New bicyclic cannabinoid receptor-1 (CB1-R) antagonists

被引：38

作者：

Carpino, PA ^{[1
]}

Griffith, DA ^{[1
]}

Sakya, S ^{[1
]}

Dow, RL ^{[1
]}

Black, SC ^{[1
]}

Hadcock, JR ^{[1
]}

Iredale, PA ^{[1
]}

Scott, DO ^{[1
]}

Fichtner, MW ^{[1
]}

Rose, CR ^{[1
]}

Day, R ^{[1
]}

Dibrino, J ^{[1
]}

Butler, M ^{[1
]}

DeBartolo, DB ^{[1
]}

Dutcher, D ^{[1
]}

Gautreau, D ^{[1
]}

Lizano, JS ^{[1
]}

O'Connor, RE ^{[1
]}

Sands, MA ^{[1
]}

Kelly-Sullivan, D ^{[1
]}

Ward, KM ^{[1
]}

机构：

[1] Pfizer Global Res & Dev, Groton Labs, Groton, CT 06340 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 03期

关键词：

cannabinoid receptor antagonists; CB1-R; 2,6-dihydropyrazolo[4,3-d]pyrimidin-7-one; 2,6-dihydro-pyrazolo[3,4-c]pyridin-7-one; 2,6-dihydro-pyrazolo[3,4-d]pyridazin-7-one; 1,9-dihydro-purin-6-one; obesity; conformational restriction;

D O I：

10.1016/j.bmcl.2005.10.019

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of conformationally constrained bicyclic derivatives derived from SR141716 was prepared and evaluated as hCB(1)-R antagonists and inverse agonists. Optimization of the structure-activity relationships around the 2,6-dihydro-pyrazolo[4,3 -d]pyrimidin-7-one derivative 2a led to the identification of two compounds with oral activity in rodent feeding models (2h and 4a). Replacement of the PP group in 2h with other bicyclic groups resulted in a loss of binding affinity. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：731 / 736

页数：6

共 50 条

[21] Cannabinoid Receptor-1 Blockade Attenuates Acute pancreatitis in Obesity by An adiponectin Mediated Mechanism
Nicholas J. Zyromski
Abhishek Mathur
Henry A. Pitt
Terence E. Wade
Sue Wang
Deborah A. Swartz-Basile
Andrew D. Prather
Keith D. Lillemoe
[J]. Journal of Gastrointestinal Surgery, 2009, 13
[22] The therapeutic potential of second and third generation CB1R antagonists
Cinar, Resat
Iyer, Malliga R.
Kunos, George
[J]. PHARMACOLOGY & THERAPEUTICS, 2020, 208
[23] Structure-activity relationship studies of novel pyrazole and imidazole carboxamides as cannabinoid-1 (CB1) antagonists
Sasmal, Pradip K.
Talwar, Rashmi
Swetha, J.
Balasubrahmanyam, D.
Venkatesham, B.
Rawoof, Khaji Abdul
Devi, B. Neelima
Jadhav, Vikram P.
Khan, Sanjoy K.
Mohan, Priya
Reddy, D. Srinivasa
Nyavanandi, Vijay Kumar
Nanduri, Srinivas
Kyasa, Shiva K.
Kannan, M.
Srinivas, P.
Nadipalli, Prabhakar
Chaudhury, Hira
Sebastian, V. J.
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (16) : 4913 - 4918
[24] Indole-2-carboxamides as Allosteric Modulators of the Cannabinoid CB1 Receptor
Piscitelli, Francesco
Ligresti, Alessia
La Regina, Giuseppe
Coluccia, Antonio
Morera, Ludovica
Allara, Marco
Novellino, Ettore
Di Marzo, Vincenzo
Silvestri, Romano
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (11) : 5627 - 5631
[25] Dysregulation of Cannabinoid CB1 Receptor Expression in Subcutaneous Adipocytes of Obese Individuals
Lee, Yong-Ho
Tharp, William G.
Dixon, Anne E.
Spaulding, Laurie
Trost, Susanne
Nair, Saraswathy
Permana, Paska A.
Pratley, Richard E.
[J]. ANIMAL CELLS AND SYSTEMS, 2009, 13 (04) : 371 - 379
[26] Tetrahydroindazole derivatives as potent and peripherally selective cannabinoid-1 (CB1) receptor inverse agonists
Matthews, Jay M.
McNally, James J.
Connolly, Peter J.
Xia, Mingde
Zhu, Bin
Black, Shawn
Chen, Cailin
Hou, Cuifen
Liang, Yin
Tang, Yuting
Macielag, Mark J.
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (21) : 5346 - 5349
[27] Pharmacophore and 3D-QSAR Studies on 1-Sulfonyl-4-acylpiperazines as Selective Cannabinoid-1 Receptor (CB1R) Inverse Agonists
Telvekar, Vikas N.
Thakur, Lalit B.
Jagdhane, Prashant B.
Manohar, Yogesh D.
[J]. LETTERS IN DRUG DESIGN & DISCOVERY, 2011, 8 (07) : 659 - 670
[28] Optimization of imidazole amide derivatives as cannabinoid-1 receptor antagonists for the treatment of obesity
Smith, Roger A.
Fathi, Zahra
Achebe, Furahi
Akuche, Christiana
Brown, Su-Ellen
Choi, Soongyu
Fan, Jianmei
Jenkins, Susan
Kluender, Harold C. E.
Konkar, Anish
Lavoie, Rico
Mays, Ronald
Natoli, Jennifer
O'Connor, Stephen J.
Ortiz, Astrid A.
Su, Ning
Taing, Christy
Tomlinson, Susan
Tritto, Theresa
Wang, Gan
Wirtz, Stephan-Nicholas
Wong, Wai
Yang, Xiao-Fan
Ying, Shihong
Zhang, Zhonghua
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (10) : 2706 - 2711
[29] Central and peripheral consequences of the chronic blockade of CB1 cannabinoid receptor with rimonabant or taranabant
Martin-Garcia, Elena
Burokas, Aurelijus
Martin, Miquel
Berrendero, Fernando
Rubi, Blanca
Kiesselbach, Christoph
Heyne, Andrea
Domingo Gispert, Juan
Millan, Olga
Maldonado, Rafael
[J]. JOURNAL OF NEUROCHEMISTRY, 2010, 112 (05) : 1338 - 1351
[30] CB1 cannabinoid receptor expression is regulated by glucose and feeding in rat pancreatic islets
Vilches-Flores, Alonso
Laura Delgado-Buenrostro, Norma
Navarrete-Vazquez, Gabriel
Villalobos-Molina, Rafael
[J]. REGULATORY PEPTIDES, 2010, 163 (1-3) : 81 - 87

← 1 2 3 4 5 →