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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
Molecular Weight:
407.5
MDL Number:
MFCD00242601
MOL File:
117-89-5.mol
Last updated:2023-09-04 15:50:00

Trifluoperazine Properties

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)
FDA UNII 214IZI85K3
ATC code N05AB06
NIST Chemistry Reference Trifluoperazine(117-89-5)

Pharmacokinetic data

Protein binding >99%
Excreted unchanged in urine <1%
Volume of distribution 160(L/kg)
Biological half-life 22 / -

SAFETY

Risk and Safety Statements

Toxicity LD50 orally in rats, mice: 542.7, 424.0 mg/ml (Fowler)

Trifluoperazine price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC M322198 10-[3-(4-Methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine 117-89-5 50mg $60 2021-12-16 Buy
American Custom Chemicals Corporation HCH0027299 TRIFLUOPERAZINE 95.00% 117-89-5 5G $835.59 2021-12-16 Buy
American Custom Chemicals Corporation HCH0027299 TRIFLUOPERAZINE 95.00% 117-89-5 10G $1166.67 2021-12-16 Buy
American Custom Chemicals Corporation HCH0027299 TRIFLUOPERAZINE 95.00% 117-89-5 25G $1233.37 2021-12-16 Buy
Labseeker SC-95890 TrifluoperazinHCl 99 117-89-5 200g $500 2021-12-16 Buy
Product number Packaging Price Buy
M322198 50mg $60 Buy
HCH0027299 5G $835.59 Buy
HCH0027299 10G $1166.67 Buy
HCH0027299 25G $1233.37 Buy
SC-95890 200g $500 Buy

Trifluoperazine Chemical Properties,Uses,Production

Originator

Stelazine,SKF,US,1958

Uses

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

Uses

Antipsychotic.

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.

92-30-8
117-89-5
Synthesis of Trifluoperazine from 2-(Trifluoromethyl)phenothiazine
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View Lastest Price from Trifluoperazine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Trifluoperazine pictures 2023-09-04 Trifluoperazine
117-89-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Trifluoperazine pictures 2021-08-20 Trifluoperazine
117-89-5
US $10.00 / KG 100KG 99% 100 mt Hebei Guanlang Biotechnology Co., Ltd.
Trifluoperazine USP/EP/BP pictures 2021-07-24 Trifluoperazine USP/EP/BP
117-89-5
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
  • Trifluoperazine pictures
  • Trifluoperazine
    117-89-5
  • US $10.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.

Trifluoperazine Spectrum

Trifluoperazine (base and/or unspecified salts) TRIFLUOPERAZINE 10-[3-(4-Methylpiperazin-1-yl)propyl]-2-trifluoromethyl-10H-phenothiazine 10-(3-(4-methyl-1-piperazinyl)propyl)-2-(trifluoromethyl)-phenothiazin 10-(3-(4-Methyl-1-piperazinyl)propyl)-2-(trifluoromethyl)phenothiazine 10-(gamma-(n’-methylpiperazino)propyl)-2-trifluoromethylphenothiazine 10-(gamma-(n’-methylpiperazino)propyl)-2-trifluoromethylphenothiozine 10-(gamma-(N'-Methylpiperazino)propyl)-2-trifluoromethylphenothiozine 10-[3-(4-Methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine 10-[3-(4-methylpiperazin-1-yl)-propyl]-2-trifluoromethylphenothiazine 10H-Phenothiazine, 10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)- 2-trifluoromethyl-10-[3’-(1-methyl-4-piperazinyl)propyl]phenothiazine Fluoperazine Jatroneural modalina Phenothiazine, 10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)- RP 7623 rp7623 Stellazine Terfluzine Trifluoperazin Trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazine trifluoromethyl-10-(3’-(1-methyl-4-piperazinyl)propyl)phenothiazine Trifluoromethylperazine Triflurin Trifluroperizine Triftazin Triftazine Triperazine Triphtazin Triphtazine Triphthasine Trifluoperazine USP/EP/BP Trifluoperazine D8Q: What is Trifluoperazine D8 Q: What is the CAS Number of Trifluoperazine D8 Q: What is the storage condition of Trifluoperazine D8 trifluoperazine(117-89-5) Triphthazine Trifluoperazina Trifluoroperazine Trifluperazine Inhibitor,morphogenesis,Calmodulin-dependent protein kinases,antipsychotic,ABCB1,P-glycoprotein,Influenza Virus,Multidrug resistance protein 1,inhibit,Adrenergic Receptor,MDR1,CaMK,CD243,Pgp,Cluster of differentiation 243,anticancer,Trifluoperazine,NUPR1,Autophagy,schizophrenia,Dopamine Receptor,Beta Receptor,P-gp,Calmodulin-dependent kinases 117-89-5 C21H24N3F3S C21H24F3N3S Organics