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ChemicalBook >> CAS DataBase List >>Trifluoperazine dihydrochloride

Trifluoperazine dihydrochloride

CAS No.
440-17-5
Chemical Name:
Trifluoperazine dihydrochloride
Synonyms
TRIFLUOPERAZINE HCL;TRIFLUOPERAZINE HYDROCHLORIDE;Trifluoperazine dihydrochloride, 10-[3-(4-Methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine dihydrochloride;Urinox;skf5019;Stelazin;eskazine;STELAZINE;Eskazinyl;Ai3-50137
CBNumber:
CB1274387
Molecular Formula:
C21H26Cl2F3N3S
Molecular Weight:
480.42
MDL Number:
MFCD00012656
MOL File:
440-17-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41
Product description Number Pack Size Price
Trifluoperazine hydrochloride European Pharmacopoeia (EP) Reference Standard T2000000 30 mg $164
Trifluoperazine dihydrochloride solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? T-117 1mL $184
Trifluoperazine hydrochloride United States Pharmacopeia (USP) Reference Standard 1685000 200mg $455
Trifluoperazine Dihydrochloride >98.0%(HPLC)(T) T2849 5g $100
Trifluoperazine Dihydrochloride >98.0%(HPLC)(T) T2849 25g $347

Trifluoperazine dihydrochloride Properties

Melting point 243 °C (dec.)(lit.)
Flash point 9℃
storage temp. -20°C
solubility ethanol: soluble5mg/mL
pka pK1 3.9, pK2 8.1(at 25℃)
form powder
color white to off-white
Water Solubility water: 50g/L, clear
λmax 312nm(MeOH)(lit.)
Merck 14,9680
BRN 3820024
Stability Hygroscopic
InChI 1S/C21H24F3N3S.2ClH/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24;;/h2-3,5-8,15H,4,9-14H2,1H3;2*1H
InChIKey BXDAOUXDMHXPDI-UHFFFAOYSA-N
SMILES Cl[H].Cl[H].CN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1
CAS DataBase Reference 440-17-5(CAS DataBase Reference)
FDA UNII 6P1Y2SNF5V
NCI Drug Dictionary Stelazine
EPA Substance Registry System 10H-Phenothiazine, 10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-, dihydrochloride (440-17-5)
UNSPSC Code 41116107
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H319-H336-H341-H372-H410
Precautionary statements  P201-P273-P301+P312+P330-P305+P351+P338-P308+P313
target organs Central nervous system, Eyes
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  3
RTECS  SP1750000
F  3-10
TSCA  TSCA listed
HazardClass  9
HS Code  29343000
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Muta. 2
STOT RE 1
STOT SE 3
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
0
2 0

Trifluoperazine dihydrochloride price More Price(78)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T2000000 Trifluoperazine hydrochloride European Pharmacopoeia (EP) Reference Standard 440-17-5 30 mg $164 2026-04-30 Buy
Sigma-Aldrich T-117 Trifluoperazine dihydrochloride solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? 440-17-5 1mL $184 2026-04-30 Buy
Sigma-Aldrich 1685000 Trifluoperazine hydrochloride United States Pharmacopeia (USP) Reference Standard 440-17-5 200mg $455 2026-04-30 Buy
TCI Chemical T2849 Trifluoperazine Dihydrochloride >98.0%(HPLC)(T) 440-17-5 5g $100 2026-04-30 Buy
TCI Chemical T2849 Trifluoperazine Dihydrochloride >98.0%(HPLC)(T) 440-17-5 25g $347 2026-04-30 Buy
Product number Packaging Price Buy
T2000000 30 mg $164 Buy
T-117 1mL $184 Buy
1685000 200mg $455 Buy
T2849 5g $100 Buy
T2849 25g $347 Buy

Trifluoperazine dihydrochloride Chemical Properties,Uses,Production

Description

Trifluoperazine (TFP) is a phenothiazine compound with anti-adrenergic and anti-dopaminergic actions typical of antipsychotic agents. It antagonizes adrenergic receptors, with selectivity for α1 over the α2 subtypes (Kis = 24, 653, 163, and 391 nM for α1A, α2A, α2B, and α2C, respectively). TFP binds with much higher affinity to the dopamine D2-like receptor (Kd = 0.96 nM) compared to the dopamine D4-like and the serotonin 5-HT2A receptors (Kds = 44 and 135 nM, respectively). Furthermore, TFP antagonizes calmodulin (CaM) and alters the calcium-binding properties of calsequestrin (CSQ). TFP has been shown to activate type-2 ryanodine receptors independently of its CaM and CSQ activity.

Chemical Properties

Cream Fine Powder

Originator

Stelazine,SKF,US,1958

Uses

Antipsychotic

Uses

Trifluoperazine dihydrochloride has been used as a calmodulin kinase antagonist in cultured Aplysia californica neurons. Trifluoperazine dihydrochloride has also been used as a PMCA inhibitor in mouse duodenal tissues to block the transcellular active calcium flux.

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

General Description

Trifluoperazinehydrochloride, 10-[3-(4-Methyl-1-piperazinyl)propyl-[2-(trifluoromethyl)phenothiazine dihydrochloride (Stelazine).The absorption of trifluoperazine is erratic and variable andit is widely distributed into tissues. The excretion of trifluoperazineoccurs 50% via kidneys and the other 50% isthrough enterohepatic circulation. The metabolism and druginteractions of trifluoperazine are the same as with the otherphenothiazines. Trifluoperazine does not show any specificdrug interactions. Trifluoperazine is indicated for the managementof schizophrenia and short-term treatment ofnonpsychotic anxiety.

