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Details

Stereochemistry ACHIRAL
Molecular Formula C21H23BrFNO2
Molecular Weight 420.315
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BROMPERIDOL

SMILES

OC1(CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1)C3=CC=C(Br)C=C3

InChI

InChIKey=RKLNONIVDFXQRX-UHFFFAOYSA-N
InChI=1S/C21H23BrFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2

HIDE SMILES / InChI

Description

Bromperidol (marketed as Bromidol, Bromodol) is a butyrophenone derivative. It is a potent and long-acting neuroleptic, used as an antipsychotic in the treatment of schizophrenia. It was discovered at Janssen Pharmaceutica in 1966. Bromperidol is a bromine analog of Haloperidol hydrochloride (sc-203593) which functions as a D2DR (dopamine D2 receptor) antagonist. Studies suggest that cytochrome CYP3A4 catalyzes the dehydration of Bromperidol and N-dealkylation of Bromperidol. In addition, CYP3A4 can oxidize N-dealkylated Bromperidol back into Bromperidol. Alternately, Bromperidol antagonizes the Neuroendocrine DA receptors which regulate hypothalamic LH-RH release.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
8.5 ng/mL
0.18 mg/kg bw single, oral
BROMPERIDOL plasma
Homo sapiens
0.53 ng/mL
3 mg single, oral
BROMPERIDOL plasma
Homo sapiens
2.38 ng/mL
6 mg single, oral
BROMPERIDOL plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
150 ng × h/mL
0.18 mg/kg bw single, oral
BROMPERIDOL plasma
Homo sapiens
11.78 ng × h/mL
3 mg single, oral
BROMPERIDOL plasma
Homo sapiens
54.69 ng × h/mL
6 mg single, oral
BROMPERIDOL plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
20.4 h
0.18 mg/kg bw single, oral
BROMPERIDOL plasma
Homo sapiens
24.1 h
3 mg single, oral
BROMPERIDOL plasma
Homo sapiens
38.7 h
6 mg single, oral
BROMPERIDOL plasma
Homo sapiens

Doses

AEs

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Oral Schizophrenia: Adult: 1-15 mg daily, up to 50 mg daily. Intramuscular Schizophrenia: Adult: Long-term therapy: Up to 300 mg every 4 wk via deep inj. Intramuscular Psychoses: Adult: Long-term therapy: Up to 300 mg every 4 wk via deep inj. Oral Psychoses: Adult: 1-15 mg daily, up to 50 mg daily.
Route of Administration: Other
In Vitro Use Guide
Bromperidol is able to antagonize as well as haloperidol the DA-induced LH-RH release.