P3246
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:
Molecular Weight:
448.40
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Assay
~99% (HPLC)
Quality Level
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
D2 dopamine receptor antagonist; 5-HT2 serotonin receptor antagonist; antipsychotic.
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.
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.
Signal Word
Warning
Hazard Statements
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
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A G Wade et al.
Psychological medicine, 41(10), 2089-2097 (2011-02-26)
Selective serotonin reuptake inhibitors take several weeks to achieve their full antidepressant effects. Post-synaptic 5-HT2A receptor activation is thought to be involved in this delayed therapeutic effect. Pipamperone acts as a highly selective 5-HT2A/D4 antagonist when administered in low doses.
J S Silvestre et al.
Methods and findings in experimental and clinical pharmacology, 29(7), 457-465 (2007-11-06)
Blockade of human ether-a-go-go-related gene (hERG) potassium channels is an undesirable activity of many drugs because it may be the primary cause for the prolongation of the QT interval, which appears to be associated with the induction of potentially life-threatening
C Müller et al.
Forensic science international, 113(1-3), 415-421 (2000-09-09)
Hair samples of patients of psychiatry and hair samples of suicide cases were analysed by liquid-chromatography/ionspray-mass spectrometry (LC/MS) for antidepressants and neuroleptics. Electrospray ionisation (ESI) with in-source collision induced dissociation (ESI/CID) and tandem-mass spectrometry (MS/MS) were used for drug and
I Luhmann et al.
Arzneimittel-Forschung, 42(9), 1069-1072 (1992-09-01)
A sensitive and reproducible high performance liquid chromatographic method was developed for the determination of pipamperone (1'-[4-(4-fluorophenyl)-4-oxobutyl]-[1,4'-bipiperidine]-4'- carboxamide, Dipiperon, CAS 1893-33-0) in plasma samples. Pipamperone and its internal standard (piritramide or 1'-(3-cyano-3,3-diphenylpropyl)-[1,4'-bipiperidine]-4'-carbo xamide) were extracted from alkalinized plasma by liquid-liquid
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
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