Clopimozide

Clopimozide

Clinical data
ATC code	none
Identifiers
IUPAC name 3-[1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidyl]-6-chloro-1H-benzimidazol-2-one
CAS Number	53179-12-7
PubChem CID	65449
ChemSpider	58909
UNII	7C6TA32SD2
KEGG	D02649
ChEMBL	ChEMBL2104161
CompTox Dashboard (EPA)	DTXSID60201238
Chemical and physical data
Formula	C28H28ClF2N3O
Molar mass	496.00 g·mol−1
3D model (JSmol)	Interactive image
SMILES Fc1ccc(cc1)C(c2ccc(F)cc2)CCCN5CCC(N4c3ccc(Cl)cc3NC4=O)CC5
InChI InChI=1S/C28H28ClF2N3O/c29-21-7-12-27-26(18-21)32-28(35)34(27)24-13-16-33(17-14-24)15-1-2-25(19-3-8-22(30)9-4-19)20-5-10-23(31)11-6-20/h3-12,18,24-25H,1-2,13-17H2,(H,32,35) Key:JCZYXTVBWHAWLL-UHFFFAOYSA-N

Clopimozide (R-29,764) is a typical antipsychotic drug of the diphenylbutylpiperidine class. It is very potent and has an extremely long duration of action, lasting at least one week with a single dose. It was developed by Janssen Pharmaceutica but was never marketed.

Synthesis

• [53786-28-0] also used for: Domperidone, Halopemide & Axamozide.
• [3312-04-7] is also used for: Amperozide, Fluspirilene, Pimozide, Penfluridol, Lidoflazine & R 1624.

Patent (Ex VIII):

The alkylation between 5-Chloro-1-(4-Piperidyl)-2-Benzimidazolinone [53786-28-0] (1) and 1,1'-(4-Chlorobutylidene)bis(4-fluorobenzene) [3312-04-7] (2) gives clopimozide (3).

See also

• Typical antipsychotic
• Diphenylbutylpiperidine