2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine
perphenazine
CAS: 58-39-9
Molecular Formula: C21H26ClN3OS
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Names and Identifiers
| Name | perphenazine |
| Synonyms | perphenazine 1-Piperazineethanol, 4-[3-(2-Chlorophenothiazin-10-yl)propyl]- 1',1-(2-Idrossietil)-4,3-(2-cloro-10-fenotiazil)propilpiperazina 1',1-(2-idrossietil)-4,3-(2-cloro-10-fenotiazil)propilpiperazina 2-(4-(3-(2-chlorophenothiazin-10-yl)propyl)piperazin-1-yl)ethanol 1-Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]- 1-(2-Hydroxyethyl)-4-(3-(2-chloro-10-phenothiazinyl)propyl)piperazine 2-Chloro-10-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propyl)phenothiazine 2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine 2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethanol |
| CAS | 58-39-9 |
| EINECS | 200-381-5 |
| 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 |
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Physico-chemical Properties
| Molecular Formula | C21H26ClN3OS |
| Molar Mass | 403.97 |
| Density | 1.253 |
| Melting Point | 95-98?C |
| Boling Point | bp0.15 214-218°; bp1 278-281° |
| Water Solubility | 28.28mg/L(24 ºC) |
| Solubility | Easily soluble in chloroform, soluble in ethanol (153 mg/ml), acetone (82 mg/ml), almost insoluble in water |
| Appearance | White light yellow powder |
| Color | White |
| Merck | 14,7183 |
| pKa | pKa 7.8(H2O,t =24±1) (Uncertain) |
| Storage Condition | 2-8°C |
| 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. |
| Sensitive | `sensitive` to heat and light |
| Refractive Index | 1.6100 (estimate) |
| MDL | MFCD00056798 |
| Physical and Chemical Properties | White or off-white crystalline powder. Melting point 94-100 ℃; Boiling point -281 ℃(0.133kPa),214-218 ℃(0.02kPa). Very soluble in chloroform, soluble in ethanol (153 mg/mL), acetone (82 mg/mL), almost insoluble in water. Sensitive to light, almost odorless, slightly bitter taste. |
| Use | For the treatment of acute and chronic schizophrenia |
| In vitro study | Perphenazine is a kind of phenothiazine compound that can block dopamine D2 receptor and antagonize H1, cholinoid M1 and α1 adrenergic receptor in vomiting center. Perphenazine induces cell death and mitochondrial damage, caspase-3 activation, and a decrease in intracellular ATP levels. Antioxidants inhibit perphenazine-induced cell death, whereas Pan-caspase inhibitors do not. Perphenazine at a concentration of 0.0001-0.01 μm had no significant effect on melanocyte viability. Treatment of these cells with higher concentrations of Perphenazine resulted in a concentration-dependent decrease in cell viability. The EC50 was 2.76 μm. Perphenazine at 1-3 μm also reduced tyrosinase activity and melanin content. |
| In vivo study | Perphenazine is well absorbed after oral administration. The time when its concentration in the body reaches its peak is 1-3 hours after oral administration, and the peak concentration of its metabolite 7-hydroxyphenzaine appears at 2-3 hours. The elimination half-life of Perphenazine is 9-12 hours, while the half-life of its metabolite 7-hydroxyphenzaine is 10-19 hours. Perphenazine is a psychotropic drug that is used to treat certain mental illnesses. In isolated rat hearts, perphenazine significantly prolonged the QT interval, causing arrhythmias at high and therapeutic concentrations. After repeated administration, an arrhythmogenic effect can be observed. |
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R43 - May cause sensitization by skin contact |
| Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2811 6.1 / PGII |
| WGK Germany | 3 |
| RTECS | TL7175000 |
| HS Code | 29349990 |
| Toxicity | LD50 oral in rat: 318mg/kg |
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Standard
Authoritative Data Verified Data
This product is 4-3 (2-chlorophenothiazin-10-yl) propyl]-1-piperazineethanol. The content of C21H26ClN3OS shall not be less than 98.5% calculated as dry product.
Last Update：2024-01-02 23:10:35
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Trait
Authoritative Data Verified Data
- This product is white to light yellow crystalline powder; Almost odorless.
- This product is very soluble in chloroform, soluble in methanol, soluble in ethanol, almost insoluble in water; Dissolved in dilute hydrochloric acid.
melting point
The melting point of this product (General rule 0612 first method) is 94~100°C.
Last Update：2022-01-01 13:34:55
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Differential diagnosis
Authoritative Data Verified Data
- take 5mg of this product, add 1ml of hydrochloric acid and 1ml of water, heat to 80°C, add several drops of hydrogen peroxide solution, that is deep red; After placing, the Red gradually fades.
