SYNTHESIS OF INDOLE OXAZOLINES, POTENT 5-HT3 ANTAGONISTS

被引:9
|
作者
SWAIN, CJ
KNEEN, C
BAKER, R
机构
关键词
D O I
10.1016/S0040-4039(00)97385-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a series of indole oxazolines is reported, proceding via addition of an azabicyclic amino alcohol, in which the azacyclic nitrogen is borane protected, to an indole imidate. Selective alkylation of the indole nitrogen is facilitated by the borane protection of the highly nucleophilic azabicyclic nitrogen. © 1990.
引用
收藏
页码:2445 / 2448
页数:4
相关论文
共 50 条
  • [31] Azologization of serotonin 5-HT3 receptor antagonists
    Rustler, Karin
    Maleeva, Galyna
    Bregestovski, Piotr
    Koenig, Burkhard
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2019, 15 : 780 - 788
  • [32] THIAZOLE AS A CARBONYL BIOISOSTERE - A NOVEL CLASS OF HIGHLY POTENT AND SELECTIVE 5-HT3 RECEPTOR ANTAGONISTS
    ROSEN, T
    NAGEL, AA
    RIZZI, JP
    IVES, JL
    DAFFEH, JB
    GANONG, AH
    GUARINO, K
    HEYM, J
    MCLEAN, S
    NOWAKOWSKI, JT
    SCHMIDT, AW
    SEEGER, TF
    SIOK, CJ
    VINCENT, LA
    JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (10) : 2715 - 2720
  • [33] Potent antagonism of 5-HT3 and 5-HT6 receptors by olanzapine
    Bymaster, FP
    Falcone, JF
    Bauzon, D
    Kennedy, JS
    Schenck, K
    DeLapp, NW
    Cohen, ML
    EUROPEAN JOURNAL OF PHARMACOLOGY, 2001, 430 (2-3) : 341 - 349
  • [34] NEW IMIDAZOPYRIDINES WHICH ACT AS SEROTONIN 5-HT3 ANTAGONISTS AND OR 5-HT4 ANTAGONISTS
    MOORMANN, AE
    YANG, DC
    GULLIKSON, GW
    FLYNN, DL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 204 : 88 - MEDI
  • [35] NOVEL ANTAGONISTS OF 5-HT3 RECEPTORS - SYNTHESIS AND BIOLOGICAL EVALUATION OF PIPERAZINYLQUINOXALINE DERIVATIVES
    MONGE, A
    PALOP, JA
    DELCASTILLO, JC
    CALDERO, JM
    ROCA, J
    ROMERO, G
    DELRIO, J
    LASHERAS, B
    JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (19) : 2745 - 2750
  • [36] Azabicyclic indole esters as potent 5-HT4 receptor antagonists
    Wyman, PA
    Gaster, LM
    King, FD
    Sutton, JM
    Ellis, ES
    Wardle, KA
    Young, TJ
    BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (02) : 255 - 261
  • [37] The muscarinic antagonists scopolamine and atropine are competitive antagonists at 5-HT3 receptors
    Lochner, Martin
    Thompson, Andrew J.
    NEUROPHARMACOLOGY, 2016, 108 : 220 - 228
  • [38] EX-VIVO BINDING OF 5-HT3 ANTAGONISTS TO 5-HT3 RECEPTORS IN THE RAT ENTORHINAL CORTEX AND COLON
    ROGERS, H
    ABRAMS, CJ
    KILPATRICK, GJ
    BRITISH JOURNAL OF PHARMACOLOGY, 1994, 112 : U155 - U155
  • [39] MECHANISM OF THE ANTIEMETIC ACTIVITY OF 5-HT3 RECEPTOR ANTAGONISTS
    TYERS, MB
    FREEMAN, AJ
    ONCOLOGY, 1992, 49 (04) : 263 - 268
  • [40] Bulimia nervosa, 5-HT3 antagonists, and vagal activity
    不详
    NEUROSCIENTIST, 2000, 6 (06): : 418 - 418