Trifluoperazine dihydrochloride

ChemicalBook > CAS DataBase List > Trifluoperazine dihydrochloride

Trifluoperazine dihydrochloride

Product Name: Trifluoperazine dihydrochloride
CAS No.: 440-17-5
Chemical Name: Trifluoperazine dihydrochloride
Synonyms: Urinox;skf5019;Stelazin;eskazine;STELAZINE;Eskazinyl;Ai3-50137;Calmazine;tryptazine;Einecs 207-123-0
CBNumber: CB1274387
Molecular Formula: C21H26Cl2F3N3S
Formula Weight: 480.42
MOL File: 440-17-5.mol

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Trifluoperazine dihydrochloride Property

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
λmax: 312nm(MeOH)(lit.)
Merck: 14,9680
BRN: 3820024
Stability:: Hygroscopic
CAS DataBase Reference: 440-17-5(CAS DataBase Reference)
EPA Substance Registry System: 10H-Phenothiazine, 10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-, dihydrochloride (440-17-5)

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Safety

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
HS Code: 29343000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H336May cause drowsiness or dizziness

H341Suspected of causing genetic defects

H372Causes damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: T-117
Product name: Trifluoperazine dihydrochloride solution
Purity: 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant?
Packaging: 1mL
Price: $172
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1685000
Product name: Trifluoperazine hydrochloride
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $261.6
Updated: 2024/03/01

TCI Chemical

Product number: T2849
Product name: Trifluoperazine Dihydrochloride
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $100
Updated: 2024/03/01

TCI Chemical

Product number: T2849
Product name: Trifluoperazine Dihydrochloride
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $347
Updated: 2024/03/01

Cayman Chemical

Product number: 15068
Product name: Trifluoperazine (hydrochloride)
Purity: ≥98%
Packaging: 1g
Price: $32
Updated: 2024/03/01

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Trifluoperazine dihydrochloride Chemical Properties,Usage,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 (K_is = 24, 653, 163, and 391 nM for α_1A, α_2A, α_2B, and α_2C, respectively). TFP binds with much higher affinity to the dopamine D₂-like receptor (K_d = 0.96 nM) compared to the dopamine D₄-like and the serotonin 5-HT_2A receptors (K_ds = 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

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.

Uses

Antipsychotic

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.]

Trifluoperazine dihydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Trifluoperazine dihydrochloride manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

Product: Trifluoperazine dihydrochloride 440-17-5
Price: US $0.00/KG
Min. Order: 100g
Purity: 98%+
Supply Ability: 100kg
Release date: 2020-10-16

Dideu Industries Group Limited

Product: Trifluoperazine dihydrochloride 440-17-5
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-07-23

Zhuozhou Wenxi import and Export Co., Ltd

Product: Trifluoperazine dihydrochloride 440-17-5
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-11

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440-17-5

C21H26Cl2F3N3S