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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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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

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
  • as an antipsychotic drugs to test its interaction with human ether-a-go-go-related gene (hERG) channel
  • as an internal standard to spike human colostrum samples for reversed phase liquid chromatography- ultraviolet (LC-UV) analysis

Biochem/physiol Actions

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

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

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Schwaninger et al.
Clinical neuropharmacology, 21(6), 344-346 (1998-12-09)
Hypothermia is a potentially life-threatening emergency. This article examines the case of a 34-year-old, mentally retarded man who experienced three episodes of hypothermia during recurrent exposure to pipamperone. After the pipamperone dose was largely reduced, no further hypothermic episodes occurred.
K Nisijima et al.
Brain research, 890(1), 23-31 (2001-02-13)
The serotonin (5-HT) syndrome is the most serious side effect of antidepressants, and it often necessitates pharmacotherapy. In the present study, the efficacy of several drugs was evaluated in an animal model of the 5-HT syndrome. When 2 mg/kg of
J E Belgaied et al.
Journal of pharmaceutical and biomedical analysis, 30(4), 1417-1423 (2002-11-01)
The electrochemical reduction of pipamperone has been carried out in aqueous solution in KNO(3) (0.1 mol l(-1)) by differential-pulse polarography (DPP). Pipamperone exhibits a well-defined irreversible reduction peak at -1.3 V/ref. The influence of pH on the reduction of pipamperone
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
Eva Saar et al.
Journal of mass spectrometry : JMS, 45(8), 915-925 (2010-07-22)
Over the last decade, the prescription rates of antipsychotic (AP) drugs have increased worldwide. Studies have shown that the risk of sudden cardiac death is threefold higher among patients treated with APs. To investigate the presence of APs in postmortem
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