7087. Penfluridol

Nomenclature

CAS number: 26864-56-2
1-[4,4-Bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-4-piperidinol; 1-[4,4-bis(p-fluorophenyl)butyl]-4-(4-chloro-α,α,α-trifluoro-m-tolyl)-4-piperidinol; 1-(4,4-bis(4-fluorophenyl)butyl)-4-hydroxy-4-(3-trifluoromethyl-4-chlorophenyl)piperidine; R-16341; Semap (Janssen).
C28H27ClF5NO; mol wt 523.97.
C 64.18%, H 5.19%, Cl 6.77%, F 18.13%, N 2.67%, O 3.05%.

Description and references

Prepn: H. K. F. Hermans, C. J. E. Niemegeers, DE 2040231; eidem, US 3575990 (both 1971 to Janssen); Sindelár et al., Collect. Czech. Chem. Commun. 38, 3879 (1973). Pharmacology and toxicology: Janssen et al., Eur. J. Pharmacol. 11, 139 (1970). Crystal structure: Koch, Acta Crystallogr. 29B, 1538 (1973).

Chemical structure

Properties

White, microcrystals, mp 105-107°. Slightly sol in water, dil HCl (<0.5 mg/ml). LD50 orally in mice (day 7): 86.8 mg/kg (Janssen).

Therapeutic Category

Antipsychotic.

Keywords

Antipsychotic