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P3246

Sigma-Aldrich

Pipamperone dihydrochloride

~99% (HPLC), powder

Synonym(s):

1′-[4-(4-Fluorophenyl)-4-oxobutyl]-[1,4′-bipiperidine]-4′-carboxamide dihydrochloride, R4050

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100 MG
$240.30

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100 MG
$240.30

About This Item

Empirical Formula (Hill Notation):
C21H30N3O2F · 2HCl
CAS Number:
2448-68-2
Molecular Weight:
448.40
EC Number:
219-507-5
MDL number:
MFCD00242980
UNSPSC Code:
12352200
PubChem Substance ID:
24724576
NACRES:
NA.77

$240.30

List Price$267.00Save 10%

In StockDetails

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assay

~99% (HPLC)

Quality Level

100

form

powder

color

white

solubility

H2O: >2.0 mg/mL

originator

Johnson & Johnson

SMILES string

Cl[H].Cl[H].NC(=O)C1(CCN(CCCC(=O)c2ccc(F)cc2)CC1)N3CCCCC3

InChI

1S/C21H30FN3O2.2ClH/c22-18-8-6-17(7-9-18)19(26)5-4-12-24-15-10-21(11-16-24,20(23)27)25-13-2-1-3-14-25;;/h6-9H,1-5,10-16H2,(H2,23,27);2*1H

InChI key

BMXXSXQVMCXGJM-UHFFFAOYSA-N

Application

Pipamperone dihydrochloride may be used:
  • as an internal standard in liquid chromatography with coulometric detection[1]
  • as an antipsychotic drugs to test its interaction with human ether-a-go-go-related gene (hERG) channel[2]
  • as an internal standard to spike human colostrum samples for reversed phase liquid chromatography- ultraviolet (LC-UV) analysis[3]

Biochem/physiol Actions

D2 dopamine receptor antagonist; 5-HT2 serotonin receptor antagonist; antipsychotic.
Pipamperone, a butyrophenone derivative is a pharmacological chaperone[4] and is a membrane-permeable dopamine receptor D4 (DRD4) antagonist.[5] The affinity of pipamperone is higher for DRD4 and 5-hydroxytryptamine 2A receptor (5-HT2A) in comparison with DRD2.[5] It may be useful therapeutic in treating behavioral disorders and psychomotor agitation symptoms.[1]

Features and Benefits

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000306382
0000306382
0000275719
123K4708

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P A Janssen et al.
Arzneimittel-Forschung, 44(3), 269-277 (1994-03-01)
In 1965 the first study of this series reported different effects of neuroleptics in rats, supporting clinical differences. At the one end, haloperidol presented as a potent and specific antagonist of the psychostimulants amphetamine and apomorphine. Haloperidol-like neuroleptics have marked
The treatment of autism with pipamperone: A case report
Petrosino B, et al.
European Psychiatry : The Journal of the Association of European Psychiatrists, 33, S682-S682 (2016)
A Van Eeckhaut et al.
Journal of clinical pharmacy and therapeutics, 42(3), 306-310 (2017-03-16)
In our university hospital (UZBrussel), one of the options to control post-operative pain after a Caesarean section under general anaesthesia is to administer piritramide by patient-controlled intravenous analgesia (PCIA). As no information is available about the possible transfer of this
D V Oekelen et al.
European journal of pharmacology, 425(1), 21-32 (2001-10-24)
The 5-HT(2A) and 5-HT(2C) receptors belong to the same subtype of the G-protein coupled receptor family and have several agonist and antagonist ligands in common. To gain more insight into the differences in the regulation of the two receptors, we
Kathelijne Peremans et al.
Nuclear medicine communications, 29(8), 724-729 (2008-08-30)
To conduct a cost-efficient pilot study on the effect of low-dose pipamperone on the serotonin-2A receptor binding in a large animal model with conventional single-photon emission tomography modalities. Three healthy drug-naive female Beagle dogs were scanned before and after administration
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