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PERPHENAZINE

Product Name
PERPHENAZINE
CAS No.
58-39-9
Chemical Name
PERPHENAZINE
Synonyms
Trilafon;Perfenazina;Perphenazin;PZC;F-mon;sch3940;Decentan;Emesinal;Fentazin;Sch 3940
CBNumber
CB6687009
Molecular Formula
C21H26ClN3OS
Formula Weight
403.97
MOL File
58-39-9.mol
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PERPHENAZINE Property

Melting point:
95-98?C
Boiling point:
bp0.15 214-218°; bp1 278-281°
Density 
1.253
refractive index 
1.6100 (estimate)
storage temp. 
2-8°C
solubility 
Practically insoluble in water, freely soluble in methylene chloride, soluble in ethanol (96 per cent). It dissolves in dilute solutions of hydrochloric acid.
form 
Solid
pka
pKa 7.8(H2O,t =24±1) (Uncertain)
color 
White
Water Solubility 
28.28mg/L(24 ºC)
Merck 
14,7183
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
CAS DataBase Reference
58-39-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-43
Safety Statements 
28-36/37/39-45
RIDADR 
UN 2811 6.1 / PGII
WGK Germany 
3
RTECS 
TL7175000
HS Code 
29349990
Hazardous Substances Data
58-39-9(Hazardous Substances Data)
Toxicity
LD50 oral in rat: 318mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P6402
Product name
Perphenazine
Packaging
1g
Price
$92.2
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR3079
Product name
Perphenazine
Purity
pharmaceutical secondary standard, certified reference material
Packaging
500MG
Price
$259
Updated
2024/03/01
Sigma-Aldrich
Product number
P-130
Product name
Perphenazine solution
Purity
1?mg/mL in methanol (), certified reference material, ampule of 1?mL, Cerilliant?
Packaging
1mL
Price
$102
Updated
2024/03/01
Sigma-Aldrich
Product number
BP422
Product name
Perphenazine
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$223
Updated
2024/03/01
Sigma-Aldrich
Product number
1511000
Product name
Perphenazine
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
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PERPHENAZINE Chemical Properties,Usage,Production

Description

Perphenazine (58-39-9) is a clinically useful typical antipsychotic drug. The therapeutic mode of action is not well understood but it binds to a wide variety of receptors including serotonin, histamine, dopamine, and α-adrenergic.1 Perphenazine is an inhibitor of acid sphingomyelinase(ASM)2 and positively affected xenografted tumor growth via perturbation of intracellular cholesterol transport through ASM3. It has also been shown to be an inhibitor of glutamate dehydrogenase.4

Chemical Properties

Off-White to Pale Yellow Solid

Originator

Trilafon, Schering ,US ,1957

Uses

immune suppressant, antifungal

Uses

D2 dopamine receptor antagonist; α-adrenergic receptor antagonist and σ-receptor agonist; phenothiazine antipsychotic. Inhibits glutamate dehydrogenase in vitro. Antipsychotic.

Definition

ChEBI: A phenothiazine derivative in which the phenothiazine tricycle carries a chloro substituent at the 2-position and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at N-10.

Manufacturing Process

A mixture of 155 parts of 2-chloro-10-(γ-chloropropyl)phenothiazine, 76 partsof sodium iodide, 216 parts of piperazine and 2,000 parts of butanone is refluxed for 8 hours, concentrated and extracted with dilute hydrochloric acid. The extract is rendered alkaline by addition of dilute potassium carbonate and benzene or chloroform extracted. This extract is washed with water, dried over anhydrous potassium carbonate, filtered and evaporated. Vacuum distillation at 0.1 mm pressure yields 2-chloro-10-[γ-(N-piperazino)propyl]phenothiazine at about 214°-218°C.
A stirred mixture of 5 parts of 2-chloro-10-[γ-(Npiperazino)propyl]phenothiazine, 1.92 parts of 2-bromoethanol, 2.11 parts of potassium carbonate and 35 parts of toluene is refluxed for 5 hours. The mixture is treated with water and benzene and the organic layer is separated, washed with water, dried over anhydrous potassium carbonate, filtered and evaporated. The residue is distilled at about 240°-244°C and 0.15 mm pressure to yield 2-chloro-10-[γ-(N'-β-hydroxyethyl-N-piperazino)propyl]phenothiazine according to US Patent 2,838,507.
The 2-chloro-10-(γ-chloropropyl)phenothiazine starting material is produced from 2-chlorophenothiazine and 1-bromo-3-chloropropane.

brand name

Trilafon (Schering).

Therapeutic Function

Tranquilizer

General Description

Perphenazine, 4-[3-(2-chlorophenothiazine-10-yl)propyl]piperazineethanol; 2-chloro-10-[3-[4-(2-hydroxyethyl)piperazinyl]propyl]phenothiazine(Trilafon), is an effective antipsychotic and antiemetic.

