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S-14671

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Chemical compound
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Pharmaceutical compound
S-14671
Skeletal formula of S-14671
Space-filling model of the S-14671 molecule
Clinical data
ATC code
  • none
Identifiers
  • N-{2-[4-(7-methoxynaphthalen-1-yl)piperazin-1-yl]ethyl}thiophene-2-carboxamide
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC22H25N3O2S
Molar mass395.52 g·mol−1

S-14671 is anaphthylpiperazinederivative which acts as a5-HT1A receptoragonist (pKi = 9.3) with highefficacy and exceptionalin vivopotency, and also as a5-HT2A and5-HT2C receptorantagonist (both are pKi = 7.8).[1][2] It displays only low and non-significantaffinity for5-HT1B and5-HT3sites.[2]

In producing 5-HT1A-mediated effects such ashypothermia and spontaneous tail flicks in rodents, S-14671 isactive atdoses as low as 5 μgsubcutaneously, and is about 10-fold more potent than8-OH-DPAT and 100-fold more potent thanflesinoxan andbuspirone.[1][2] Other 5-HT1A-mediated effects of S-14671 include induction of flat-body posture,corticosteronesecretion, inhibition ofmorphine-inducedantinociception, and attenuation of theelectrical activity of thedorsal raphe nucleus.[2]

S-14671 has been found to possess powerful efficacy in the rodentforced swim test and in the pigeonconflict test, indicating markedantidepressant andanxiolytic effects, respectively, of which are also5-HT1A-mediated.[3][4] It has never beentrialed in humans, perhaps due to its potency being too great.[citation needed]

See also

[edit]

References

[edit]
  1. ^abMillan MJ, Canton H, Rivet JM, Lejeune F, Laubie M, Lavielle G (October 1991). "S 14671: a novel naphthylpiperazine 5-HT1A agonist of high efficacy and exceptional in vivo potency".European Journal of Pharmacology.203 (2):319–22.doi:10.1016/0014-2999(91)90734-8.PMID 1839284.
  2. ^abcdMillan MJ, Rivet JM, Canton H, et al. (August 1992)."S 14671: a naphtylpiperazine 5-hydroxytryptamine1A agonist of exceptional potency and high efficacy possessing antagonist activity at 5-hydroxytryptamine1C/2 receptors".The Journal of Pharmacology and Experimental Therapeutics.262 (2):451–63.doi:10.1016/S0022-3565(25)10780-5.PMID 1323650.
  3. ^Schreiber R, Brocco M, Gobert A, Veiga S, Millan MJ (December 1994). "The potent activity of the 5-HT1A receptor agonists, S 14506 and S 14671, in the rat forced swim test is blocked by novel 5-HT1A receptor antagonists".European Journal of Pharmacology.271 (2–3):537–41.doi:10.1016/0014-2999(94)90816-8.PMID 7705455.
  4. ^Schreiber R, Brocco M, de Ladonchamps BL, Millan MJ (1995). "Involvement of 5-HT1A receptors in the anxiolytic action of S 14671 in the pigeon conflict test".Pharmacology Biochemistry and Behavior.51 (2–3):211–5.doi:10.1016/0091-3057(94)00421-E.PMID 7667330.S2CID 32099533.
5-HT1
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT37
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7
Phenylpiperazines
Benzylpiperazines
Naphthylpiperazines
Quinolinylpiperazines
Diphenylalkylpiperazines
Pyrimidinylpiperazines
Pyridinylpiperazines
Benzo(iso)thiazolylpiperazines
Tricyclic-linked piperazines
Others/uncategorized
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