𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of 1-(2,4-dichlorophenyl)-4-cyano-5-(4-[11C]methoxyphenyl)-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide ([11C]JHU75528) and 1-(2-bromophenyl)-4-cyano-5-(4-[11C]methoxyphenyl)-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide ([11C]JHU75575) as potential radioligands for PET imaging of cerebral cannabinoid receptor

✍ Scribed by Hong Fan; Hayden T. Ravert; Daniel P. Holt; Robert F. Dannals; Andrew G. Horti

Publisher
John Wiley and Sons
Year
2006
Tongue
French
Weight
183 KB
Volume
49
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Two novel ligands for cerebral cannabinoid receptor (CB1), 1‐(2,4‐dichlorophenyl)‐4‐cyano‐5‐(4‐methoxyphenyl)‐N‐(piperidin‐1‐yl)‐1__H__‐pyrazole‐3‐carboxamide (JHU75528) and 1‐(2‐bromophenyl)‐4‐cyano‐5‐(4‐methoxyphenyl)‐N‐(piperidin‐1‐yl)‐1__H__‐pyrazole‐3‐carboxamide (JHU75575) have been synthesized. Both JHU75528 and JHU75575 display a combination of higher binding affinity and lower lipophilicity than those of Rimonabant (SR141716), a high affinity CB1 selective antagonist, and AM281, the only available ligand for emission tomography imaging of CB1 in human subjects. Radiolabeled [^11^C]JHU75528 and [^11^C]JHU75575 were prepared by reaction of [^11^C]methyl iodide with nor‐methyl precursors. The average radiochemical yield, specific radioactivity, and radiochemical purity of [^11^C]JHU75528 were 16%, 235 GBq/µmol (6360 mCi/µmol), and 99%, respectively; those of [^11^C]JHU75575 were 8%, 196 GBq/µmol (5308 mCi/µmol), and 99%, respectively. Both ligands hold promise as PET radioligands for imaging CB1 receptor. Copyright © 2006 John Wiley & Sons, Ltd.

📜 SIMILAR VOLUMES

Synthesis of N-(piperidin-1-yl)-5-(4-met
Synthesis of N-(piperidin-1-yl)-5-(4-methoxyphenyl)-1-(2-chlorophenyl)-4-[18F]fluoro-1H-pyrazole-3-carboxamide by nucleophilic [18F] fluorination: a PET radiotracer for studying CB1 cannabinoid receptors
✍ Reeti Katoch-Rouse; Andrew G. Horti 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 French ⚖ 91 KB

## Abstract The feasibility of nucleophilic displacement of bromide in the 4‐bromopyrazole ring with [^18^F]fluoride has been demonstrated by the synthesis of two radiolabeled compounds: __N__‐(piperidin‐1‐yl)‐5‐(4‐methoxyphenyl)‐1‐(2‐chlorophenyl)‐4‐[^18^F]fluoro‐1__H__‐pyrazole‐3‐carboxamide, ([^

Synthesis and in vivo evaluation of [O-m
Synthesis and in vivo evaluation of [O-methyl-11C] 2-(4-methoxyphenyl)-N-(4-methylbenzyl)-N-(1-methyl- piperidin-4-yl)acetamide as an imaging probe for 5-HT2A receptors
✍ Jaya Prabhakaran; Ramin V. Parsey; Vattoly J. Majo; Ronald L. Van Heertum; J. Jo 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 French ⚖ 224 KB 👁 1 views

## Abstract 2‐(4‐Methoxyphenyl)‐__N__‐(4‐methylbenzyl)‐__N__‐(1‐methylpiperidin‐4‐yl)acetamide (AC90179, **4**), a highly potent and selective competitive 5‐HT~2A~ antagonist, was labeled by [^11^C]‐methylation of the corresponding desmethyl analogue **5** with [^11^C]methyl triflate. The precursor

Synthesis and evaluation of [O-methyl-11
Synthesis and evaluation of [O-methyl-11C]4-[3-[4-(2-methoxyphenyl)- piperazin-1-yl]propoxy]-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione as a 5-HT1A receptor agonist PET ligand
✍ Vattoly J. Majo; Ramin V. Parsey; Jaya Prabhakaran; J. John Mann; J. S. Dileep K 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 French ⚖ 189 KB 👁 1 views

## Abstract 4‐[3‐[4‐(2‐Methoxyphenyl)piperazin‐1‐yl]propoxy]‐4‐aza‐tricyclo[5.2.1.02,6]dec‐8‐ene‐3,5‐dione (4), a potent and selective 5‐HT~1A~ agonist, was labeled by ^11^C‐methylation of the corresponding desmethyl analogue 3 with ^11^C‐methyl triflate. The precursor molecule 3 was synthesized fr

Erratum: W.T. Stolle, J.A. Easter, M.J.
Erratum: W.T. Stolle, J.A. Easter, M.J. Ackland, S.R. Haadsma–Svensson, C.–H. Lin, R.S.P. Hsi (1997). Synthesis of isotopically labeled CIS–(3aR)–(–)–2,3,3a,4,5,9b–hexahydro–3–(N–propyl)–1H]–benz[e]indole–9–carboxamide, a 5–HT1A receptor agonist. Journal of Labelled Compounds and Radiopharmaceuticals, Vol.XXXIX, No. 11, 891–900.
✍ Wayne T. Stolle; John A. Easter; Mark J. Ackland; Susanne R. Haadsma-Svensson; C 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 French ⚖ 18 KB 👁 2 views