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PERPHENAZINE

CAS No.
58-39-9
Chemical Name:
PERPHENAZINE
Synonyms
Trilafon;Perfenazina;Perphenazin;PZC;F-mon;sch3940;Fentazin;Emesinal;Decentan;Sch 3940
CBNumber:
CB6687009
Molecular Formula:
C21H26ClN3OS
Molecular Weight:
403.97
MDL Number:
MFCD00056798
MOL File:
58-39-9.mol
Last updated:2023-06-08 09:02:48

PERPHENAZINE Properties

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.
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)
FDA UNII FTA7XXY4EZ
ATC code N05AB03

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P261-P264-P270-P280-P301+P312-P302+P352
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
Toxicity LD50 oral in rat: 318mg/kg
NFPA 704
0
2 0

PERPHENAZINE price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P6402 Perphenazine 58-39-9 1g $92.2 2024-03-01 Buy
Sigma-Aldrich PHR3079 Perphenazine pharmaceutical secondary standard, certified reference material 58-39-9 500MG $259 2024-03-01 Buy
Sigma-Aldrich P-130 Perphenazine solution 1?mg/mL in methanol (), certified reference material, ampule of 1?mL, Cerilliant? 58-39-9 1mL $102 2024-03-01 Buy
Sigma-Aldrich BP422 Perphenazine British Pharmacopoeia (BP) Reference Standard 58-39-9 100MG $223 2024-03-01 Buy
Sigma-Aldrich 1511000 Perphenazine United States Pharmacopeia (USP) Reference Standard 58-39-9 200mg $436 2024-03-01 Buy
Product number Packaging Price Buy
P6402 1g $92.2 Buy
PHR3079 500MG $259 Buy
P-130 1mL $102 Buy
BP422 100MG $223 Buy
1511000 200mg $436 Buy

PERPHENAZINE Chemical Properties,Uses,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

92-39-7
58-39-9
Synthesis of PERPHENAZINE from 2-Chlorophenothiazine

PERPHENAZINE Preparation Products And Raw materials

Global( 206)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Standardpharm Co. Ltd.
86-714-3992388 overseasales1@yongstandards.com United States 14336 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd
+8613580539051 joe@yuhengpharm.com CHINA 21149 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Longyan Tianhua Biological Technology Co., Ltd
0086 18039857276 18039857276 CHINA 2783 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 28455 58
AFINE CHEMICALS LIMITED
0571-85134551 18958018566; info@afinechem.com China 15377 58

View Lastest Price from PERPHENAZINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
PERPHENAZINE pictures 2023-06-15 PERPHENAZINE
58-39-9
US $415.00 / Kg/Bag 1KG 99% 1T Baoji Guokang Bio-Technology Co., Ltd.
perphenazine pictures 2023-02-01 perphenazine
58-39-9
US $34.00 / KG 1KG 99% 5000 tons Hebei Duling International Trade Co. LTD
PERPHENAZINE USP/EP/BP pictures 2021-07-24 PERPHENAZINE USP/EP/BP
58-39-9
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
  • PERPHENAZINE pictures
  • PERPHENAZINE
    58-39-9
  • US $415.00 / Kg/Bag
  • 99%
  • Baoji Guokang Bio-Technology Co., Ltd.
  • perphenazine pictures
  • perphenazine
    58-39-9
  • US $34.00 / KG
  • 99%
  • Hebei Duling International Trade Co. LTD
Decentan Emesinal Etaperazin Etaperazine PERPHENAZINE USP Chlorpiprozine Ethaperazine Fentazin F-mon gamma-(4-(beta-Hydroxyethyl)piperazin-1-yl)propyl-2-chlorophenothiazine Perfenazine Perphenan Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]- PZC Sch 3940 sch3940 Thilatazin Tranquisan Trifaron Trilifan Triphenot PERPHENAZINE 2-(4-(3-(2-chlorophenothiazin-10-yl)propyl)piperazin-1-yl)ethanol Perphenazine USP&BP Perpheazine CP2000,BP93 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 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 Perphenazine RS Perphenazine for system suitability CRS Perphenazine> PERPHENAZINE USP/EP/BP PerphenazineQ: What is Perphenazine Q: What is the CAS Number of Perphenazine Q: What is the storage condition of Perphenazine Q: What are the applications of Perphenazine 4-(3-(2-Chlor-10H-phenothiazin-10-yl)propyl)-1-piperazinethanol Perphenazine (1511000) Perphenazine solution Fluphenazine Dihydrochloride EP Impurity E