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
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)
Safety
- Hazardous Substances Data
- 117-89-5(Hazardous Substances Data)
- Toxicity
- LD50 orally in rats, mice: 542.7, 424.0 mg/ml (Fowler)
N-Bromosuccinimide Price
- Product number
- M322198
- Product name
- 10-[3-(4-Methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- HCH0027299
- Product name
- TRIFLUOPERAZINE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $835.59
- Updated
- 2021/12/16
- Product number
- HCH0027299
- Product name
- TRIFLUOPERAZINE
- Purity
- 95.00%
- Packaging
- 10G
- Price
- $1166.67
- Updated
- 2021/12/16
- Product number
- HCH0027299
- Product name
- TRIFLUOPERAZINE
- Purity
- 95.00%
- Packaging
- 25G
- Price
- $1233.37
- Updated
- 2021/12/16
- Product number
- SC-95890
- Product name
- TrifluoperazinHCl
- Purity
- 99
- Packaging
- 200g
- Price
- $500
- Updated
- 2021/12/16
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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View Lastest Price from Trifluoperazine manufacturers
- Product
- Trifluoperazine 117-89-5
- Price
- US $10.00/KG
- Min. Order
- 100KG
- Purity
- 99%
- Supply Ability
- 100 mt
- Release date
- 2021-08-19
- Product
- Trifluoperazine 117-89-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-09-04