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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

Quality Level

100

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)
A M Oduola et al.
Transactions of the Royal Society of Tropical Medicine and Hygiene, 87(1), 81-83 (1993-01-01)
The susceptibilities of isolates of Plasmodium falciparum from Nigeria and two reference cloned strains (D6 and W2) to mefloquine or chloroquine alone and in combination with either penfluridol, a piperidine analogue, or verapamil were determined using a modification of the
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
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
J G Won et al.
Endocrinology, 126(2), 849-857 (1990-02-01)
We examined the effects of removing extracellular Ca2+ (Ca2+e), depleting intracellular Ca2+ (Ca2+i), inhibiting Ca2(+)-dependent calmodulin, blocking voltage-sensitive Ca2+ channels, and combining Ca2+i depletion with exposure to glucocorticoid on the secretion of ACTH by perifused dispersed rat anterior pituitary cells
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