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
| 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) |
| FDA UNII | FTA7XXY4EZ |
| ATC code | N05AB03 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  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 |
|
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 |
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
PERPHENAZINE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2930 | 58 |
| Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14332 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29811 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21142 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32165 | 58 |
| Longyan Tianhua Biological Technology Co., Ltd | 0086 18039857276 18039857276 | CHINA | 2783 | 58 | |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34553 | 58 |
| AFINE CHEMICALS LIMITED | +86-0571-85134551 | sales@afinechem.com | China | 15354 | 58 |
| Baoji Guokang Bio-Technology Co., Ltd. | 0917-3909592 13892490616 | gksales1@gk-bio.com | China | 9315 | 58 |
View Lastest Price from PERPHENAZINE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-11-19 | Perphenazine
58-39-9
|
US $50.00 / mL | 99.72% | 10g | TargetMol Chemicals Inc. | ||
 |
2024-11-19 | Perphenazine
58-39-9
|
US $50.00 / mL | 99.72% | 10g | TargetMol Chemicals Inc. | ||
 |
2024-11-14 | PERPHENAZINE
58-39-9
|
US $415.00 / Kg/Bag | 1KG | 99% | 1T | Baoji Guokang Bio-Technology Co., Ltd. |
-
- Perphenazine
58-39-9
- US $50.00 / mL
- 99.72%
- TargetMol Chemicals Inc.
-
- Perphenazine
58-39-9
- US $50.00 / mL
- 99.72%
- TargetMol Chemicals Inc.
-
- PERPHENAZINE
58-39-9
- US $415.00 / Kg/Bag
- 99%
- Baoji Guokang Bio-Technology Co., Ltd.
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