Isopropyl and phenyl esters of 3 beta-(4-substituted phenyl)tropan-2 beta-carboxylic acids. Potent and selective compounds for the dopamine transporter.
Isopropyl and phenyl esters of 3 beta-(4-substituted phenyl)tropan-2 beta-carboxylic acids. Potent and selective compounds for the dopamine transporter.
复制标题
3β-(4-取代苯基)tropan-2β-羧酸的异丙酯和苯酯。
DOI：
10.1021/jm00091a019
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发表时间：
1992
影响因子：
7.3
通讯作者：
Kuhar,M
中科院分区：
文献类型：
--
作者：
Carroll,FI;Abraham,P;Lewin,AH;Parham,KA;Boja,JW;Kuhar,M
4a，R=（CH 3）2 CH，X= Cl B b，R=（CH 3）2 CH，X= 1 c，R=（CH 3）2 CH，X= CH 3 5a，R= C 6 H 5 1，X= Cl B b，R= C 6 K 5，X= 1 c，R= C 6 H 5 1，X= CH 3。在我们研究确定与DA转运蛋白有效结合所需的（-）-可卡因（1）的结构特征的过程中，我们发现3，8-（4 ′-取代苯基）托烷-2，S-羧酸甲酯（2c-e）对DA转运蛋白上的可卡因结合位点具有低纳摩尔效力。7此外，我们发现用其他基团取代可卡因2-甲氧羰基官能团中的甲基对DA转运蛋白的效力只有很小的影响。8在这篇文章中，我们报道了这些可卡因类似物对去甲肾上腺素（NE）和5-羟色胺（5-HT）转运蛋白的结合效力，并提出了一些新的可卡因酯类似物的合成和受体结合数据。
4a, R=(CH3) 2CH, X= CI b, R=(CH3) 2CH, X= 1 c, R=(CH3) 2CH, X= CH3 5a, R= C6H5l X= CI b, R= C6K5, X= I c, R= C6H5i X= CH3 agents useful in the treatment of cocaine abuse. During the course of our investigation to determine the structural features of (-)-cocaine (1) needed for potent binding to the DA transporter, we found that the 3j8-(4'-substituted phenyl) tropan-2/S-carboxylic acid methyl esters (2c-e) possessed low nanomolar potency for the cocaine binding site on the DA transporter. 7 In addition, we discovered that replacement of the methyl group in the 2-carbomethoxy functionality of cocaine with other groups had only small effect on potency at the DA transporter. 8 In this communication, we report the binding potency of these cocaine analogs atthe norepinephrine (NE) and serotonin (5-HT) transporters and present the syntheses and receptor binding data of some new ester analogs of