Biochem/physiol Actions

D2 dopamine receptor antagonist; α-adrenergic receptor antagonist and σ-receptor agonist; phenothiazine antipsychotic. Inhibits glutamate dehydrogenase in vitro.

Safety Profile

Poison by ingestion, intravenous, subcutaneous, intraperitoneal, and intramuscular routes. Human systemic effects by intramuscular route: muscle spasms. Experimental teratogenic and reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of SOx, NOx, and cl-.

References

1) Kroeze et al. (2003), H1-Histamine Receptor Affinity Predicts Short-Term Weight Gain for Typical and Atypical Antipsychotic Drugs; Neuropharmacology, 28 519 2) Kornhuber et al. (2011), Identification of Novel Functional Inhibitors of Acid Sphingomyelinase; PLoS One, 6 e23852 3) Kuzu et al. (2017), Modulating cancer cell survival by targeting intracellular cholesterol transport; Br. J. Cancer,?117 513 4) Couee and Tipton (1990), Inhibition of ox brain glutamate by perphenazine; Biochem. Pharmacol. 39 1167

PERPHENAZINE Preparation Products And Raw materials

Raw materials

Preparation Products

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PERPHENAZINE Suppliers

Inner Mongolia Ruifeng Pharmaceutical Co., Ltd
Tel
13912228943 13912228943
Email
119155679@qq.com
Country
China
ProdList
7
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Shijiazhuang Sdyano Fine Chemical Co., Ltd.
Tel
0311-89250318 031166536426
Fax
4000311741
Email
master@sjzsdyn.com
Country
China
ProdList
2964
Advantage
65
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8844
Advantage
52
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14435
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
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View Lastest Price from PERPHENAZINE manufacturers

Baoji Guokang Bio-Technology Co., Ltd.
Product
PERPHENAZINE 58-39-9
Price
US $415.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
1T
Release date
2021-06-03
Zhuozhou Wenxi import and Export Co., Ltd
Product
perphenazine 58-39-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08
Zhuozhou Wenxi import and Export Co., Ltd
Product
PERPHENAZINE 58-39-9
Price
US $415.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-03

58-39-9, PERPHENAZINERelated Search:


  • 1-(2-Hydroxyethyl)-4-(3-(2-chloro-10-phenothiazinyl)propyl)piperazine
  • 1',1-(2-Idrossietil)-4,3-(2-cloro-10-fenotiazil)propilpiperazina
  • 1’,1-(2-idrossietil)-4,3-(2-cloro-10-fenotiazil)propilpiperazina
  • 1-Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-
  • 1-Piperazineethanol, 4-[3-(2-Chlorophenothiazin-10-yl)propyl]-
  • 2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethanol
  • 2-Chloro-10-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propyl)phenothiazine
  • 2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine
  • 2-Chloro-10-3-(1-(2-hydroxyethyl)-4-piperazinyl)propyl phenothiazine
  • 2-[4-[3-(2-chloro-10H-phenothiazin-10-yl) propyl]piperazin-1-yl]ethanol
  • Perphenazine (200 mg)K0F0180.998mg/mg(dr)
  • Perphenazine (200 mg)
  • Chloriprozine
  • 4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazineethanol
  • Perphenazine, >=99%
  • 2-chloro-10-3-(1-(2-hydroxyethyl)-4-piperazinyl)propylphenothiazine
  • 4(3-(2-chloro-10h-phenothiazin-10-yl)propyl)-1-piperazineethano
  • 4-(3-(2-chlorophenothiazin-10-yl)propyl)-1-piperazineethano
  • 4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazineethanol
  • 4-[3-(2-chloro-10h-phenothiazin-10yl)propyl]-1-piperazineethano
  • 4-[3-(2-chlorophenothiazin-10-yl)propyl]-1-piperazineethanol
  • Chlorperphenazine
  • chlorpiprazine
  • component of Etrafon
  • Decentan
  • Emesinal
  • Etaperazin
  • Etaperazine
  • PERPHENAZINE USP
  • Chlorpiprozine
  • Perphenazine solution
  • Fluphenazine Dihydrochloride EP Impurity E
  • 2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethan-1-ol
  • Ethaperazine
  • Fentazin
  • F-mon
  • gamma-(4-(beta-Hydroxyethyl)piperazin-1-yl)propyl-2-chlorophenothiazine
  • Perfenazina
  • Perfenazine
  • Perphenan
  • Perphenazin
  • Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-
  • PZC
  • Sch 3940
  • sch3940
  • Thilatazin
  • Tranquisan
  • Trifaron
  • Trilafon
  • Trilifan
  • Triphenot
  • PERPHENAZINE
  • 2-(4-(3-(2-chlorophenothiazin-10-yl)propyl)piperazin-1-yl)ethanol
  • Perphenazine USP&BP
  • Perpheazine CP2000,BP93
  • Fluphenazine Dihydrochloride Impurity 5(Fluphenazine Dihydrochloride EP Impurity E)
  • Perphenazine CRS
  • Perphenazine RS