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
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.
- 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)
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
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.
N-Bromosuccinimide Price
- Product number
- P6402
- Product name
- Perphenazine
- Packaging
- 1g
- Price
- $92.2
- Updated
- 2024/03/01
- Product number
- PHR3079
- Product name
- Perphenazine
- Purity
- pharmaceutical secondary standard, certified reference material
- Packaging
- 500MG
- Price
- $259
- Updated
- 2024/03/01
- 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
- Product number
- BP422
- Product name
- Perphenazine
- Purity
- British Pharmacopoeia (BP) Reference Standard
- Packaging
- 100MG
- Price
- $223
- Updated
- 2024/03/01
- Product number
- 1511000
- Product name
- Perphenazine
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $436
- Updated
- 2024/03/01
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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View Lastest Price from PERPHENAZINE manufacturers
- Product
- perphenazine 58-39-9
- Price
- US $34.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5000 tons
- Release date
- 2023-01-31
- Product
- PERPHENAZINE 58-39-9
- Price
- US $415.00/Kg/Bag
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1T
- Release date
- 2021-06-03
- Product
- PERPHENAZINE 58-39-9
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.9%
- Supply Ability
- 100 Tons min
- Release date
- 2021-07-23