Moperone

Moperone
Clinical data
Trade names	Luvatren (discontinued)
ATC code	N05AD04 (WHO) ;
Legal status
Legal status	BR: Class C1 (Other controlled substances) ;
Identifiers
	IUPAC name 1-(4-fluorophenyl)-4-[4-hydroxy-4-(4-methylphenyl)piperidin-1-yl]butan-1-one;
CAS Number	1050-79-9;
PubChem CID	4249;
DrugBank	DB13554;
ChemSpider	4100;
UNII	OU730881W5;
KEGG	D02623;
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;

Short description: Chemical compound

Moperone (Luvatren, since discontinued) is a typical antipsychotic of the butyrophenone class^[1] which is marketed in Japan for the treatment of schizophrenia. It is an antagonist for the D₂ (K_i 0.7–1.9 nM), D₃ (K_i 0.1–1 nM), and 5-HT_2A (K_i 52 nM) receptors. It also has a high binding affinity for the sigma receptors.^[2]^[3]

References

↑ "The clinical position of moperone among the butyrophenones". Nordisk Psykiatrisk Tidsskrift. Nordic Journal of Psychiatry 23 (1): 4–9. 1969. doi:10.3109/08039486909132154. PMID 5354545.
↑ "Moperone". Encyclopedia of Psychopharmacology. Berlin, Heidelberg: Springer. 2010. pp. 798. doi:10.1007/978-3-540-68706-1_1838. ISBN 978-3-540-68706-1. https://doi.org/10.1007/978-3-540-68706-1_1838. Retrieved 21 March 2022.
↑ "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. https://pdsp.unc.edu/databases/pdsp.php?receptorDD=&receptor=&speciesDD=&species=&sourcesDD=&source=&hotLigandDD=&hotLigand=&testLigandDD=&testFreeRadio=testFreeRadio&testLigand=moperone&referenceDD=&reference=&KiGreater=&KiLess=&kiAllRadio=all&doQuery=Submit+Query.

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[1] "The clinical position of moperone among the butyrophenones". Nordisk Psykiatrisk Tidsskrift. Nordic Journal of Psychiatry 23 (1): 4–9. 1969. doi:10.3109/08039486909132154. PMID 5354545.

[:0-2] "Moperone". Encyclopedia of Psychopharmacology. Berlin, Heidelberg: Springer. 2010. pp. 798. doi:10.1007/978-3-540-68706-1_1838. ISBN 978-3-540-68706-1. https://doi.org/10.1007/978-3-540-68706-1_1838. Retrieved 21 March 2022.

[PDSP-3] "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. https://pdsp.unc.edu/databases/pdsp.php?receptorDD=&receptor=&speciesDD=&species=&sourcesDD=&source=&hotLigandDD=&hotLigand=&testLigandDD=&testFreeRadio=testFreeRadio&testLigand=moperone&referenceDD=&reference=&KiGreater=&KiLess=&kiAllRadio=all&doQuery=Submit+Query.

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[3]

v t e Antipsychotics (N05A)
Typical	Butyrophenones: Benperidol Bromperidol Droperidol Haloperidol^# Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines: Fluspirilene Penfluridol Pimozide Phenothiazines: Acetophenazine Butaperazine Carphenazine (carfenazine)^‡ Chlorpromazine Cyamemazine Dixyrazine Fluphenazine Levomepromazine (methotrimeprazine) Mesoridazine Perazine Periciazine Perphenazine Piperacetazine Pipotiazine Prochlorperazine Promazine Sulforidazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes: Chlorprothixene Clopenthixol Flupentixol Tiotixene (thiothixene) Zuclopenthixol
Disputed	Benzamides: Amisulpride Levosulpiride Nemonapride Remoxipride^‡ Sulpiride Sultopride Tiapride Veralipride^‡ Butyrophenones: Melperone Tricyclics: Carpipramine Clocapramine Clorotepine Clotiapine Loxapine Mosapramine 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 Quetiapine Zotepine Others: Blonanserin Pimavanserin Sertindole
Others	Azacyclonol Cannabidiol Oxypertine Reserpine Tetrabenazine
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Moperone

Topic: Chemistry

References