3-Aryl-3-arylmethoxyazetidines. A new class of high affinity ligands for monoamine transporters

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:23

Article

Thaxton, Amber¹  Izenwasser, Sari²  Wade, Dean²  Stevens, Edwin D.¹  Mobley, David L.³  Jaber, Vivian¹  Lomenzo, Stacey A.¹  Trudell, Mark L.¹ 

[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

[2] Univ Miami, Miller Sch Med, Dept Psychiat & Behav Sci, Miami, FL 33136 USA

[3] Univ Calif Irvine, Dept Pharmaceut Sci, Irvine, CA 92697 USA

关键词: Azetidines;    Serotonin transporters;    Dopamine transporters;   

DOI  :  10.1016/j.bmcl.2013.05.071

来源: Elsevier

【 摘 要 】

A series of 3-aryl-3-arylmethoxy-azetidines were synthesized and evaluated for binding affinities at dopamine and serotonin transporters. The 3-aryl-3-arylmethoxyazetidines were generally SERT selective with the dichloro substituted congener 7c (K-i = 1.0 nM) and the tetrachloro substituted derivative 7i (K-i = 1.3 nM) possessing low nanomolar affinity for the SERT. The 3-(3,4-dichlorophenyl-3-phenylmethoxyazetidine (7g) exhibited moderate affinity at both DAT and SERT transporters and suggests that substitution of the aryl rings can be used to tune the mononamine transporter affinity. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

Free