- This product is dissolved in methanol and diluted to prepare a solution containing 10ug per lml, which is determined by UV-Vis spectrophotometry (General 0401), there is a maximum absorption at the wavelength of 258nm and 313nm, and the absorbance ratio at 313mn and 258nm should be 0.12 to 0.13.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 243).
Last Update：2022-01-01 13:34:55
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Exam
Authoritative Data Verified Data
clarity and color of methanol solution
take 0.20g of this product and add 0901 of methanol to dissolve, the solution should be clear and colorless; If the color is colored, it should not be deeper compared with the yellow No. 2 Standard Colorimetric solution (General rule first method).
Related substances
operation in the dark. Take an appropriate amount of this product, add methanol to dissolve and dilute to prepare a solution containing lmg per lml as a test solution; Take lml for precise measurement, put it in a 100ml measuring flask, dilute it to the scale with methanol, as a control solution. According to the high performance liquid chromatography (General 0512) test, silica gel bonded with eighteen alkyl silane was used as the filler; Methanol was used as the mobile phase A, and 0.03mol/L ammonium acetate solution was used as the mobile phase B, the gradient elution was carried out according to the following table and the detection wavelength was 254nm. Take 25mg of perphenazine control, put it in a 25ml measuring flask, add 15ml of methanol to dissolve, add 2ml of 30% hydrogen peroxide solution, shake, dilute to the scale with methanol, shake well, and place it for 1.5 hours, as the system applicability solution; The system applicability solution 20u1 is injected into the liquid chromatograph, so that the retention time of perphenazine peak is about 27 minutes, and the separation degree of the degradation impurity peak with the relative retention time of about 0.73 should be greater than 7.0. 20ul of the control solution and the test solution were respectively injected into the liquid chromatograph, and the chromatograms were recorded. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than 2 times (2.0%) of the main peak area of the control solution. The chromatogram of the test solution is 0.01 times smaller than the main peak area of the control solution.
loss on drying
take this product, put it in a phosphorus pentoxide dryer, and dry it under reduced pressure to constant weight. The weight loss shall not exceed 0.5% (General rule 0831).
ignition residue
not more than 0.1% (General rule 0841).
Last Update：2022-01-01 13:34:56
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Content determination
Authoritative Data Verified Data
take this product about 0.15g, precision weighing, add glacial acetic acid dissolved in 20ml, add crystal violet indicator solution 1 drop, with perchloric acid titration solution (0.lmol/L) titration to the solution is blue-green, and the titration results are corrected with a blank test, per 1 ml of perchloric acid titration solution (0.1 mol/L) corresponds to 20.20mg of C21H26C1N30S.
Last Update：2022-01-01 13:34:56
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Category
Authoritative Data Verified Data
antipsychotics.
Last Update：2022-01-01 13:34:57
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 13:34:57
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Perphenazine Tablets
Authoritative Data Verified Data
This product contains perphenazine (C21H26ClN3OS) should be 93.0% to 107.0% of the label.
trait
This product is sugar-coated tablet or film-coated tablet, white or almost White after removing the coating.
identification
- take an appropriate amount of fine powder of this product (about 5mg equivalent to perphenazine), add 2ml of chloroform, shake, filter, evaporate the filtrate, and test the residue according to item (1) of perphenazine, the same reaction was shown.
- light-shielding operation. Take the test solution under the content determination item, according to ultraviolet-visible spectrophotometry (General 0401), there is a maximum absorption at the wavelength of 255nm.
examination
- the related substances were protected from light. Take an appropriate amount of fine powder (equivalent to 10 mg of perphenazine) under the content determination item, put it in a 10ml measuring flask, add an appropriate amount of methanol, fully shake to dissolve perphenazine, dilute it to the scale with methanol, and shake well, centrifuge, take the supernatant (filter if necessary) as the test solution; Take 1ml of precision, put in 100ml measuring flask, dilute to the scale with methanol, shake, as a control solution. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than 3 times (3.0%) of the main peak area of the control solution. The chromatogram of the test solution is 0.05 times smaller than the main peak area of the control solution.
