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Trifluoperazine

Product Name
Trifluoperazine
CAS No.
117-89-5
Chemical Name
Trifluoperazine
Synonyms
Trifluoroperazine;Triphthazine;Trifluperazine;Trifluoperazina;rp7623;RP 7623;modalina;Triflurin;Triftazin;Stellazine
CBNumber
CB9444115
Molecular Formula
C21H24F3N3S
Formula Weight
407.5
MOL File
117-89-5.mol
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Trifluoperazine Property

Melting point:
232°C
Boiling point:
bp0.6 202-210°
Density 
1.2060 (estimate)
storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form 
Solid
pka
pKa 8.05±0.04(H2O t = 20 0.5 I not reported but pKa was stated to be independent of I.) (Uncertain)
color 
White to Off-White
Water Solubility 
12.23mg/L(24 ºC)
NIST Chemistry Reference
Trifluoperazine(117-89-5)
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Safety

Hazardous Substances Data
117-89-5(Hazardous Substances Data)
Toxicity
LD50 orally in rats, mice: 542.7, 424.0 mg/ml (Fowler)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M322198
Product name
10-[3-(4-Methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine
Packaging
50mg
Price
$60
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0027299
Product name
TRIFLUOPERAZINE
Purity
95.00%
Packaging
5G
Price
$835.59
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0027299
Product name
TRIFLUOPERAZINE
Purity
95.00%
Packaging
10G
Price
$1166.67
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0027299
Product name
TRIFLUOPERAZINE
Purity
95.00%
Packaging
25G
Price
$1233.37
Updated
2021/12/16
Labseeker
Product number
SC-95890
Product name
TrifluoperazinHCl
Purity
99
Packaging
200g
Price
$500
Updated
2021/12/16
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Trifluoperazine Chemical Properties,Usage,Production

Originator

Stelazine,SKF,US,1958

Uses

Antipsychotic.

Uses

10-[3-(4-Methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine is a psychoactive drug.

Uses

Trifluoperazine is one of the most active antipsychotic drugs. A moderate stimulatory effect accompanies the neuroleptic effect. Trifluoperazine is unique in that, patients instead of the usual stiffness and weakness characteristic of phenothazine derivatives, become more lively. This drug has a strong anticonvulsant activity. It is widely used in psychiatry for treating schizophrenia and other mental illnesses.

Definition

ChEBI: Trifluoperazine is a member of the class of phenothiazines that is phenothiazine having a trifluoromethyl subsitituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at the N-10 position. It has a role as a dopaminergic antagonist, an antiemetic, an EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor, an EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor, a calmodulin antagonist and a phenothiazine antipsychotic drug. It is a N-alkylpiperazine, a N-methylpiperazine, a member of phenothiazines and an organofluorine compound.

Manufacturing Process

A mixture of 17.2 grams of 2-trifluoromethylphenothiazine, 3.1 grams of sodamide and 14 grams of 1-(3'-chloropropyl)-4-methylpiperazine in 200 ml of xylene is heated at reflux for 2 hours. The salts are extracted into 150 ml of water. The xylene layer is then extracted with several portions of dilute hydrochloric acid. The acid extracts are combined and neutralized with ammonium hydroxide solution. The product, 10-[3'-(4''-methyl-1''- piperazinyl)-propyl]-2-trifluoromethylphenothiazine, is taken into benzene and purified by vacuum distillation, BP 202° to 210°C at 0.6 mm.

Therapeutic Function

Tranquilizer

Clinical Use


Schizophrenia and other psychoses
Anxiety
Severe nausea and vomiting

Synthesis

Trifluoperazine, 2-trifluoromethyl-10-[3-(4-methyl-1-piperazinyl) propyl]- phenothazine (6.1.5), is synthesized in the manner described above of alkylation using 2- trifluoromethylphenothazin-4-methyl-1-piperazinylpropylchloride [11,17–20].

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: increased risk of convulsions with tramadol; enhanced hypotensive and sedative effects with opioids; increased risk of ventricular arrhythmias with methadone.
Anti-arrhythmics: increased risk of ventricular arrhythmias with anti-arrhythmics that prolong the QT interval, e.g. procainamide, disopyramide, dronedarone and amiodarone - avoid with amiodarone and dronedarone.
Antibacterials: increased risk of ventricular arrhythmias with delamanid and moxifloxacin - avoid with moxifloxacin.
Antidepressants: increased level of tricyclics; possibly increased risk of antimuscarinic side effects; risk of ventricular arrhythmias with citalopram and escitalopram - avoid; possible increased risk of convulsions with vortioxetine.
Antiepileptics: antagonism (convulsive threshold lowered).
Antimalarials: avoid with artemether/lumefantrine and piperaquine with artenimol.
Antipsychotics: increased risk of ventricular arrhythmias with droperidol and pimozide - avoid; possible increased risk of ventricular arrhythmias with risperidone.
Antivirals: concentration possibly increased with ritonavir; increased risk of ventricular arrhythmias with saquinavir - avoid.
Anxiolytics and hypnotics: increased sedative effects.
Atomoxetine: increased risk of ventricular arrhythmias.
Beta-blockers: enhanced hypotensive effect; increased risk of ventricular arrhythmias with sotalol.
Cytotoxics: increased risk of ventricular arrhythmias with arsenic trioxide.
Diuretics: enhanced hypotensive effect.
Lithium: increased risk of extrapyramidal side effects and possibly neurotoxicity.
Pentamidine: increased risk of ventricular arrhythmias.

Metabolism

Trifluoperazine undergoes extensive first pass metabolism. The major metabolite is the possibly active N-oxide; other metabolites include the sulfoxide and the 7-hydroxy derivative.
Elimination occurs in the bile and urine.

Trifluoperazine Preparation Products And Raw materials

Raw materials

Preparation Products

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Trifluoperazine Suppliers

TargetMol Chemicals Inc.
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United States
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View Lastest Price from Trifluoperazine manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Trifluoperazine 117-89-5
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-27
Hebei Mojin Biotechnology Co., Ltd
Product
Trifluoperazine 117-89-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-04

117-89-5, TrifluoperazineRelated Search:


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