Novel malonamide derivatives as potent κ opioid receptor agonists

被引：30
作者：
Chu, Guo-Hua
Gu, Minghua
Cassel, Joel A.
Belanger, Serge
Graczyk, Thomas M.
DeHaven, Robert N.
Conway-James, Nathalie
Koblish, Michael
Little, Patrick J.
DeHaven-Hudkins, Diane L.
Dolle, Roland E.
机构：
[1] Adolor Corp, Dept Chem, Exton, PA 19341 USA
[2] Adolor Corp, Dept Pharmacol, Exton, PA 19341 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 07期
关键词：
opioid; kappa agonist; analgesic;
D O I：
10.1016/j.bmcl.2007.01.053
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A novel series of malonamide derivatives was synthesized. These amides were shown to be potent and selective kappa opioid receptor agonists. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1951 / 1955
页数：5
相关论文
共 22 条
[1]   SYNTHESIS AND DEPROTECTION OF [1-(ETHOXYCARBONYL)-4-[(DIPHENYLMETHOXY)CARBONYL]-1-METHYL-2-OXOBUTYL]-TRIPHENYLPHOSPHONIUM CHLORIDE - A KEY INTERMEDIATE IN THE WITTIG REACTION BETWEEN A CYCLIC ANHYDRIDE AND A STABILIZED YLIDE [J].
ABELL, AD ;
MORRIS, KB ;
LITTEN, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (18) :5217-5221
[2]   FACILE SYNTHESIS OF CARBOXAMIDES BY USING 1-METHYL-2-HALOPYRIDINIUM IODIDES AS COUPLING REAGENTS [J].
BALD, E ;
SAIGO, K ;
MUKAIYAMA, T .
CHEMISTRY LETTERS, 1975, (11) :1163-1166
[3]  
Barber A, 1997, Expert Opin Investig Drugs, V6, P1351, DOI 10.1517/13543784.6.10.1351
[4]   Novel phenylamino acetamide derivatives as potent and selective κ opioid receptor agonists [J].
Chu, GH ;
Gu, MH ;
Cassel, JA ;
Belanger, S ;
Stabley, GJ ;
DeHaven, RN ;
Conway-James, N ;
Koblish, M ;
Little, PJ ;
DeHaven-Hudkins, DL ;
Dolle, RE .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (03) :645-648
[5]   Potent and highly selective kappa opioid receptor agonists incorporating chroman- and 2,3-dihydrobenzofuran-based constraints [J].
Chu, GH ;
Gu, MH ;
Cassel, JA ;
Belanger, S ;
Graczyk, TM ;
DeHaven, RN ;
Conway-James, N ;
Koblish, M ;
Little, PJ ;
DeHaven-Hudkins, DL ;
Dolle, RE .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (23) :5114-5119
[6]   2-(3,4-DICHLOROPHENYL)-N-METHYL-N-[2-(1-PYRROLIDINYL)-1-SUBSTITUTED-ETHYL]-ACETAMIDES - THE USE OF CONFORMATIONAL-ANALYSIS IN THE DEVELOPMENT OF A NOVEL SERIES OF POTENT OPIOID KAPPA-AGONISTS [J].
COSTELLO, GF ;
JAMES, R ;
SHAW, JS ;
SLATER, AM ;
STUTCHBURY, NCJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (01) :181-189
[7]  
DEHAVEN RN, 1998, CURRENT PROTOCOLS PH, P14
[8]   Peripherally restricted opioid agonists as novel analgesic agents [J].
DeHaven-Hudkins, DL ;
Dolle, RE .
CURRENT PHARMACEUTICAL DESIGN, 2004, 10 (07) :743-757
[9]  
GIARDINA G, 1995, FARMACO, V50, P405
[10]   REACTIONS WITH INDOLE-DERIVATIVES .55. AN ENANTIODIVERGENT ROUTE TO BOTH VINCAMINE ENANTIOMERS [J].
HAKAM, K ;
THIELMANN, M ;
THIELMANN, T ;
WINTERFELDT, E .
TETRAHEDRON, 1987, 43 (09) :2035-2044
123