Suppr超能文献

N-苄基-N-(吡咯烷-3-基)羧酰胺作为一类新型的选择性5-羟色胺/去甲肾上腺素双重再摄取抑制剂。

N-Benzyl-N-(pyrrolidin-3-yl)carboxamides as a new class of selective dual serotonin/noradrenaline reuptake inhibitors.

作者信息

Wakenhut Florian, Fish Paul V, Fray M Jonathan, Gurrell Ian, Mills James E, Stobie Alan, Whitlock Gavin A

机构信息

Department of Genitourinary Chemistry, Pfizer Global Research and Development, Sandwich Laboratories, Ramsgate Road, Sandwich, Kent CT13 9NJ, UK.

出版信息

Bioorg Med Chem Lett. 2008 Aug 1;18(15):4308-11. doi: 10.1016/j.bmcl.2008.06.078. Epub 2008 Jun 28.

DOI:10.1016/j.bmcl.2008.06.078
PMID:18625557
Abstract

The structure-activity relationship and the synthesis of novel N-benzyl-N-(pyrrolidin-3-yl)carboxamides as dual serotonin (5-HT) and noradrenaline (NA) monoamine reuptake inhibitors are described. Compounds such as 18 exhibited dual 5-HT and NA reuptake inhibition, good selectivity over dopamine (DA) reuptake inhibition and drug-like physicochemical properties consistent with CNS target space. Compound 18 was selected for further preclinical evaluation.

摘要

描述了新型N-苄基-N-(吡咯烷-3-基)羧酰胺作为5-羟色胺(5-HT)和去甲肾上腺素(NA)单胺再摄取双重抑制剂的构效关系及合成方法。化合物18等表现出5-HT和NA再摄取双重抑制作用，对多巴胺(DA)再摄取抑制具有良好的选择性，且具有与中枢神经系统靶点空间相符的类药理化性质。选择化合物18进行进一步的临床前评价。

相似文献

1
N-Benzyl-N-(pyrrolidin-3-yl)carboxamides as a new class of selective dual serotonin/noradrenaline reuptake inhibitors.
Bioorg Med Chem Lett. 2008 Aug 1;18(15):4308-11. doi: 10.1016/j.bmcl.2008.06.078. Epub 2008 Jun 28.
2
N-Benzyl-N-(tetrahydro-2H-pyran-4-yl)pyrrolidin-3-amines as selective dual serotonin/noradrenaline reuptake inhibitors.
Bioorg Med Chem Lett. 2007 Apr 1;17(7):2022-5. doi: 10.1016/j.bmcl.2007.01.020. Epub 2007 Jan 19.
3
N-[(3S)-Pyrrolidin-3-yl]benzamides as novel dual serotonin and noradrenaline reuptake inhibitors: impact of small structural modifications on P-gp recognition and CNS penetration.
Bioorg Med Chem Lett. 2009 Sep 1;19(17):5078-81. doi: 10.1016/j.bmcl.2009.07.049. Epub 2009 Jul 31.
4
Derivatives of (3S)-N-(biphenyl-2-ylmethyl)pyrrolidin-3-amine as selective noradrenaline reuptake inhibitors: Reducing P-gp mediated efflux by modulation of H-bond acceptor capacity.
Bioorg Med Chem Lett. 2008 Aug 1;18(15):4355-9. doi: 10.1016/j.bmcl.2008.06.071. Epub 2008 Jun 25.
5
Design and synthesis of 4-benzylpiperidine carboxamides as dual serotonin and norepinephrine reuptake inhibitors.
Bioorg Med Chem. 2015 Oct 1;23(19):6418-26. doi: 10.1016/j.bmc.2015.08.022. Epub 2015 Aug 20.
6
1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors.
J Med Chem. 2006 Feb 23;49(4):1420-32. doi: 10.1021/jm050797a.
7
[4-(Phenoxy)pyridin-3-yl]methylamines: a new class of selective noradrenaline reuptake inhibitors.
Bioorg Med Chem Lett. 2008 Mar 15;18(6):1795-8. doi: 10.1016/j.bmcl.2008.02.036. Epub 2008 Feb 16.
8
Reciprocal effects of combined administration of serotonin, noradrenaline and dopamine reuptake inhibitors on serotonin and dopamine levels in the rat prefrontal cortex: the role of 5-HT1A receptors.
J Psychopharmacol. 2007 Nov;21(8):795-804. doi: 10.1177/0269881107077347.
9
4-Piperidines and 3-pyrrolidines as dual serotonin and noradrenaline reuptake inhibitors: design, synthesis and structure-activity relationships.
Bioorg Med Chem Lett. 2009 May 15;19(10):2829-34. doi: 10.1016/j.bmcl.2009.03.090. Epub 2009 Mar 26.
10
Design and Synthesis of Arylamidine Derivatives as Serotonin/Norepinephrine Dual Reuptake Inhibitors.
Molecules. 2019 Jan 30;24(3):497. doi: 10.3390/molecules24030497.

文献AI研究员

20分钟写一篇综述，助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型，支持多种主流文档格式。

立即体验