Moperone

Chemical compound

N05AD04 (WHO)

Legal statusLegal 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

PubChem CID

4249

DrugBank

DB13554

ChemSpider

4100

UNII

OU730881W5

KEGG

D02623

CompTox Dashboard (EPA)

DTXSID6049062

ECHA InfoCard100.012.625

Chemical and physical dataFormulaC₂₂H₂₆FNO₂Molar mass355.453 g·mol⁻¹3D 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 a typical antipsychotic of the butyrophenone class^[2] 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.^[3]^[4]

References

^ 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. Retrieved 2023-08-16.
^ 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. Retrieved 21 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. Retrieved 21 March 2022.