Biochem/physiol Actions

Trifluoperazine dihydrochloride is useful in treating schizophrenia, disturbed behavior, severe anxiety, nausea and vomiting.

Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of F-, NOx, SOx, and HCl. See also FLUORIDES.

Purification Methods

Recrystallise the salt from absolute EtOH, filter the crystals, dry them in vacuo and store them in tightly stoppered bottles because it is hygroscopic. It is soluble in H2O but insoluble in *C6H6, Et2O and alkaline aqueous solution. It has UV at 258 and 307.5nm (log 4.50 and 3.50) in EtOH (neutral species). [Craig max et al. J Org Chem 22 709 1957.] It is a calmodulin inhibitor [Levene & Weiss J Parmacol Exptl Ther 208 454 1978] and is a psychotropic agent [Fowler Arzneim.-Forsch 27 866 1977]. [Beilstein 27 III/IV 1353.]

References

[1] M ZIMMER  F H. Calmodulin antagonists inhibit activity of myosin light-chain kinase independent of calmodulin.[J]. European journal of biochemistry, 1984, 142 2: 393-397. DOI: 10.1111/j.1432-1033.1984.tb08300.x
[2] JIA QIN. Trifluoperazine: a rynodine receptor agonist.[J]. Pflugers Archiv: European journal of physiology, 2009, 458 4: 643-651. DOI: 10.1007/s00424-009-0658-y

Trifluoperazine dihydrochloride Preparation Products And Raw materials

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View Lastest Price from Trifluoperazine dihydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Trifluoperazine dihydrochloride pictures 2026-07-27 Trifluoperazine dihydrochloride
440-17-5
 $50.00 99.88% 10g TargetMol Chemicals Inc.
Trifluoperazine dihydrochloride pictures 2026-07-27 Trifluoperazine dihydrochloride
440-17-5
 $50.00 99.88% 10g TargetMol Chemicals Inc.
Trifluoperazine dihydrochloride USP/EP/BP pictures 2025-11-18 Trifluoperazine dihydrochloride USP/EP/BP
440-17-5
 $1.10 1g 99.9% 100 Tons min Dideu Industries Group Limited
LABOTEST-BB LT00452002 10-[3-(4-METHYL-1-PIPERAZINYL)PROPYL]-2-TRIFLUOROMETHYL-PHENOTHIAZINE DIHYDROCHLORIDE 10-[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]-2-(TRIFLUOROMETHYL)-10H-PHENOTHIAZINE DIHYDROCHLORIDE TRIFLUOPERAZINE 2HCL TRIFLUOPERAZINE DIHYDROCHLORIDE STELAZINE STELAZINE DIHYDROCHLORIDE 10-(3-(4-methyl-1-piperazinyl)propyl)-2-(trifluoromethyl)-phenothiazindihy 10-(3-(4-methyl-1-piperazinyl)propyl)-2-trifluoromethylphenothiazinedihydroc tryptazine trifluoperazine hydrochloride usp 10-[3-(4-Methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine Dihydrochloride Eskazinyl Stelazin Trifluoperazine hydrochloride (JAN/USP) TRIFLUOROPERAZINEHCL TRIFLUOPERZINE HCL 10H-Phenothiazine, 10-[3-(4-methyl-1-piperazinyl) propyl]-2-(trifluoromethyl)-, dihydrochloride TRIFLUONERAZINEHYDROCHLORIDE 10-[3-(4-methylpiperazin-1-yl)-propyl]-2-trifluormethylphenothiazine, dihydrochloride TRIFLUOPERAZINE 2H 10H-Phenothiazine, 10-(3-(4-methyl-1-piperazinyl)propyl)-2-(trifluoromethyl)-, hydrochloride (1:2) 2-Trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazine dihydrochloride Ai3-50137 Calmazine Einecs 207-123-0 Trifluoperazine Hydrochloride (200 mg) Trifluoperazine DiHCl 10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10h-phenothiazin eskazine skf5019 trifluoroperazinedihydrochloride trifluoroperazinehydrochloride trifluoropyrazindihydrochloride trifluperazinedihydrochloride triphthazinedihydrochloride Trifluoperazine dihydrochloride solution 10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)phenothiazine hydrochloride Three hydrochloric acid Trifluoperazine dihydrochloride, 99%, a cell-permeable calmodulin antagonist Trifluoperazine dihydochloride Trifluoperazine hydrochloride CRS Urinox uoperazine DihydrochL Trifluoperazine dihydrochloride USP/EP/BP Trifluoperzine Hydrochloride TRIFLUOPERAZINE 2HCL (TFP Trifluoperazine DihydrochlorideQ: What is Trifluoperazine Dihydrochloride Q: What is the CAS Number of Trifluoperazine Dihydrochloride Q: What is the storage condition of Trifluoperazine Dihydrochloride Q: What are the applications of Trifluoperazine Dihydrochloride Trifluoperazine hydrochlorideQ: What is Trifluoperazine hydrochloride Q: What is the CAS Number of Trifluoperazine hydrochloride Trifluoperazine Hydrochloride (1685000) Triflurazine hydrochloride TRIFLUOPERAZINE HCL IP/BP/USP Trifluoperazine dihydrochloride in methanol Trifluoperazine dihydrochloride, calmodulin antagonist Tryptazine dihydrochloride Trifluoperazine Dihydrochloride USP Trifluoperazine Hydrochloride 1.0 mg/ml in Methanol (as free base) Trifluoperazine.2HCl, 1mg/ml in Methanol (as free base)
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