3450. Droperidol

Nomenclature

CAS number: 548-73-2
1-[1-[4-(4-Fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl]-1,3-dihydro-2H-benzimidazol-2-one; 1-[1-[3-(p-fluorobenzoyl)propyl]-1,2,3,6-tetrahydro-4-pyridyl]-2-benzimidazolinone; 1-[1-[4-(p-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridyl]-2-benzimidazolinone; R-4749; Dehydrobenzperidol (Janssen); Dridol; Droleptan (Le Brun); Inapsine (McNeil).
C22H22FN3O2; mol wt 379.43.
C 69.64%, H 5.84%, F 5.01%, N 11.07%, O 8.43%.

Description and references

Prepn: P. A. J. Janssen, J. F. Gardocki, US 3161645 (1964 to Janssen). Pharmacology and toxicity: J. Yelnosky et al., Toxicol. Appl. Pharmacol. 6, 37 (1964). Comprehensive description: C. A. Janicki, R. K. Gilpin, Anal. Profiles Drug Subs. 7, 171-192 (1978).

Chemical structure

Derivative

Hydrate.

Properties

Crystals, mp 145-146.5°. uv max (9:1, 0.1M HCl:methanol): 245, 280 nm (ε 15600, 7500). Soly at 25° (g/100 ml): chloroform 40; DMF 17; benzene 0.55; methanol 0.41; ethanol 0.34; ether 0.24; 0.1M HCl 0.15; water <0.001. pKa 7.64. Heat and light sensitive. LD50 in mice (mg/kg): 125 s.c.; 43 i.v. (Yelnosky).

Note

Ingredient of Thalamonal, Innovar.

Therapeutic Category

Antipsychotic.

Therapeutic Category (Veterinary)

Tranquilizer.

Keywords

Antipsychotic; Butyrophenones