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Moperone

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Chemical compound

Pharmaceutical compound

Moperone
Clinical data

Trade names	Luvatren (discontinued)
ATC code	N05AD04 (WHO)
Legal status
Legal status	BR: Class C1 (Other controlled substances)^[1]
Identifiers
IUPAC name 1-(4-fluorophenyl)-4-[4-hydroxy-4-(4-methylphenyl)piperidin-1-yl]butan-1-one
CAS Number	1050-79-9
PubChemCID	4249
DrugBank	DB13554
ChemSpider	4100
UNII	OU730881W5
KEGG	D02623
CompTox Dashboard(EPA)	DTXSID6049062
ECHA InfoCard	100.012.625
Chemical and physical data
Formula	C₂₂H₂₆FNO₂
Molar mass	355.453 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=CC=C(C=C1)C1(O)CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1
InChI InChI=1S/C22H26FNO2/c1-17-4-8-19(9-5-17)22(26)12-15-24(16-13-22)14-2-3-21(25)18-6-10-20(23)11-7-18/h4-11,26H,2-3,12-16H2,1H3 Key:AGAHNABIDCTLHW-UHFFFAOYSA-N

Moperone (Luvatren, since discontinued) is atypical antipsychotic of thebutyrophenone class^[2] which is marketed inJapan for the treatment ofschizophrenia. It is anantagonist for theD₂ (K_i 0.7–1.9 nM),D₃ (K_i 0.1–1 nM), and5-HT_2A (K_i 52 nM) receptors. It also has a high binding affinity for thesigma receptors.^[3]^[4]

References

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^Anvisa (2023-03-31)."RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese).Diário Oficial da União (published 2023-04-04).Archived from the original on 2023-08-03. Retrieved2023-08-16.
^Gross H, Kaltenbäck E (1969). "The clinical position of moperone among the butyrophenones".Nordisk Psykiatrisk Tidsskrift. Nordic Journal of Psychiatry.23 (1):4–9.doi:10.3109/08039486909132154.PMID 5354545.
^Miyamoto S (2010)."Moperone". In Stolerman IP (ed.).Encyclopedia of Psychopharmacology. Berlin, Heidelberg: Springer. p. 798.doi:10.1007/978-3-540-68706-1_1838.ISBN 978-3-540-68706-1. Retrieved21 March 2022.
^Roth BL, Driscol J."PDSP K_i Database".Psychoactive Drug Screening Program (PDSP). University of North Carolina at Chapel Hill and the United States National Institute of Mental Health. Retrieved21 March 2022.

v t e Antipsychotics (N05A)
Typical	Butyrophenones:Benperidol Bromperidol Bromperidol decanoate Droperidol Haloperidol^# Haloperidol decanoate Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines:Fluspirilene Penfluridol Pimozide Phenothiazines:Acepromazine Acetophenazine Butaperazine Carphenazine (carfenazine)^‡ Chlorpromazine Cyamemazine Dixyrazine Fluphenazine Fluphenazine decanoate Fluphenazine enanthate Levomepromazine (methotrimeprazine) Mesoridazine Perazine Periciazine Perphenazine BL-1020 Perphenazine decanoate Perphenazine enanthate Piperacetazine Pipotiazine Pipotiazine palmitate Pipotiazine undecylenate Prochlorperazine Promazine Sulforidazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes:Chlorprothixene Clopenthixol Clopenthixol decanoate Flupentixol Flupentixol decanoate Tiotixene (thiothixene) Zuclopenthixol Zuclopenthixol acetate Zuclopenthixol decanoate
Disputed	Benzamides:Amisulpride Levosulpiride Nemonapride Remoxipride^‡ Sulpiride Sultopride Tiapride Veralipride^‡ Butyrophenones:Melperone Tricyclics:Carpipramine Clocapramine Clorotepine Clotiapine Loxapine Mosapramine Oxyprothepin decanoate Others:Molindone
Atypical	Benzisoxazole/benzisothiazoles:Iloperidone Lurasidone Paliperidone Paliperidone palmitate Perospirone Risperidone^# Ziprasidone Butyrophenones:Lumateperone Phenylpiperazines/quinolinones:Aripiprazole Aripiprazole lauroxil Brilaroxazine^† Brexpiprazole Cariprazine Tricyclics:Asenapine Clozapine^# Olanzapine (+samidorphan) Quetiapine Zotepine Others:Blonanserin Pimavanserin Sertindole
Others	Monoamine-depleting agents:Oxypertine Reserpine Tetrabenazine Muscarinic agonists:Xanomeline/trospium chloride Others/unknown:Azacyclonol
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

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