2-(Anilino)imidazolines and 2-(benzyl)imidazoline derivatives as h5-HT 1D serotonin receptor ligands

Thomas Prisinzano; Małgorzata Dukat; Ho Law; Abdelmalik Slassi; Neil MacLean; Inés DeLannoy; Richard A. Glennon

doi:10.1016/j.bmcl.2004.06.085

2-(Anilino)imidazolines and 2-(benzyl)imidazoline derivatives as h5-HT _1D serotonin receptor ligands

Thomas Prisinzano, Małgorzata Dukat, Ho Law, Abdelmalik Slassi, Neil MacLean, Inés DeLannoy, Richard A. Glennon

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

Depending on appended substituents, 2-(anilino)- and 2-(benzyl)imidazoline derivatives (X = NH or CH ₂) bind at h5-HT _1D receptors with varying affinities and selectivities over h5-HT _1B receptors. Functional and pharmacokinetic data are provided for examples of 2-(benzyl)imidazolines and a ring-expanded analog: 2-(benzyl)-3,4,5,6- tetrahydropyrimidine. 2-(Anilino)imidazolines were identified as novel human 5-HT _1D receptor ligands, but offered no particular advantage over previously reported 2-(benzyl)imidazolines. Pharmacokinetic and functional data were obtained for selected 2-(benzyl)imidazoline derivatives.

Original language	English
Pages (from-to)	4697-4699
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	14
Issue number	18
DOIs	https://doi.org/10.1016/j.bmcl.2004.06.085
State	Published - Sep 20 2004

Keywords

Serotonin migraine

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/j.bmcl.2004.06.085

Cite this

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title = "2-(Anilino)imidazolines and 2-(benzyl)imidazoline derivatives as h5-HT 1D serotonin receptor ligands",

abstract = "Depending on appended substituents, 2-(anilino)- and 2-(benzyl)imidazoline derivatives (X = NH or CH 2) bind at h5-HT 1D receptors with varying affinities and selectivities over h5-HT 1B receptors. Functional and pharmacokinetic data are provided for examples of 2-(benzyl)imidazolines and a ring-expanded analog: 2-(benzyl)-3,4,5,6- tetrahydropyrimidine. 2-(Anilino)imidazolines were identified as novel human 5-HT 1D receptor ligands, but offered no particular advantage over previously reported 2-(benzyl)imidazolines. Pharmacokinetic and functional data were obtained for selected 2-(benzyl)imidazoline derivatives.",

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T1 - 2-(Anilino)imidazolines and 2-(benzyl)imidazoline derivatives as h5-HT 1D serotonin receptor ligands

AU - Prisinzano, Thomas

AU - Dukat, Małgorzata

AU - Law, Ho

AU - Slassi, Abdelmalik

AU - MacLean, Neil

AU - DeLannoy, Inés

AU - Glennon, Richard A.

PY - 2004/9/20

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AB - Depending on appended substituents, 2-(anilino)- and 2-(benzyl)imidazoline derivatives (X = NH or CH 2) bind at h5-HT 1D receptors with varying affinities and selectivities over h5-HT 1B receptors. Functional and pharmacokinetic data are provided for examples of 2-(benzyl)imidazolines and a ring-expanded analog: 2-(benzyl)-3,4,5,6- tetrahydropyrimidine. 2-(Anilino)imidazolines were identified as novel human 5-HT 1D receptor ligands, but offered no particular advantage over previously reported 2-(benzyl)imidazolines. Pharmacokinetic and functional data were obtained for selected 2-(benzyl)imidazoline derivatives.

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