Diphenylbutylpiperidines are a class of typical antipsychotic drugs which were all synthesized, developed, and marketed by Janssen Pharmaceutica.[1][2]
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).[3] 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
[edit]Incorporating an additional nitrogen atom into the heterocyclic ring gives the closely related diphenylbutylpiperazines.
Examples of this include:
- Amperozide (antipsychotic).[4]
- Lidoflazine
- PR-000608
- FG5865 & FG-5893
- Mioflazine
- Difluanazine.[5][6]
References
[edit]- ↑
- ↑ Qar J, Galizzi JP, Fosset M, Lazdunski M (September 1987). "Receptors for diphenylbutylpiperidine neuroleptics in brain, cardiac, and smooth muscle membranes. Relationship with receptors for 1,4-dihydropyridines and phenylalkylamines and with Ca2+ channel blockade". European Journal of Pharmacology. 141 (2): 261–8. doi:10.1016/0014-2999(87)90271-8. PMID 2445589.
- ↑ Strupczewski JT, Allen RC, Gardner BA, Schmid BL, Stache U, Glamkowski EJ, Jones MC, Ellis DB, Huger FP, Dunn RW (June 1985). "Synthesis and neuroleptic activity of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles". Journal of Medicinal Chemistry. 28 (6): 761–9. doi:10.1021/jm00383a012. PMID 2861286.
- ↑ Figueras, Albert; Capellà, Dolors (1993). Antipsychotic drugs. Side Effects of Drugs Annual. Vol. 17. pp. 49–71. doi:10.1016/S0378-6080(05)80189-8. ISBN 978-0-444-82005-1.
- ↑ "Difluanazine". PubChem. U.S. National Library of Medicine.
- ↑