Design and structure-activity relationship of 3-benzimidazol-2-yl-1H-indazoles as inhibitors of receptor tyrosine kinases

被引:43
作者
McBride, Christopher M. [1 ]
Renhowe, Paul A. [1 ]
Heise, Carla [1 ]
Jansen, Johanna M. [1 ]
Lapointe, Gena [1 ]
Ma, Sylvia [1 ]
Pineda, Ramon [1 ]
Vora, Jayesh [1 ]
Wiesmann, Marion [1 ]
Shafer, Cynthia M. [1 ]
机构
[1] Chiron Corp, Biopharma Div, Small Mol Drug Discovery, Emeryville, CA 94608 USA
关键词
indazole benzimidazole; receptor tyrosine kinase (RTK); vascular endothelial growth factor (VEGF); basic fibroblast growth factor (bFGF); platelet derived growth factor (PDGF);
D O I
10.1016/j.bmcl.2006.03.069
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
-3-Benzimidazol-2-yl-1H-indazole analogs were developed as inhibitors of receptor tyrosine kinases (RTK). The synthesis and SAR of this series is reported. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3595 / 3599
页数:5
相关论文
共 14 条
[1]  
ALLEN DG, 1997, Patent No. 9749699
[2]   DESIGN, SYNTHESIS, AND STUDY OF 9-SUBSTITUTED ELLIPTICINE AND 2-METHYLELLIPTICINIUM ANALOGS AS POTENTIAL CNS-SELECTIVE ANTITUMOR AGENTS [J].
ANDERSON, WK ;
GOPALSAMY, A ;
REDDY, PS .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (13) :1955-1963
[3]   LHMDS mediated tandem acylation-cyclization of 2-aminobenzenecarbonitriles with 2-benzymidazol-2-yl acetates: a short and efficient route to the synthesis of 4-amino-3-benzimidazol-2-ylhydroquinolin-2-ones [J].
Antonios-McCrea, WR ;
Frazier, KA ;
Jazan, EM ;
Machajewski, TD ;
McBride, CM ;
Pecchi, S ;
Renhowe, PA ;
Shafer, CM ;
Taylor, C .
TETRAHEDRON LETTERS, 2006, 47 (05) :657-660
[4]   Oncogenic kinase signalling [J].
Blume-Jensen, P ;
Hunter, T .
NATURE, 2001, 411 (6835) :355-365
[5]   DIRECT ACTING, HIGHLY MUTAGENIC, ALPHA-HYDROXY N-NITROSAMINES FROM 4-CHLOROINDOLES [J].
BUCHI, G ;
LEE, GCM ;
YANG, D ;
TANNENBAUM, SR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (14) :4115-4119
[6]   Angiogenesis in health and disease [J].
Carmeliet, P .
NATURE MEDICINE, 2003, 9 (06) :653-660
[7]   CHIR-258: A potent inhibitor of FLT3 kinase in experimental tumor xenograft models of human acute myelogenous leukemia [J].
de Menezes, DEL ;
Peng, J ;
Garrett, EN ;
Louie, SG ;
Lee, SH ;
Wiesmann, M ;
Tang, Y ;
Shephard, L ;
Goldbeck, C ;
Oei, Y ;
Ye, H ;
Aukerman, SL ;
Heise, C .
CLINICAL CANCER RESEARCH, 2005, 11 (14) :5281-5291
[8]   Vascular endothelial growth factor as a target for anticancer therapy [J].
Ferrara, N .
ONCOLOGIST, 2004, 9 :2-10
[9]   ANGIOGENESIS IN CANCER, VASCULAR, RHEUMATOID AND OTHER DISEASE [J].
FOLKMAN, J .
NATURE MEDICINE, 1995, 1 (01) :27-31
[10]  
HECHT JR, 2005, 41 ASCO ANN M ORL FL, V3