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Merck
CN

F4765

Fluphenazine dihydrochloride

Synonym(s):

4-[3-[2-(Trifluoromethyl)-10H-phenothiazin-10-yl]propyl]-1-piperazineethanol dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H26F3N3OS · 2HCl
CAS Number:
146-56-5
Molecular Weight:
510.44
NACRES:
NA.77
PubChem Substance ID:
57654184
UNSPSC Code:
12352200
EC Number:
205-674-1
MDL number:
MFCD00055212

Key Documents

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InChI key

MBHNWCYEGXQEIT-UHFFFAOYSA-N

InChI

1S/C22H26F3N3OS.2ClH/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29;;/h1-2,4-7,16,29H,3,8-15H2;2*1H

SMILES string

Cl.Cl.OCCN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1

Gene Information

human ... DRD1(1812), DRD2(1813), HRH1(3269)

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General description

Fluphenazine may be useful for the treatment of schizophrenia.

Application

Fluphenazine dihydrochloride has been used:
  • to study its effects as a drug on glioblastoma (GBM) cells
  • in fluorescence-activated cell sorting (FACS) analysis, sorting and single-cell stress-survival experiments
  • to study its exposure effects on learning and memory in adult rats

Biochem/physiol Actions

D1/D2 dopamine receptor antagonist; phenothiazine antipsychotic; H1 histamine receptor antagonist.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H360

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1A

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLCD2610
SLBT7642
SLBN9815V
SLBL8099V
SLBJ5582V

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Coupling phenotypic persistence to DNA damage increases genetic diversity in severe stress
Yaakov G, et al.
Nature ecology & evolution, 1(1), 0016-0016 (2017)
Principles of Psychopharmacology for Mental Health Professionals (2006)
G Cai et al.
Molecular pharmacology, 56(5), 989-996 (1999-10-26)
The interaction of dopaminergic antagonists with the D(1A) dopamine receptor was assessed in PC2 cells that transiently express this receptor. The maximal binding and dissociation constants for the D(1A) dopamine receptor, using the ligand [(125)I]SCH23982 were 0.38 +/- 0.09 nM
The Effect of Intrauterine Antipsychotic Drug Exposure on Learning and Memory in Adult Rats
Oltulu C and Karadag CH
Klinik Psikofarmakoloji Bulteni-Bulletin of Clinical Psychopharmacology, 26(4), 364-373 (2016)
Identification of thioridazine, an antipsychotic drug, as an antiglioblastoma and anticancer stem cell agent using public gene expression data
Cheng HW, et al.
Cell Death & Disease, 6(5), e1753-e1753 (2015)
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