http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-1073334-A4

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filingDate 1999-04-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_dbd7c5642c47bff82bff2e229466d394
publicationDate 2004-04-14-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-1073334-A4
titleOfInvention POTENTIALIZATION OF SEROTONIN BY OLEAMIDE ANALOGS
abstract Analogs related to oleamide are employed for potentiating the 5-HT2A and 5-HT1A responses to serotonin (5-HT). With respect to the potentiation of the 5-HT2A receptor response, it is disclosed that, of the naturally occurring fatty acids, the primary amide of oleic acid (oleamide) is the most effective potentiating agent of serotonin and that the potentiating activity of oleamide analogs is highly dependent upon their structural features. In particular, the presence, position, and stereochemistry of the 9- cis double bond is required and even subtle structural variations reduce or eliminate activity. Secondary or tertiary amides may replace the primary amide but follow a well-defined relationship requiring small amide substituents suggesting that the carboxamide serves as a hydrogen bond acceptor but not donor. Alternative modifications at the carboxamide as well as modifications of the methyl terminus of the hydrocarbon region spanning the carboxamide and double bond typically eliminate activity. With respect to the potentiation of the 5-HT1A receptor response, it is disclosed that the potentiation activity of oleamide analogs is more tolerant and accommodates a wider range of structural modifications. One genus of analogs is disclosed that inhibits rather than potentiates the 5-HT2A, but not the 5-HT1A, receptor response. Such analogs permit the selective modulation of serotonin receptor subtypes and have opposing effects on the different subtypes.
priorityDate 1998-04-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID396949
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID783
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID413687865
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID422007202
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458394811
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226398473
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9K9C6
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID560808
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A9Q8
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A934
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID6258392
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID6366615
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID544167
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A921
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5364783
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID22567584
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5365369
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5466600
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ44233
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID426228888
http://rdf.ncbi.nlm.nih.gov/pubchem/anatomy/ANATOMYID10029
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB1LIM9
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226681927
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A6V8
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID69267
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID70309
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5356789
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A4C3
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP77989
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID16682954
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID56936054
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A3N2
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID22287842
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID69828
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226553893
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A3I5
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID410445263
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA0KQH4
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA8AKB8
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB5XQY2
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID487230
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID457570881
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5284499
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A363
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID397432
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454639251
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID338521
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8A341
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP14288
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID457560897
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCO69315
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA7ZWZ1
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ8X685
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID2244
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP48982
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP48981
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID41457
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP00723
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP48980
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5367665
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID57976920
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226394200
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID12270430
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID87584384
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID31268
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID378605
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID29812235
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419549034
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID613032
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5202
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID25311
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226427652
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226427651
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID22016342
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5353408
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419550169
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID452912314
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ669R9

Total number of triples: 381.