1442. Bromperidol
Nomenclature
CAS number: 10457-90-6
4-[4-(4-Bromophenyl)-4-hydroxy-1-piperidinyl]-1-(4-fluorophenyl)-1-butanone; 4-[4-(p-bromophenyl)-4-hydroxypiperidino]-4′-fluorobutyrophenone; R-11333; Azurene (Cilag-Chemie); Impromen (Janssen); Tesoprel (Organon). C21H23BrFNO2; mol wt 420.32.
C 60.01%, H 5.52%, Br 19.01%, F 4.52%, N 3.33%, O 7.61%.
Description and references
Bromine analog of haloperidol, q.v. Prepn (no data): P. A. J. Janssen, GB 895309; idem, US 3438991 (1962, 1969 both to Janssen); C. J. E. Niemegeers, P. A. J. Janssen, Arzneim.-Forsch. 24, 45 (1974). Prepn of 82Br bromperidol and preliminary tissue distribution studies: S. H. Vincent et al., J. Med. Chem. 23, 75 (1980). Pharmacological study: C. J. E. Niemegeers, P. A. J. Janssen, Life Sci. 24, 2201 (1979). Preliminary clinical study: B. Woggon et al., Int. Pharmacopsychiatry 14, 213 (1979). Radioimmunoassay: E. Van Den Eeckhout et al., Eur. J. Drug Metab. Pharmacokinet. 5, 45 (1980).
Properties
Off-white amorphous or microcrystalline powder, mp 155-158°. uv max: 245 nm. pKa 8.6-8.7. Soly in water: 0.09 mg/ml; in 0.1M tartaric, lactic, citric and acetic acids: greater than or equal to 10 mg/ml.Therapeutic Category
Antipsychotic.
Keywords
Antipsychotic; Butyrophenones