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filingDate 1988-08-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d9c83133eeac72329adf23291f503cac
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publicationDate 1989-02-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0302699-A2
titleOfInvention Improvements relating to n-substituted benzamides
abstract Compounds of the general formula:n wherein R¹ represents hydrogen, a C₁₋₆ alkyl group or an acetyl group; nR² represents halogen; nR³ represents a group of the formula:n wherein R⁵ represents hydrogen or a phenyl or non-aromatic cyclic ether group and n is 2 or 3; nR⁴ represents a C₃₋₆ cycloalkyl, cyclohexenyl, C₁₋₆ alkoxy, trifluoromethyl, tetrahydrofuryl, 1,3-dioxolanyl or phenoxy group; nm is 0, 1, 2, 3 or 4 with the proviso that when m is 0, R⁴ is only a C₃₋₆ cycloalkyl or tetrahydrofuryl group; nand pharmacologically acceptable acid addition salts, quaternary ammonium salts and N-oxides thereof have pharmacological properties rendering them useful as antiematic agents with reduced undesirable side-effects. Various methods are described for their preparation involving formation of the amide link, etherification of the 2-hydroxy derivative, introducing the R⁵CH₂ group on the N-unsubstituted azabicyclooctane or nonane or, for 4-amino compounds, by hydrolysing a 4-acylamino derivative.
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