021/jm020157x",
language = "English (US)",
volume = "46",
pages = "642--645",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "4",

}

TY - JOUR

T1 - Synthesis, structure-activity relationship, and evaluation of SR141716 analogues

T2 - Development of central cannabinoid receptor ligands with lower lipophilicity

AU - Katoch-Rouse, Reeti

AU - Pavlova, Olga A.

AU - Caulder, Tara

AU - Hoffman, Alexander F.

AU - Mukhin, Alexey G.

AU - Horti, Andrew

PY - 2003/2/13

Y1 - 2003/2/13

N2 - Exploration of the central CB1 cannabinoid receptors using positron emission tomography (PET) will allow for an understanding of the pharmacological and physiological role played by these receptors in the CNS. Current tracers are highly lipophilic compounds that exhibit very high nonspecific to specific binding ratios and as a result are inapt for use in humans. We have synthesized a series of less lipophilic analogues of SR141716 to serve as potential radioligands. Binding affinities of the series and a functional electrophysiological assay of three of our compounds have been presented.

AB - Exploration of the central CB1 cannabinoid receptors using positron emission tomography (PET) will allow for an understanding of the pharmacological and physiological role played by these receptors in the CNS. Current tracers are highly lipophilic compounds that exhibit very high nonspecific to specific binding ratios and as a result are inapt for use in humans. We have synthesized a series of less lipophilic analogues of SR141716 to serve as potential radioligands. Binding affinities of the series and a functional electrophysiological assay of three of our compounds have been presented.

UR - http://www.scopus.com/inward/record.url?scp=0037434591&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037434591&partnerID=8YFLogxK

U2 - 10.1021/jm020157x

DO - 10.1021/jm020157x

M3 - Article

VL - 46

SP - 642

EP - 645

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 4

ER -