Synthesis of 2-amino-1,4-dihydro-4-quinolinones and diaminomethylene Meldrum's acids derivatives as potential potassium channel openers

被引:8
作者
Erb, B
Rigo, B
Pirotte, B
Couturier, D
机构
[1] Ecole Hautes Etud Ind, Lab Ingn Mol, F-59046 Lille, France
[2] Ctr Hosp Univ, Lab Chim Pharmaceut, B-4000 Liege, Belgium
[3] Univ Sci & Technol Lille, Lab Ingn Mol, F-59655 Villeneuve Dascq, France
关键词
D O I
10.1002/jhet.5570390102
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
Starting from 5-bismethylthiomethylene Meldrum's acid, the synthesis of 5-diaminomethylene Meldrum's acids and 2-aminoquinolone derivatives, structurally related to potassium channels openers pinacidil and diazoxide, is described.
引用
收藏
页码:15 / 28
页数:14
相关论文
共 36 条
[1]
Ali MH, 1998, SYNTHESIS-STUTTGART, P1238
[2]
APPLE R, 1975, ANGEW CHEM, V24, P863
[3]
AUGUSTIN M, 1987, Z CHEM, V27, P68
[4]
SYNTHESIS OF ALPHA-CYANO CARBONYL-COMPOUNDS BY FLASH VACUUM THERMOLYSIS OF (ALKYLAMINO)METHYLENE DERIVATIVES OF MELDRUMS ACID - EVIDENCE FOR FACILE 1,3-SHIFTS OF ALKYLAMINO AND ALKYLTHIO GROUPS IN IMIDOYLKETENE INTERMEDIATES [J].
BENCHEIKH, A ;
CHUCHE, J ;
MANISSE, N ;
POMMELET, JC ;
NETSCH, KP ;
LORENCAK, P ;
WENTRUP, C .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :970-975
[5]
N-BROMOSUCCINIMIDE IN ACETONITRILE - A MILD AND REGIOSPECIFIC NUCLEAR BROMINATING REAGENT FOR METHOXYBENZENES AND NAPHTHALENES [J].
CARRENO, MC ;
RUANO, JLG ;
SANZ, G ;
TOLEDO, MA ;
URBANO, A .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (16) :5328-5331
[6]
COOK NS, 1990, POTASSIUM CHANNELS S, P40
[7]
3- and 4-Substituted 4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxides as potassium channel openers: Synthesis, pharmacological evaluation, and structure-activity relationships [J].
deTullio, P ;
Pirotte, B ;
Lebrun, P ;
Fontaine, J ;
Dupont, L ;
Antoine, MH ;
Ouedraogo, R ;
Khelili, S ;
Maggetto, C ;
Masereel, B ;
Diouf, O ;
Podona, T ;
Delarge, J .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (04) :937-948
[8]
STRUCTURE-ACTIVITY-RELATIONSHIPS OF K+ CHANNEL OPENERS [J].
EDWARDS, G ;
WESTON, AH .
TRENDS IN PHARMACOLOGICAL SCIENCES, 1990, 11 (10) :417-422
[9]
Empfield J. R., 1995, Annu. Rep. Med. Chem., V30, P81
[10]
Synthesis of 2-aminoquinazoline-4(3H)-one derivatives as potential potassium channel openers [J].
Erb, B ;
Akue, R ;
Rigo, B ;
Pirotte, B ;
Couturier, D .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (02) :253-260