(3-substituted benzyl)thiazolidine-2,4-diones as structurally new antihyperglycemic agents

被引:99
作者
Nomura, M [1 ]
Kinoshita, S [1 ]
Satoh, H [1 ]
Maeda, T [1 ]
Murakami, K [1 ]
Tsunoda, M [1 ]
Miyachi, H [1 ]
Awano, K [1 ]
机构
[1] Kyorin Pharmaceut Co Ltd, Cent Res Labs, Nogi, Tochigi 3290114, Japan
关键词
D O I
10.1016/S0960-894X(99)00039-6
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of 3-[(2,4-dioxothiazolidin-5-yl)methyl]benzamide derivatives was prepared as part of a search for antidiabetic agents. A structure-activity relationship study of these compounds led to the identification of 5-[(2,4-dioxothiazolidin-5-yl)methyl] -2-methoxy-N-[[4-trifluoromethyl)phenyl]methyl]benzamide (KRP-297) as a candidate drug for the treatment of diabetes mellitus. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:533 / 538
页数:6
相关论文
共 15 条
[1]   THE SYNTHESIS OF BRL-49653 - A NOVEL AND POTENT ANTIHYPERGLYCEMIC AGENT [J].
CANTELLO, BCC ;
CAWTHORNE, MA ;
HAIGH, D ;
HINDLEY, RM ;
SMITH, SA ;
THURLBY, PL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (10) :1181-1184
[2]   EFFECT OF NEAR NORMOGLYCEMIA FOR 2 YEARS ON PROGRESSION OF EARLY DIABETIC-RETINOPATHY, NEPHROPATHY, AND NEUROPATHY - THE OSLO STUDY [J].
DAHLJORGENSEN, K ;
BRINCHMANNHANSEN, O ;
HANSSEN, KF ;
GANES, T ;
KIERULF, P ;
SMELAND, E ;
SANDVIK, L ;
AAGENAES, O .
BRITISH MEDICAL JOURNAL, 1986, 293 (6556) :1195-1199
[3]  
FELDTRASMUSSEN B, 1986, LANCET, V2, P1300
[4]   MONITORING AND CONTROLLING THE PATIENT WITH NON-INSULIN-DEPENDENT DIABETES-MELLITUS [J].
JASPAN, JB .
METABOLISM-CLINICAL AND EXPERIMENTAL, 1987, 36 (02) :22-27
[5]  
Johnson J.R., 1942, Organic Reactions, Org. React., V1, P210, DOI DOI 10.1002/0471264180.OR001.08
[6]   AN ANTIDIABETIC THIAZOLIDINEDIONE IS A HIGH-AFFINITY LIGAND FOR PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR GAMMA(PPAR-GAMMA) [J].
LEHMANN, JM ;
MOORE, LB ;
SMITHOLIVER, TA ;
WILKISON, WO ;
WILLSON, TM ;
KLIEWER, SA .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1995, 270 (22) :12953-12956
[7]  
MOMOSE Y, 1991, Chemical and Pharmaceutical Bulletin (Tokyo), V39, P1440
[8]   A novel insulin sensitizer acts as a coligand for peroxisome proliferator-activated receptor-α.: (PPAR-α) and PPAR-γ -: Effect of PPAR-α activation on abnormal lipid metabolism in liver of Zucker fatty rats [J].
Murakami, K ;
Tobe, K ;
Ide, T ;
Mochizuki, T ;
Ohashi, M ;
Akanuma, Y ;
Yazaki, Y ;
Kadowaki, T .
DIABETES, 1998, 47 (12) :1841-1847
[9]   Diabetes complications: Why is glucose potentially toxic? [J].
Porte, D ;
Schwartz, MW .
SCIENCE, 1996, 272 (5262) :699-700
[10]  
Rondestvedt C. S., 1976, ORG REACTIONS, V225, P259, DOI DOI 10.1002/0471264180.0R024.03