S-14671 (original) (raw)
S-14671 is a naphthylpiperazine derivative which acts as a 5-HT1A receptor agonist (pKi = 9.3) with high efficacy and exceptional in vivo potency, and also as a 5-HT2A and 5-HT2C receptor antagonist (both are pKi = 7.8). It displays only low and non-significant affinity for 5-HT1B and 5-HT3 sites. S-14671 has been found to possess powerful efficacy in the rodent forced swim test and in the pigeon , indicating marked antidepressant and anxiolytic effects, respectively, of which are also 5-HT1A-mediated. It has never been trialed in humans, perhaps due to its potency being too great.
| Property | Value |
|---|---|
| dbo:abstract | S-14671 is a naphthylpiperazine derivative which acts as a 5-HT1A receptor agonist (pKi = 9.3) with high efficacy and exceptional in vivo potency, and also as a 5-HT2A and 5-HT2C receptor antagonist (both are pKi = 7.8). It displays only low and non-significant affinity for 5-HT1B and 5-HT3 sites. In producing 5-HT1A-mediated effects such as hypothermia and spontaneous tail flicks in rodents, S-14671 is active at doses as low as 5 µg subcutaneously, and is about 10-fold more potent than 8-OH-DPAT and 100-fold more potent than flesinoxan and buspirone. Other 5-HT1A-mediated effects of S-14671 include induction of flat-body posture, corticosterone secretion, inhibition of morphine-induced antinociception, and attenuation of the electrical activity of the dorsal raphe nucleus. S-14671 has been found to possess powerful efficacy in the rodent forced swim test and in the pigeon , indicating marked antidepressant and anxiolytic effects, respectively, of which are also 5-HT1A-mediated. It has never been trialed in humans, perhaps due to its potency being too great. (en) |
| dbo:casNumber | 135722-27-9 |
| dbo:pubchem | 131907 |
| dbo:thumbnail | wiki-commons:Special:FilePath/S-14671-structure.png?width=300 |
| dbo:wikiPageID | 28482815 (xsd:integer) |
| dbo:wikiPageLength | 4522 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID | 1090360340 (xsd:integer) |
| dbo:wikiPageWikiLink | dbr:Potency_(pharmacology) dbr:Hypothermia dbr:Dorsal_raphe_nucleus dbr:Dose_(biochemistry) dbr:In_vivo dbr:Activity_(chemistry) dbc:Phenol_ethers dbr:Corticosterone dbr:Morphine dbr:Antidepressant dbr:Anxiolytic dbr:Subcutaneous_injection dbr:Clinical_trial dbr:Receptor_antagonist dbr:Buspirone dbr:CSP-2503 dbr:8-OH-DPAT dbr:Agonist dbr:5-HT1A_receptor dbr:5-HT1B_receptor dbr:5-HT2A_receptor dbr:5-HT2C_receptor dbr:5-HT3_receptor dbc:Carboxamides dbc:Naphthol_ethers dbr:Flesinoxan dbc:Thiophenes dbr:Affinity_(pharmacology) dbr:Binding_site dbr:Efficacy dbc:Naphthylpiperazines dbr:Naphthylpiperazine dbr:Secretion dbr:Electrical_activity dbr:Chemical_derivative dbr:Forced_swim_test dbr:Antinociception dbr:Conflict_test |
| dbp:alt | Skeletal formula of S-14671 (en) Space-filling model of the S-14671 molecule (en) |
| dbp:atcPrefix | none (en) |
| dbp:c | 22 (xsd:integer) |
| dbp:casNumber | 135722 (xsd:integer) |
| dbp:chemspiderid | 116529 (xsd:integer) |
| dbp:h | 25 (xsd:integer) |
| dbp:image | S-14,671-3D-spacefill.png (en) |
| dbp:iupacName | N-{2-[4-piperazin-1-yl]ethyl}thiophene-2-carboxamide (en) |
| dbp:iupharLigand | 25 (xsd:integer) |
| dbp:n | 3 (xsd:integer) |
| dbp:o | 2 (xsd:integer) |
| dbp:pubchem | 131907 (xsd:integer) |
| dbp:s | 1 (xsd:integer) |
| dbp:width | 230 (xsd:integer) |
| dbp:wikiPageUsesTemplate | dbt:Citation_needed dbt:Drugbox dbt:Piperazines dbt:Reflist dbt:Serotonergics dbt:Short_description dbt:Technical |
| dct:subject | dbc:Phenol_ethers dbc:Carboxamides dbc:Naphthol_ethers dbc:Thiophenes dbc:Naphthylpiperazines |
| rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q8386 yago:WikicatNaphtholEthers yago:Abstraction100002137 yago:Element114840755 yago:Matter100020827 yago:Part113809207 yago:PhysicalEntity100001930 yago:Quintessence114847103 yago:Relation100031921 dbo:Drug yago:Substance100019613 yago:WikicatPhenolEthers |
| rdfs:comment | S-14671 is a naphthylpiperazine derivative which acts as a 5-HT1A receptor agonist (pKi = 9.3) with high efficacy and exceptional in vivo potency, and also as a 5-HT2A and 5-HT2C receptor antagonist (both are pKi = 7.8). It displays only low and non-significant affinity for 5-HT1B and 5-HT3 sites. S-14671 has been found to possess powerful efficacy in the rodent forced swim test and in the pigeon , indicating marked antidepressant and anxiolytic effects, respectively, of which are also 5-HT1A-mediated. It has never been trialed in humans, perhaps due to its potency being too great. (en) |
| rdfs:label | S-14671 (en) |
| owl:sameAs | freebase:S-14671 yago-res:S-14671 wikidata:S-14671 dbpedia-sh:S-14671 dbpedia-sr:S-14671 https://global.dbpedia.org/id/4ui4B |
| prov:wasDerivedFrom | wikipedia-en:S-14671?oldid=1090360340&ns=0 |
| foaf:depiction | wiki-commons:Special:FilePath/S-14,671-3D-spacefill.png wiki-commons:Special:FilePath/S-14671-structure.png |
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| is dbo:wikiPageWikiLink of | dbr:C22H25N3O2S dbr:S-14,671 |
| is foaf:primaryTopic of | wikipedia-en:S-14671 |
