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T103

Sigma-Aldrich

Trifluperidol hydrochloride

Synonym(s):

4′-Fluoro-4-[4-hydroxy-4-(α,α,α-trifluoro-m tolyl)piperidino]butyrophenone hydrochloride, R 2498, Triperidol

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About This Item

Empirical Formula (Hill Notation):
C22H23F4NO2 · HCl
CAS Number:
2062-77-3
Molecular Weight:
445.88
EC Number:
218-170-1
MDL number:
MFCD00055195
UNSPSC Code:
12352200
PubChem Substance ID:
24277941
NACRES:
NA.77

Assay

≥98% (HPLC)

Quality Level

100

form

solid

storage condition

desiccated

color

white to off-white

solubility

DMSO: ≥20 mg/mL
H2O: soluble
ethanol: moderately soluble

SMILES string

Cl.OC1(CCN(CCCC(=O)c2ccc(F)cc2)CC1)c3cccc(c3)C(F)(F)F

InChI

1S/C22H23F4NO2.ClH/c23-19-8-6-16(7-9-19)20(28)5-2-12-27-13-10-21(29,11-14-27)17-3-1-4-18(15-17)22(24,25)26;/h1,3-4,6-9,15,29H,2,5,10-14H2;1H

InChI key

VYGQXRZAHIZHQV-UHFFFAOYSA-N

Gene Information

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)

Application

The interaction of Trifluperidol hydrochloride with NMDA receptors was studied in rat brain buffy coat membranes.

Biochem/physiol Actions

Trifluperidol is a dopamine receptor antagonist with antipsychotic effects used in the treatment of schizophrenia. This neuroleptic penetrates the brain and also affects the glial cells leading to increased release of proinflammatory cytokines. It also alters the metabolism of carbohydrates and amino acids in the brain cortex.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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L L Coughenour et al.
The Journal of pharmacology and experimental therapeutics, 296(1), 150-159 (2000-12-21)
The use of trifluoroperazine in a well washed rat brain membrane preparation revealed [(3)H]ifenprodil binding to a single high affinity state with the pharmacology of N-methyl-D-aspartate (NMDA) receptors containing NR2B subunits. Inhibition of [(3)H]ifenprodil binding in the presence of trifluoroperazine
H Michalek et al.
The Biochemical journal, 110(2), 237-241 (1968-11-01)
1. The effect of triperidol on the metabolism of glucose, pyruvate, glutamate, aspartate and glycine was studied with rat brain-cortex slices, U-(14)C-labelled substrates and a quantitative radiochromatographic technique. 2. Triperidol at a concentration of 0.2mm decreased the oxygen uptake and
J Kowalski et al.
Polish journal of pharmacology, 56(5), 563-570 (2004-12-14)
Neuroleptics penetrate into the brain, where they act not only on neurons but probably also on glial cells. In the available literature, there are no reports on the effect of neuroleptics on cytokine release in glia cultures. The aim of
K Herrick-Davis et al.
The Journal of pharmacology and experimental therapeutics, 295(1), 226-232 (2000-09-19)
Clozapine is the prototype atypical antipsychotic drug, producing little or no extrapyramidal side effects, while improving negative symptoms of psychosis. Clozapine's high affinity for serotonin receptors has been hypothesized to confer the unique antipsychotic properties of this drug. Recently, we
Lisa Burry et al.
The Cochrane database of systematic reviews, 6, CD005594-CD005594 (2018-06-20)
Guidelines suggest limited and cautious use of antipsychotics for treatment of delirium where nonpharmacological interventions have failed and symptoms remain distressing or dangerous, or both. It is unclear how well these recommendations are supported by current evidence. Our primary objective

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