Remote functionalization of SCH 39166: Discovery of potent and selective benzazepine dopamine D1 receptor antagonists

被引：6

作者：

Sasikumar, T. K. ^{[1
]}

Burnett, Duane A. ^{[1
]}

Greenlee, William J. ^{[1
]}

Smith, Michelle ^{[1
]}

Fawzi, Ahmad ^{[1
]}

Zhang, Hongtao ^{[1
]}

Lachowicz, Jean E. ^{[1
]}

机构：

[1] Merck Res Labs, Dept Med Chem & Metab Disorders, Kenilworth, NJ 07033 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 03期

关键词：

SCH; 39166; Ecopipam; Benzazepine; Dopamine antagonist; Obesity; D1; SCH-39166; ANALOGS; BINDING; INVIVO;

D O I：

10.1016/j.bmcl.2009.12.094

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel benzazepine derived dopamine D-1 antagonists have been discovered. These compounds are highly potent at D1 and showed excellent selectivity over D-2 and D-4 receptors. SAR studies revealed that a variety of functional groups are tolerated on the D-ring of known tetracyclic benzazepine analog 2, SCH 39166, leading to compounds with nanomolar potency at D-1 and good selectivity over D-2-like receptors. Published by Elsevier Ltd.

引用

页码：832 / 835

页数：4

共 50 条

[41] Discovery of LY3154207, a potent and selective dopamine receptor D1 positive allosteric modulator for the treatment of Parkinson's disease dementia
Hao, Junliang
Beck, James
Krushinski, Joseph
Schaus, John
Wang, Xu-shan
Heinz, Beverly
Bruns, Robert
Bender, David
Cramer, Jeffery
Svensson, Kjell
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
[42] The "selective" dopamine D1 receptor antagonist, SCH23390, is a potent and high efficacy agonist at cloned human serotonin2C receptors
Millan, MJ
Newman-Tancredi, A
Quentric, Y
Cussac, D
PSYCHOPHARMACOLOGY, 2001, 156 (01) : 58 - 62
[43] The "selective" dopamine D1 receptor antagonist, SCH23390, is a potent and high efficacy agonist at cloned human serotonin2C receptors
Mark J. Millan
Adrian Newman-Tancredi
Yann Quentric
Didier Cussac
Psychopharmacology, 2001, 156 : 58 - 62
[44] CONFORMATIONAL-ANALYSIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF SELECTIVE DOPAMINE D-1 RECEPTOR AGONISTS AND ANTAGONISTS OF THE BENZAZEPINE SERIES
PETTERSSON, I
LILJEFORS, T
BOGESO, K
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (08) : 2197 - 2204
[45] Discovery, Optimization, and Characterization of Novel D2 Dopamine Receptor Selective Antagonists
Xiao, Jingbo
Free, R. Benjamin
Barnaeva, Elena
Conroy, Jennie L.
Doyle, Trevor
Miller, Brittney
Bryant-Genevier, Marthe
Taylor, Mercedes K.
Hu, Xin
Dulcey, Andres E.
Southall, Noel
Ferrer, Marc
Titus, Steve
Zheng, Wei
Sibley, David R.
Marugan, Juan J.
JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (08) : 3450 - 3463
[46] SYNTHESIS OF [C-11] SCH 23390 FOR DOPAMINE D1 RECEPTOR STUDIES
DEJESUS, OT
VANMOFFAERT, GJC
FRIEDMAN, AM
APPLIED RADIATION AND ISOTOPES, 1987, 38 (05) : 345 - 348
[47] Discovery of potent, nonsteroidal, and highly selective glucocorticoid receptor antagonists
Morgan, BP
Swick, AG
Hargrove, DM
LaFlamme, JA
Moynihan, MS
Carroll, RS
Martin, KA
Lee, E
Decosta, D
Bordner, J
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (12) : 2417 - 2424
[48] Receptor affinities of dopamine D1 receptor-selective novel phenylbenzazepines
Neumeyer, JL
Kula, NS
Bergman, J
Baldessarini, RJ
EUROPEAN JOURNAL OF PHARMACOLOGY, 2003, 474 (2-3) : 137 - 140
[49] EVALUATION OF SCH-39166 AS PET LIGAND FOR CENTRAL D-1 DOPAMINE-RECEPTOR BINDING AND OCCUPANCY IN MAN
KARLSSON, P
SEDVALL, G
HALLDIN, C
SWAHN, CG
FARDE, L
PSYCHOPHARMACOLOGY, 1995, 121 (03) : 300 - 308
[50] EFFECTS OF THE DOPAMINE D-1 RECEPTOR ANTAGONIST SCH-39166 ON THE INGESTIVE BEHAVIOR OF ALCOHOL-PREFERRING RATS
PANOCKA, I
CICCOCIOPPO, R
MOSCA, M
POLIDORI, C
MASSI, M
PSYCHOPHARMACOLOGY, 1995, 120 (02) : 227 - 235

← 1 2 3 4 5 →