The effects of alkyl substituents at the 6-position of cocaine analogues on dopamine transporter binding affinity and dopamine uptake inhibition

Stacey A. Lomenzo; Sari Izenwasser; Jonathan L. Katz; Mark L. Trudell

The effects of alkyl substituents at the 6-position of cocaine analogues on dopamine transporter binding affinity and dopamine uptake inhibition

Stacey A. Lomenzo, Sari Izenwasser, Jonathan L. Katz, Mark L. Trudell

Psychiatry & Behavioral Sciences

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

4 Scopus citations

Abstract

A series of 6-alkyl-3β-benzyl-2-(methoxycarbonylmethyl)tropane analogues were synthesized and evaluated as cocaine binding-site ligands at the dopamine transporter (DAT). The in vitro inhibition of [³H]dopamine and the DAT binding affinity (K(i), [³H]WIN 35,428) were measured in rat caudate putamen tissue. Generally, substitution at the 6-position was found to reduce ligand potency.

Original language	English (US)
Pages (from-to)	35-42
Number of pages	8
Journal	Medicinal Chemistry Research
Volume	8
Issue number	1-2
State	Published - Jan 1 1998

ASJC Scopus subject areas

Pharmacology, Toxicology and Pharmaceutics(all)
Organic Chemistry

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abstract = "A series of 6-alkyl-3β-benzyl-2-(methoxycarbonylmethyl)tropane analogues were synthesized and evaluated as cocaine binding-site ligands at the dopamine transporter (DAT). The in vitro inhibition of [3H]dopamine and the DAT binding affinity (K(i), [3H]WIN 35,428) were measured in rat caudate putamen tissue. Generally, substitution at the 6-position was found to reduce ligand potency.",

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AU - Trudell, Mark L.

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AB - A series of 6-alkyl-3β-benzyl-2-(methoxycarbonylmethyl)tropane analogues were synthesized and evaluated as cocaine binding-site ligands at the dopamine transporter (DAT). The in vitro inhibition of [3H]dopamine and the DAT binding affinity (K(i), [3H]WIN 35,428) were measured in rat caudate putamen tissue. Generally, substitution at the 6-position was found to reduce ligand potency.

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