Pyrazoles with a "click" 4-[N-(4-fluorobutyl)-1,2,3-triazole] substituent in position 3 are nanomolar CB1 receptor ligands

被引：6

作者：

Distinto, Rita ^{[1
,2
]}

Zanato, Chiara ^{[1
]}

Montanari, Serena ^{[1
]}

Cascio, Maria Grazia ^{[1
]}

Lazzari, Paolo ^{[2
,3
]}

Pertwee, Roger ^{[1
]}

Zanda, Matteo ^{[1
,4
]}

机构：

[1] Univ Aberdeen, Inst Med Sci, Kosterlitz Ctr Therapeut, Foresterhill AB25 2ZD, Scotland

[2] Neurosci PharmaNess Scarl, I-09010 Pula, CA, Italy

[3] KemoTech Srl, I-09010 Pula, CA, Italy

[4] CNR, ICRM, I-20131 Milan, Italy

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2014年 / 167卷

关键词：

Cannabinoids; PET imaging; Fluorine; Sonogashira reaction; Click" chemistry; IN-VIVO; CANNABINOID RECEPTORS; ANTAGONIST; POTENT; BINDS; RADIOLIGAND; DERIVATIVES; SR141716A;

D O I：

10.1016/j.jfluchem.2014.07.010

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Replacement of the 3-carbonylaminopiperidine substitutent with a "click" 4-[N-(4-fluorobutyl)-(1,2,3-triazolyl)] group in Rimonabant-type pyrazoles produced a novel class of nanomolar CB1 receptor ligands. Molecule 1d is the most promising lead with a K-i=23 nM for CB1, which is very close to that displayed by Rimonabant (SR141716), and fairly good CB1/CB2 selectivity (K-i CB2/K-i CB1 = 35.5), thus representing a promising candidate for [F-18]radiolabeling and PET Imaging studies of the CB1 receptor. (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：184 / 191

页数：8

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