pimozide

Also known as haldol decanoate, Orap®, R-6238, Pimozidum, Pimozida

Pimozide (sold under the brand name Orap) is a neuroleptic drug of the diphenylbutylpiperidine class. It was discovered at Janssen Pharmaceutica in 1963. It has a high potency compared to chlorpromazine (ratio 50-70:1). On a weight basis it is even more potent than haloperidol. It also has special indication for Tourette syndrome and resistant tics.

Key facts

Drug.Watchedfields: changed
Drug.verifiedrevid: 464206733
Drug.IUPAC_name: 1-[1-[4,4-Bis(4-fluorophenyl)butyl]-4-piperidinyl]-1,3-dihydro-2H-benzimidazole-2-one
Drug.image: Pimozide.svg
Drug.image_class: skin-invert-image
Drug.width: 200
Drug.image2: Pimozide-based-on-xtal-3D-bs-17.png
Drug.image_class2: bg-transparent
Drug.tradename: Orap
Drug.MedlinePlus: a686018
Drug.licence_US: Pimozide
Drug.pregnancy_AU: B1
Drug.pregnancy_US: C
Drug.legal_AU: S4
Drug.legal_BR: C1
Drug.legal_US: Rx-only
Drug.routes_of_administration: Oral
Drug.class: Typical antipsychotic

via Wikipedia infobox

Chemical data

Formula: C28H29F2N3O
Molecular weight: 461.5 g/mol
IUPAC name: 3-[1-[4,4-bis(4-fluorophenyl)butyl]piperidin-4-yl]-1H-benzimidazol-2-one
SMILES: C1CN(CCC1N2C3=CC=CC=C3NC2=O)CCCC(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F
InChIKey: YVUQSNJEYSNKRX-UHFFFAOYSA-N
XLogP: 6.3
Polar surface area: 35.6 Å²
H-bond donors: 1
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

2,718 papers

Pimozide.Profiles of drug substances, excipients, and related methodology · 2012
Can pimozide kill parasites? Surprisingly, the most honest answer is 'yes'.The Journal of dermatological treatment · 2025
Pimozide: use in dermatology.Dermatology online journal · 2003
Pimozide for tics in Tourette's syndrome.The Cochrane database of systematic reviews · 2009
Pimozide for schizophrenia or related psychoses.The Cochrane database of systematic reviews · 2000

via PubMed

Wikidata facts

Mass: 461.227869

Show 5 more facts

chemical formula: C₂₈H₂₉F₂N₃O
canonical SMILES: C1CN(CCC1N2C3=CC=CC=C3NC2=O)CCCC(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F
World Health Organisation international non-proprietary name: pimozide
defined daily dose: 4
Commons category: Pimozide

Sources (7)

via Wikidata · CC0

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