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http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D409-12
filingDate 1993-02-01^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 2000-10-03^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_64792e0dda91439e8cc69553e5cad8f7
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_58f85c92ab988607a725d952374690a2
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publicationDate 2000-10-03^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-6127379-A
titleOfInvention Benzopyran, benzothiopyran and benzofuran derivatives as 5-HT4 antagonists
abstract PCT No. PCT/GB93/00214 Sec. 371 Date Aug. 3, 1994 Sec. 102(e) Date Aug. 3, 1994 PCT Filed Feb. 1, 1993 PCT Pub. No. WO93/16072 PCT Pub. Date Aug. 19, 1993Compounds of the general formula (I), and pharmaceutically acceptable salts thereof, in which X1-(CH2)x-X2 and the aromatic carbon atoms to which they are attached form a 5-7 membered ring, wherein: one of X1 and X2 is O, S or CH2 and the other is CH2; x is 1, 2 or 3; R1 is hydrogen, amino, halo, C1-6 alkyl, hydroxy or C1-6 alkoxy; R2 is hydrogen, halo, C1-6 alkyl, C1-6 alkoxy, nitro, amino or C1-6 alkylthio; R3 is hydrogen, halo, C1-6 alkyl, C1-6 alkoxy or amino; R4 and R5 are independently hydrogen or C1-6 alkyl; Y is O or NH; Z is of sub-formula (a), (b) or (c): wherein n1 is 1, 2, 3 or 4; n2 is 1 or 2; n3 is 2, 3, 4 or 5; q is 0, 1, 2 or 3; p is 0, 0 or 2; m is 0, 1 or 2; Ra is hydrogen or a lipophilic group, such as C1-12 alkyl or aralkyl; or Ra is (CH2)r-R10 wherein r is 2 or 3 and R10 is selected from cyano, hydroxyl, C1-6 alkoxy, phenoxy, C(O)C1-6 alkyl, COC6H5, -CR11R12, NR11COR12, SO2NR11R 12 or NR11SO2R12 wherein R11 and R12 are hydrogen or C1-6 alkyl; and R6, R7 and R8 are independently hydrogen or C1-6 alkyl; and R9 is hydrogen or C1-10 alkyl; and compounds of formula (I) wherein the CO-Y linkage is replaced by a heterocyclic bioisostere, are disclosed to have 5-HT4 antagonist activity.
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