- Content uniformity protected from light. Take 1 tablet of this product, remove the coating, put it in the mortar, add 5 drops of water, wet, grind, add solvent (take ethanol 500ml, add hydrochloric acid 10ml, add water to 1000ml, shake well) appropriate amount, grinding evenly, quantitatively transfer to 50ml(2mg specification) or 100ml( 4mg specification) measuring flask with solvent, fully shake to dissolve perphenazine, dilute to scale with solvent, shake well, filter, accurately take 1ml of the filtrate, put it in a 10ml measuring flask, dilute it to the scale with solvent, shake it well, and use it as a test solution, A solution containing about 4ug per 1ml was prepared by dissolving and quantitatively diluting with the above solvent as a control solution. Take the above two kinds of solution, according to UV-visible spectrophotometry (General rule 0401), at the wavelength of 255nm absorbance were measured, calculate the content, should comply with the provisions (General rule 0941).
- dissolution rate protected from light. Take this product, according to the dissolution and release determination method (General 0931 second method), with 0.lmol/ L hydrochloric acid solution 900ml as the dissolution medium, the speed is 75 revolutions per minute, according to the law, after 45 minutes (sugar-coated tablets) or 30 minutes (film-coated tablets), take 10ml solution, filter, continue the filtrate as the test solution; Take another 10 mg of perphenazine reference, weigh it accurately, put it in a 100ml measuring flask, add 1 ml of ethanol to dissolve it, dilute it to the scale with dissolution medium, shake it well, an appropriate amount was accurately measured and diluted with a dissolution medium to prepare a solution containing about 2UG (2mg specification) or 4ug(4mg specification) per 1 ml as a reference solution. The absorbance of each of the above two Solutions was measured at a wavelength of 0401 nm by ultraviolet-visible spectrophotometry (general), and the elution amount of each tablet was calculated. The limit is 75% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
operation in the dark. Take 20 tablets of this product, after removing the coating_precision weighing, fine, precision weighing an appropriate amount (about 10 mg of perphenazine), put it in a 100ml measuring flask, add solvent (take 500ml of ethanol, add 10ml hydrochloric acid, add water to 1000ml, shake well) about 70ml, fully shake to dissolve perphenazine, dilute to scale with solvent, shake well, filter, take 5ml continuous filtrate accurately, in a 100ml measuring flask, dilute to the scale with solvent, shake well, and use as a test solution, solubilization and quantitative dilution were performed to prepare a solution containing about 5ug per 1 ml as a control solution. The above two kinds of solutions were taken and the absorbance was measured at a wavelength of 255mn by ultraviolet-visible spectrophotometry (General rule 0401), and calculated.
category
Same as perphenazine.
specification
(l)2mg (2)4mg
storage
light shielding, sealed storage.
Last Update：2022-01-01 13:34:58
2-chloro-10-[3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl]phenothiazine - Perphenazine injection
Authoritative Data Verified Data
This product is a sterile aqueous solution of perphenazine. Perphenazine-containing (C21H26ClN3OS) shall be between 93.0% and 107.0% of label load.
trait
This product is colorless to yellowish clear liquid.
identification
- take 1ml of this product, add 1ml of hydrochloric acid and 1ml of water, heat to 80°C, add several drops of hydrogen peroxide solution, that is, deep red, after placing, Red gradually fade.
- take 1ml of this product, put it in an evaporation dish, steam dry on a water bath, let it cool, dissolve the residue with 5ml sulfuric acid, show cherry red color, after placing the color gradually deep; Take part of sulfuric acid solution to warm up, turn to magenta; Add O to the remaining sulfuric acid solution. Several drops of 1 mol/ L potassium dichromate solution gradually turned dark red to red-brown, and finally appeared brown-green.
examination
- the pH value should be 3.0-5.0 (General 0631).
- bacterial endotoxin this product, according to the law to check (General 1143), per 1 mg perphenazine containing endotoxin should be less than 30EU.
- others should comply with the relevant provisions under injection (General 0102).
Content determination
take an appropriate amount of this product (about 125mg equivalent to perphenazine), put it in a separatory funnel, add 2ml of sodium hydroxide solution to make it alkaline, and extract it with chloroform shaking for 4 times, 20ml each time, the extracts were combined and filtered with dry filter paper containing 5g of anhydrous sodium sulfate. The filtrate was evaporated to dryness on a water bath and dissolved with 10ml of glacial acetic acid. 1 mol/L) titration, and the results of the titration were corrected with a blank test. Each 1 ml of perchloric acid titration solution (0.1 mol/L) corresponds to 20.20mg of C21H26ClN3OS.
category
perphenazine.
specification
lml : 5mg
storage
light shielding, closed storage.
Last Update：2022-01-01 13:34:59
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CAS: 58-39-9
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CAS: 58-39-9
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Email: sales@tnjchem.com
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Mobile: 0086 189 4982 3763
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Product Name: Perphenazine Visit Supplier Webpage Request for quotationCAS: 58-39-9
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