Diphenylbutylpiperidine

Diphenylbutylpiperidines are a class of typical antipsychotic drugs which were all synthesized, developed, and marketed by Janssen Pharmaceutica.

They include:

• Clopimozide (R-29,764)
• Fluspirilene (Redeptin)
• Penfluridol (Semap, Micefal, Longoperidol)
• Pimozide (Orap)

Additionally, Hoechst discovered R-56109 [84163-77-9] bearing the pendant ω-difluorophenylbutyl sidechain (PC13078368). The piperidine portion of the molecule (R-56109) is of interest because it serves dual use in the synthesis of risperidone, paliperidone, ocaperidone, iloperidone, abaperidone and S18327. R-56109 was first invented by Hoechst (not Janssen) and appeared in a pair of patents on the butyrophenone design in 1982 (PC13078412).

Diphenylbutylpiperazines

Incorporating an additional nitrogen atom into the heterocyclic ring gives the closely related diphenylbutylpiperazines.

Examples of this include:

1. Amperozide (antipsychotic).
2. Lidoflazine
3. PR-000608
4. FG5865 & FG-5893
5. Mioflazine
6. Difluanazine.

References