Compound

Penfluridol

Also called Semap, MCN-JR-16341, Micefal

Original Wikipedia articleen.wikipedia.org/wiki/Penfluridol revision used (24 October 2026)

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Overview

Penfluridol (Semap, Micefal, Longoperidol) is a highly potent, first generation diphenylbutylpiperidine antipsychotic. It was discovered at Janssen Pharmaceutica in 1968. Related to other diphenylbutylpiperidine antipsychotics, pimozide and fluspirilene, penfluridol has an extremely long elimination half-life and its effects last for many days after single oral dose. Its antipsychotic potency, in terms of dose needed to produce comparable effects, is similar to both haloperidol and pimozide. It is only slightly sedative, but often causes extrapyramidal side-effects, such as akathisia, dyskinesiae and pseudo-Parkinsonism. Penfluridol is indicated for antipsychotic treatment of chronic schizophrenia and similar psychotic disorders, it is, however, like most typical antipsychotics, being increasingly replaced by the atypical antipsychotics. Due to its extremely long-lasting effects, it is often prescribed to be taken orally as tablets only once a week (q 7 days). The once-weekly dose is usually 10–60 mg. A 2006 systematic review examined the use of penfluridol for people with schizophrenia:[1][2] WP⚠ A table follows this text in the source and is not copied here. Open the source to see it.

Chemistry

Formula: C28H27ClF5NO PC
CAS number: 26864-56-2 PC
Molar mass (g/mol): 524.0 PC
IUPAC name (computed by PubChem): 1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]piperidin-4-ol PC
SMILES: C1CN(CCC1(C2=CC(=C(C=C2)Cl)C(F)(F)F)O)CCCC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F PC
InChIKey: MDLAAYDRRZXJIF-UHFFFAOYSA-N PC
PubChem CID: 33630

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Sources

Journal / agency van Praag HM, Schut T, Dols L, van Schilfgaarden R. Controlled trial of penfluridol in acute psychosis. British Medical Journal. December 1971. doi:10.1136/bmj.4.5789.710 · PMID 4943034 · PMC1799991
Journal / agency Janssen PA, Niemegeers CJ, Schellekens KH, Lenaerts FM, Verbruggen FJ, Van Nueten JM, Schaper WK. The pharmacology of penfluridol (R 16341) a new potent and orally long-acting neuroleptic drug. European Journal of Pharmacology. July 1970. doi:10.1016/0014-2999(70)90043-9 · PMID 5447800

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