UCL Discovery
UCL home » Library Services » Electronic resources » UCL Discovery

Design, Synthesis, and Evaluation of Tetrasubstituted Pyridines as Potent 5-HT2C Receptor Agonists

Rouquet, G; Moore, DE; Spain, M; Allwood, DM; Battilocchio, C; Blakemore, DC; Fish, PV; ... Storer, RI; + view all (2015) Design, Synthesis, and Evaluation of Tetrasubstituted Pyridines as Potent 5-HT2C Receptor Agonists. ACS Medicinal Chemistry Letters , 6 (3) pp. 329-333. 10.1021/ml500507v. Green open access

[thumbnail of Rocquet_Design_Synthesis_Evaluation_Tetrasubstituted_Pyridines_AAM.pdf]
Preview
Text
Rocquet_Design_Synthesis_Evaluation_Tetrasubstituted_Pyridines_AAM.pdf - Accepted Version

Download (676kB) | Preview

Abstract

A series of pyrido[3,4-d]azepines that are potent and selective 5-HT2C receptor agonists is disclosed. Compound 7 (PF-04781340) is identified as a suitable lead owing to good 5-HT2C potency, selectivity over 5-HT2B agonism, and in vitro ADME properties commensurate with an orally available and CNS penetrant profile. The synthesis of a novel bicyclic tetrasubstituted pyridine core template is outlined, including rationale to account for the unexpected formation of aminopyridine 13 resulting from an ammonia cascade cyclization.

Type: Article
Title: Design, Synthesis, and Evaluation of Tetrasubstituted Pyridines as Potent 5-HT2C Receptor Agonists
Open access status: An open access version is available from UCL Discovery
DOI: 10.1021/ml500507v
Publisher version: http://dx.doi.org/10.1021/ml500507v
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
Keywords: 5-HT2C receptor agonist; CNS penetration; pyrido[3,4-d]azepine; Tetrasubstituted pyridines
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Brain Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Brain Sciences > UCL Queen Square Institute of Neurology
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Brain Sciences > UCL Queen Square Institute of Neurology > Department of Neuromuscular Diseases
URI: https://discovery.ucl.ac.uk/id/eprint/1481054
Downloads since deposit
85Downloads
Download activity - last month
Download activity - last 12 months
Downloads by country - last 12 months

Archive Staff Only

View Item View Item