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1. (WO1998050383) 5-PHENYL-1,3,4-OXADIAZOL-2(3H)-ONE DERIVATIVES AND THEIR USE AS 5-HT4 LIGANDS

Pub. No.:    WO/1998/050383    International Application No.:    PCT/FR1998/000886
Publication Date: Fri Nov 13 00:59:59 CET 1998 International Filing Date: Tue May 05 01:59:59 CEST 1998
IPC: C07D 413/06
C07D 413/14
C07D 453/02
Applicants: SANOFI-SYNTHELABO
JEGHAM, Samir
LOCHEAD, Alistair
NEDELEC, Alain
GALLI, Frédéric
GALLET, Thierry
Inventors: JEGHAM, Samir
LOCHEAD, Alistair
NEDELEC, Alain
GALLI, Frédéric
GALLET, Thierry
Title: 5-PHENYL-1,3,4-OXADIAZOL-2(3H)-ONE DERIVATIVES AND THEIR USE AS 5-HT4 LIGANDS
Abstract:
The invention concerns compounds of general formula (I) in which R1 represents H, an alkyl or a cycloalkylmethyl, X1 represents H or an alkoxy, or OR1 and X1 together represent a -OCH2O-, -O(CH2)2-, -O(CH2)3-, O(CH2)2O- or -O(CH2)3O- group, X2 represents H, an amino group or a -NHCO2R group in which R represents an alkyl or a phenylalkyl, X3 represents H or a halogen, n represents number 0, 1, 2, or 3, and Het represents either a pyrrolidin-1-yl group, or a piperidin-1-yl group optionally substituted, or a 1H-hexahydroazepin-1-yl group, or an 8-azabicyclo{3.2.1}oct-8-yl group, or a 4-(phenylmethyl)piperazin-1-yl group, or a 4-methyl-hexahydro-1,4-diazepin-1-yl group, or a 1,2,3,4-tetrahydrisoquinolin-2-yl group, or a 1-azabicyclo{2.2.2}oct-3-yl group. The invention is applicable in therapy. Said compounds are useful for preventing disorders in which 5-HT4 receptors are involved, whether in the central nervous, the gastrointestinal, the cardiovascular or the urinary system.