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Sonepiprazole

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Sonepiprazole
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 4-(4-{2-[(1S)-3,4-dihydro-1H-isochromen-1-yl]ethyl}piperazin-1-yl)benzenesulfonamide
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC21H27N3O3S
Molar mass401.53 g·mol−1
3D model (JSmol)
  • O=S(=O)(N)c1ccc(cc1)N2CCN(CC2)CC[C@@H]4OCCc3ccccc34

Sonepiprazole (U-101,387,PNU-101,387-G) is adrug of thephenylpiperazine class which acts as a highlyselectiveD4 receptorantagonist.[1] In animals, unlikeD2 receptor antagonists likehaloperidol, sonepiprazole does not block the behavioral effects ofamphetamine orapomorphine, does not alter spontaneouslocomotor activity on its own, and lacksextrapyramidal andneuroendocrine effects.[2] However, it does reverse theprepulse inhibition deficits induced by apomorphine,[3] and has also been shown to enhancecortical activity and inhibitstress-inducedcognitive impairment.[4][5] As a result, it was investigated as anantipsychotic for the treatment ofschizophrenia in aplacebo-controlledclinical trial, but in contrast to its comparatorolanzapine no benefits were found and it was not researched further for this indication.[6][7]

See also

[edit]

References

[edit]
  1. ^TenBrink RE, Bergh CL, Duncan JN, et al. (June 1996). "(S)-(−)-4-[4-[2-(isochroman-1-yl)ethyl]-piperazin-1-yl] benzenesulfonamide, a selective dopamine D4 antagonist".Journal of Medicinal Chemistry.39 (13):2435–7.doi:10.1021/jm960084f.PMID 8691438.
  2. ^Merchant KM, Gill GS, Harris DW, et al. (December 1996)."Pharmacological characterization of U-101387, a dopamine D4 receptor selective antagonist".The Journal of Pharmacology and Experimental Therapeutics.279 (3):1392–403.doi:10.1016/S0022-3565(25)21300-3.PMID 8968364.
  3. ^Mansbach RS, Brooks EW, Sanner MA, Zorn SH (January 1998)."Selective dopamine D4 receptor antagonists reverse apomorphine-induced blockade of prepulse inhibition".Psychopharmacology.135 (2):194–200.doi:10.1007/s002130050501.PMID 9497025.S2CID 9246828.
  4. ^Rubinstein M, Cepeda C, Hurst RS, et al. (June 2001)."Dopamine D4 receptor-deficient mice display cortical hyperexcitability".Journal of Neuroscience.21 (11):3756–63.doi:10.1523/JNEUROSCI.21-11-03756.2001.hdl:11336/79333.PMC 6762699.PMID 11356863.
  5. ^Arnsten AF, Murphy B, Merchant K (October 2000)."The selective dopamine D4 receptor antagonist, PNU-101387G, prevents stress-induced cognitive deficits in monkeys".Neuropsychopharmacology.23 (4):405–10.doi:10.1016/S0893-133X(00)00133-0.PMID 10989267.
  6. ^Unangst PC, Capiris T, Connor DT, et al. (August 1997). "Chromeno[3,4-c]pyridin-5-ones: selective human dopamine D4 receptor antagonists as potential antipsychotic agents".Journal of Medicinal Chemistry.40 (17):2688–93.doi:10.1021/jm970170v.PMID 9276014.
  7. ^Corrigan MH, Gallen CC, Bonura ML, Merchant KM (March 2004). "Effectiveness of the selective D4 antagonist sonepiprazole in schizophrenia: a placebo-controlled trial".Biological Psychiatry.55 (5):445–51.doi:10.1016/j.biopsych.2003.10.004.PMID 15023570.S2CID 108634.
D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists
Phenylpiperazines
Benzylpiperazines
Naphthylpiperazines
Quinolinylpiperazines
Diphenylalkylpiperazines
Pyrimidinylpiperazines
Pyridinylpiperazines
Benzo(iso)thiazolylpiperazines
Tricyclic-linked piperazines
Others/uncategorized
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