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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
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 (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

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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Trifluoperazine dihydrochloride Suppliers

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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86-10-82849933
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jkinfo@jkchemical.com
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China
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3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
Fax
86-21-50328109
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3bsc@sina.com
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China
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TAIYUAN RHF CO.,LTD.
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+86 351 7031519
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+86 351 7031519
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sales@RHFChem.com
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
Fax
021-67121385
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Sales-CN@TCIchemicals.com
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China
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Adamas Reagent, Ltd.
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400-6009262 16621234537
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021-64823266
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zhangsn@titansci.com
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Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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shchemsky@sina.com
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China
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XiaoGan ShenYuan ChemPharm co,ltd
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0712-0712-2580635 15527768850
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1791901229@qq.com
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China
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Jinan Trio PharmaTech Co., Ltd.
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+86 (531) 88811783
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+86 (531) 55696010 QQ 1762738062
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sales@trio-pharmatech.com (International market)
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BEST-REAGENT
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400-1166-196 18981987031
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028-84555506 800101999
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RYSS TECH LTD
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400-188-0725 +86 21 34310725 13611771617
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+86 21 34311076
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China
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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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