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P3371

Sigma-Aldrich

Penfluridol

≥97% (HPLC), powder

Synonym(s):

1-[4,4-Bis(4-fluorophenyl)butyl]-4-[4-chloro-3(trifluoromethyl)phenyl]-4-piperidinol, R16341

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About This Item

Empirical Formula (Hill Notation):
C28H27ClF5NO
CAS Number:
26864-56-2
Molecular Weight:
523.97
EC Number:
248-074-5
MDL number:
MFCD00866714
UNSPSC Code:
12352200
PubChem Substance ID:
329820171
NACRES:
NA.77

Assay

≥97% (HPLC)

form

powder

color

white

solubility

DMSO: >20 mg/mL
H2O: insoluble

originator

Johnson & Johnson

storage temp.

2-8°C

SMILES string

OC1(CCN(CCCC(c2ccc(F)cc2)c3ccc(F)cc3)CC1)c4ccc(Cl)c(c4)C(F)(F)F

InChI

1S/C28H27ClF5NO/c29-26-12-7-21(18-25(26)28(32,33)34)27(36)13-16-35(17-14-27)15-1-2-24(19-3-8-22(30)9-4-19)20-5-10-23(31)11-6-20/h3-12,18,24,36H,1-2,13-17H2

InChI key

MDLAAYDRRZXJIF-UHFFFAOYSA-N

Application

Penfluridol has been used as an antipsychotic agent:
  • to study its antimetastatic effect on triple-negative breast cancer cells
  • to study its effects on the growth of glioblastoma cell lines,
  • to study its effects on the vascular endothelial growth factor (VEGF)-induced angiogenesis in human umbilical vein endothelial cells (HUVECs)

Biochem/physiol Actions

Penfluridol is studied in the treatment of schizophrenia, Tourette syndrome and acute psychosis. It also exhibits anticancer activity.
T-type Ca2+ channel blocker; 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

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

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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J J Enyeart et al.
Molecular endocrinology (Baltimore, Md.), 7(8), 1031-1040 (1993-08-01)
The function of low voltage-activated T-type Ca2+ channels in ACTH-stimulated cortisol production by bovine adrenal zona fasciculata cells (AZF) was explored in patch clamp and secretion studies. Nearly all AZF cells expressed only a low voltage-activated T-type Ca2+ current (IT)
J G Won et al.
Endocrinology, 126(2), 858-868 (1990-02-01)
We examined the effects of removing extracellular Ca2+ (Ca2+e), depleting intracellular Ca2+ (Ca2+i), inhibiting cAMP-dependent calmodulin, and blocking voltage-sensitive Ca2+ channels on the secretion of ACTH by perifused dispersed rat anterior pituitary cells. The cells were stimulated with synthetic arginine
J J Enyeart et al.
Molecular pharmacology, 42(2), 364-372 (1992-08-01)
We have used the whole-cell version of the patch-clamp technique to analyze the inhibition of Ca2+ currents by antipsychotic agents in neural crest-derived rat and human thyroid C cell lines. Diphenylbutylpiperidine (DPBP) antipsychotics, including penfluridol and fluspirilene, potently and preferentially
Suyash Srivastava et al.
International journal of molecular sciences, 21(3) (2020-01-26)
: Metastasis is considered a major burden in cancer, being responsible for more than 90% of cancer-related deaths. Tumor angiogenesis is one of the main processes that lead to tumor metastasis. Penfluridol is a classic and commonly used antipsychotic drug
B Spivak et al.
International clinical psychopharmacology, 11(3), 207-209 (1996-09-01)
Neuroleptic malignant syndrome (NMS) is a severe side-effect of neuroleptic treatment. It is usually related to hypodopaminergic activity. A young schizophrenic patient who developed a typical episode of NMS during abrupt withdrawal of long-acting neuroleptic combined with anticholinergic treatment is
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