Bromperidol (Impromen; R11333), a butyrophenone derivative, is potent and long-term maintenance treatment for schizophrenia. Bromperidol is a structurally similar compound to haloperidol. In patients with schizophrenia, the C3435T polymorphism is linked to a therapeutic response to bromperidol, potentially due to varying drug concentrations in the brain.

Physicochemical Properties

Molecular Formula	C21H23BRFNO2
Molecular Weight	420.31522
Exact Mass	419.09
Elemental Analysis	C, 60.01; H, 5.52; Br, 19.01; F, 4.52; N, 3.33; O, 7.61
CAS #	10457-90-6
Related CAS #	Bromperidol hydrochloride; 59453-24-6; Bromperidol-d4-1
PubChem CID	2448
Appearance	Solid powder
Density	1.366 g/cm3
Boiling Point	543.6ºC at 760 mmHg
Melting Point	156-158ºC
Flash Point	282.6ºC
Vapour Pressure	1.19E-12mmHg at 25°C
Index of Refraction	1.59
LogP	4.472
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Heavy Atom Count	26
Complexity	451
Defined Atom Stereocenter Count	0
SMILES	O=C(C1=CC=C(F)C=C1)CCCN2CCC(O)(C3=CC=C(Br)C=C3)CC2
InChi Key	RKLNONIVDFXQRX-UHFFFAOYSA-N
InChi Code	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
Chemical Name	4-[4-(4-bromophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
Synonyms	R-11333; R 11333; R11333; Impromen
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	D2 Receptor
ln Vitro	Bromperidol prevents conditioned responses and learned intracranial self-stimulation, and it opposes stereotyped behavior and agitation brought on by apomorphine or amphetamine in rats[1]. Bromperidol inhibits the conditioned avoidance response in dogs and counteracts the emesis caused by apomorphine[1].
ln Vivo	Bromoperidol can antagonize stereotyped behaviors and agitation induced by apomorphine or amphetamine, and inhibit conditioned responses and learned intracranial self-stimulation in rats [1]. Bromperidol antagonizes apomorphine-induced vomiting and inhibits the conditioned avoidance response in dogs [1].
ADME/Pharmacokinetics	Metabolism / Metabolites Bromperidol has known human metabolites that include 4-(4-Bromophenyl)piperidin-4-ol and 4'-Fluorobutyrophenone.
References	[1]. Bromperidol. A preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in psychoses. Drugs. 1988 Jun;35(6):670-84. [2]. Synergistic drug combinations for tuberculosis therapy identified by a novel high-throughput screen. Antimicrob Agents Chemother. 2011 Aug;55(8):3861-9.
Additional Infomation	Bromperidol is an aromatic ketone. Bromperidol has been used in trials studying the treatment of Dementia, Depression, Schizophrenia, Anxiety Disorders, and Psychosomatic Disorders, among others.

Solubility Data

Solubility (In Vitro)

DMSO: ~50 mg/mL (~119 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (5.95 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.95 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.3791 mL	11.8957 mL	23.7914 mL
	5 mM	0.4758 mL	2.3791 mL	4.7583 mL
	10 mM	0.2379 mL	1.1896 mL	2.3791 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.