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58-39-9

  • Product Name:Perphenazine
  • Molecular Formula:C21H26ClN3OS
  • Molecular Weight:403.976
  • Appearance:Off-white to pale yellow solid
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Product Details

pd_meltingpoint:35339ºC

Appearance:Off-white to pale yellow solid

Purity:99%

Manufacturers supply cost-effective and customizable Perphenazine 58-39-9

  • Molecular Formula:C21H26ClN3OS
  • Molecular Weight:403.976
  • Appearance/Colour:Off-white to pale yellow solid 
  • Melting Point:35339ºC 
  • Refractive Index:1.6100 (estimate) 
  • Boiling Point:580.4 °C at 760 mmHg 
  • PKA:pKa 7.8(H2O,t =24±1) (Uncertain) 
  • Flash Point:304.8 °C 
  • PSA:55.25000 
  • Density:1.253 g/cm3 
  • LogP:3.88350 

PERPHENAZINE(Cas 58-39-9) Usage

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.

Therapeutic Function

Tranquilizer

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-.

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.

Brand name

Trilafon (Schering).

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.

InChI:InChI=1/C21H26ClN3OS/c22-17-6-7-21-19(16-17)25(18-4-1-2-5-20(18)27-21)9-3-8-23-10-12-24(13-11-23)14-15-26/h1-2,4-7,16,26H,3,8-15H2

58-39-9 Relevant articles

NOVEL SALTS OF CONJUGATED PSYCHOTROPIC DRUGS AND PROCESSES OF PREPARING SAME

-

Page/Page column 54, (2008/06/13)

Novel chemical conjugates of a psychotro...

Stability of some phenothiazine free radicals.

Levy,Tozer,Tuck,Loveland

, p. 898 - 905 (2007/10/10)

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58-39-9 Process route

methanesulfonic acid
75-75-2,98527-29-8

methanesulfonic acid

perphenazine N-Boc-4-aminobutyrate
503537-30-2

perphenazine N-Boc-4-aminobutyrate

4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazineethyl 4-aminobutyryl ester trimesylate

4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazineethyl 4-aminobutyryl ester trimesylate

perphenazine
58-39-9

perphenazine

Conditions
Conditions Yield
In acetonitrile; at 0 - 40 ℃; for 6h; Product distribution / selectivity;
N-Demethyl prochlorperazine
40323-85-1

N-Demethyl prochlorperazine

2-bromoethanol
540-51-2

2-bromoethanol

perphenazine
58-39-9

perphenazine

Conditions
Conditions Yield
With potassium carbonate; toluene;

58-39-9 Upstream products

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    2-bromoethanol

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