Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

Safety Information

F4765

Sigma-Aldrich

Fluphenazine dihydrochloride

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

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

SMILES string

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

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

InChI key

MBHNWCYEGXQEIT-UHFFFAOYSA-N

Gene Information

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

Looking for similar products? Visit Product Comparison Guide

General description

Fluphenazine may be useful for the treatment of schizophrenia.[1]

Application

Fluphenazine dihydrochloride has been used:
  • to study its effects as a drug on glioblastoma (GBM) cells[2]
  • in fluorescence-activated cell sorting (FACS) analysis, sorting and single-cell stress-survival experiments[3]
  • to study its exposure effects on learning and memory in adult rats[4]

Biochem/physiol Actions

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

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H360

Precautionary Statements

P201 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1A

Storage Class Code

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

F4765-VAR:
F4765-1G:
F4765-5G:
F4765-BULK:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SLCD2610
SLBT7642
SLBN9815V
SLBL8099V
SLBJ5582V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service