http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0230718-A1

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filingDate 1986-10-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5faabb4e38f371dc9dc44a82d35d30fb
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_172ee9778f72671b8011443fcc1c7385
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publicationDate 1987-08-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0230718-A1
titleOfInvention Substituted benzamides and benzoates
abstract Compounds of formula (I) and pharmaceutically acceptable salts thereof:wherein: Ar is a group of formula (a):wherein either R<sub>2</sub> is C<sub>1-6</sub> alkoxy and one of R<sub>3</sub>, R<sub>4</sub> and R<sub>5</sub> is hydrogen and the other two are selected from hydrogen, halogen, CF<sub>3</sub>, C<sub>1-6</sub> alkylthio, C<sub>1-7</sub> acyl, C<sub>1-10</sub> carboxylic acylamino, C<sub>1-6</sub> alkyl S(0)n wherein n is 1 or 2, nitro or amino, aminocarbonyl or aminosulphonyl optionally substituted by one or two groups selected from C<sub>1-6</sub> alkyl, C<sub>3-8</sub> cycloalkyl, C<sub>3-8</sub> cycloalkyl C<sub>1-4</sub> alkyl or phenyl C<sub>1-4</sub> alkyl groups any of which phenyl moieties may be substituted by one or two groups selected from halogen, CF<sub>3</sub>, C<sub>1-6</sub> alkyl or C<sub>1-6</sub> alkoxy; or R<sub>2</sub> is hydrogen and R<sub>3</sub>, R<sub>4</sub> and R<sub>6</sub> are independently selected from hydrogen, C<sub>1-6</sub> alkyl, hydroxy, C<sub>1-6</sub> alkoxy, C<sub>1-6</sub> alkylthio or halo; or any two on adjacent carbon atoms together are C<sub>1-2</sub> alkylenedioxy and the third is hydrogen, C<sub>1-6</sub> alkyl, C<sub>1-6</sub> alkoxy or halo; or Ar is a group of formula (b):wherein W is CH,, 0, S or NR<sub>7</sub> wherein R<sub>7</sub> is hydrogen, C<sub>1-6</sub> alkyl C<sub>3-7</sub> alkenyl-methyl, phenyl or phenyl C<sub>1-4</sub> alkyl either of which phenyl moieties may be substituted by one or two of halogen, CF<sub>3</sub>, C<sub>1-6</sub> alkoxy or C<sub>1-6</sub> alkyl; and V is CH or N; orW is CH or N and V is NR, where R<sub>a</sub> is as defined for R<sub>7</sub> above or CHR<sub>c</sub> where R<sub>c</sub> is as defined for R<sub>e</sub> below;R<sub>b</sub> is present when the COX linkage is attached at the phenyl ring, and is selected from hydrogen, halogen CF<sub>3</sub>, hydroxy, C<sub>1-6</sub> alkoxy or C<sub>1-6</sub> alkyl;R<sub>6</sub> is hydrogen, halogen, CF<sub>3</sub>, C<sub>1-6</sub> alkyl, C<sub>1-6</sub> alkoxy, C<sub>1-6</sub> alkylthio, C<sub>1-7</sub> acyl, C<sub>1-7</sub> acylamino, C<sub>1-6</sub> alkylsulphonylamino, N-(C<sub>1-6</sub> alkylsulphonyl)-N-C<sub>1-4</sub> alkylamino, C<sub>1-6</sub> alkylsulphinyl, hydroxy, nitro or amino, aminocarbonyl, aminosulphonyl, aminosulphonylamino or N-(aminosulphonyl)-C<sub>1-4</sub> alkylamino optionally N-substituted by one or two groups selected from C<sub>1-6</sub> alkyl, C<sub>3-8</sub> cycloalkyl C<sub>3-8</sub> cycloalkyl C<sub>1-4</sub>alkyl, phenyl or phenyl C<sub>1-4</sub> alkyl groups or optionally N-disubstituted by C<sub>4-6</sub> polymethylene;X is NH; or 0 when Ar is of formula (a) and R<sub>2</sub> is hydrogen, or when Ar is a group of formula (b);Y is a group of formula (c), (d) or (e): wherein p and q are independently 0 or 1;Z is C<sub>2</sub> or C<sub>3</sub> polymethylene optionally substituted by one or two C<sub>1-4</sub> alkyl groups; andR, is hydrogen or C<sub>1-6</sub> alkyl or OR, is an in vivo hydrolysable acyloxy group; having gastric motility enhancing activity, anti-emetic activity and/or 5-HT receptor antagonist activity, a process for their preparation and their use as pharmaceuticals.
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