Imidazo[4,5-d]thiazolo[5,4-b]pyridine based inhibitors of IKK2: Synthesis, SAR, PK/PD and activity in a preclinical model of rheumatoid arthritis

被引：11

作者：

Dyckman, Alaric J. ^{[1
]}

Langevine, Charles M. ^{[1
]}

Quesnelle, Claude ^{[1
]}

Kempson, James ^{[1
]}

Guo, Junqing ^{[1
]}

Gill, Patrice ^{[1
]}

Spergel, Steven H. ^{[1
]}

Watterson, Scott H. ^{[1
]}

Li, Tianle ^{[1
]}

Nirschl, David S. ^{[1
]}

Gillooly, Kathleen M. ^{[1
]}

Pattoli, Mark A. ^{[1
]}

McIntyre, Kim W. ^{[1
]}

Chen, Laishun ^{[1
]}

McKinnon, Murray ^{[1
]}

Dodd, John H. ^{[1
]}

Barrish, Joel C. ^{[1
]}

Burke, James R. ^{[1
]}

Pitts, William J. ^{[1
]}

机构：

[1] Bristol Myers Squibb Co, Res & Dev, Princeton, NJ 08543 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 01期

关键词：

IKK; IKK2; IKK beta; NF-kappa B; KAPPA-B KINASE;

D O I：

10.1016/j.bmcl.2010.10.133

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis, structure-activity relationships (SAR) and biological evaluation of thiazole based tricyclic inhibitors of IKK2 are described. Compound 9 was determined to be orally efficacious in a murine model of rheumatoid arthritis. (c) 2010 Elsevier Ltd. All rights reserved.

引用

页码：383 / 386

页数：4

共 14 条

[1] Synthesis of thiazolo[5,4-d]pyrimidine, thiazolo[5,4-b]pyridine, thiazolo[4,5-b]pyrrolizine and thiazolo[5,4-d]thiazaphosphinine
El-Emary, T. I.
Khodairy, A.
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[2] Design, Synthesis, Molecular Docking and Antimicrobial Activity of Novel Thiazolo[5,4-c]Pyridine Glycoside and Thiazolo[4,5-d]Pyrimidin Glycoside
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[3] Synthesis of derivatives of a new heterocyclic system pyrazolo[3,4-b]pyrido[1′,2′: 1,2]imidazo[4,5-d]pyridine
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V. A. Makarov
L. M. Alekseeva
G. V. Avramenko
V. G. Granik
Russian Chemical Bulletin, 2006, 55 : 735 - 740
[4] Synthesis of derivatives of a new heterocyclic system pyrazolo[3,4-b]pyrido[1′,2′:1,2]imidazo[4,5-d]pyridine
Komarova, E. S.
Makarov, V. A.
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Granik, V. G.
RUSSIAN CHEMICAL BULLETIN, 2006, 55 (04) : 735 - 740
[5] Structure-Based Design of Selective Janus Kinase 2 Imidazo[4,5-d]pyrrolo[2,3-b]pyridine Inhibitors
Hart, Amy C.
Schroeder, Gretchen M.
Wan, Honghe
Grebinski, James
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Guo, Junqing
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ACS MEDICINAL CHEMISTRY LETTERS, 2015, 6 (08): : 845 - 849
[6] Synthesis and anticonvulsant activity of isothiazolo[5,4-b]pyrano(thiopyrano)[4,3-d]pyridine and isothiazolo[4,5-b]-2,7-naphthyridine derivatives
Paronikyan E.G.
Noravyan A.S.
Dzhagatspanyan I.A.
Nazaryan I.M.
Paronikyan R.G.
Pharmaceutical Chemistry Journal, 2002, 36 (9) : 465 - 467
[7] Microwave-assisted synthesis of novel N-(4-phenylthiazol-2-yl)-benzo[d]thiazole-, thiazolo[4,5-b]pyridine-, thiazolo[5,4-b]pyridine- and benzo[d]oxazole-2-carboximidamides inspired by marine topsentines and nortopsentines
Deau, Emmanuel
Dubouilh-Benard, Carole
Levacher, Vincent
Besson, Thierry
TETRAHEDRON, 2014, 70 (35) : 5532 - 5540
[8] Design and synthesis of novel DFG-out RAF/vascular endothelial growth factor receptor 2 (VEGFR2) inhibitors: 3. Evaluation of 5-amino-linked thiazolo[5,4-d]pyrimidine and thiazolo[5,4-b]pyridine derivatives
Hirose, Masaaki
Okaniwa, Masanori
Miyazaki, Tohru
Imada, Takashi
Ohashi, Tomohiro
Tanaka, Yuta
Arita, Takeo
Yabuki, Masato
Kawamoto, Tomohiro
Tsutsumi, Shunichirou
Sumita, Akihiko
Takagi, Terufumi
Sang, Bi-Ching
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BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (18) : 5600 - 5615
[9] SYNTHESIS OF UPSILON-TRIAZOLO[4,5-C]PYRIDINE NUCLEOSIDES AND 4-(BETA-D-RIBOFURANOSYL)AMINO-1,2,3-THIADIAZOLO[5,4-B]PYRIDINE VIA A REARRANGEMENT
MAY, JA
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JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08): : 1449 - 1456
[10] Synthesis of 5-(4-methyl phenyl sulfonyl)-10-phenyl-6,7-dihydro-5H-benzo [B] imidazo [2′,1′:2,3][1,3] thiazolo [4,5-D] azepin-5-yl.+
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