pentoxyverine
pentoxyverine
CAS: 77-23-6
Molecular Formula: C20H31NO3
pentoxyverine - Names and Identifiers
| Name | pentoxyverine |
| Synonyms | Urex ucb2543 pentoxyverine Carbetapentane 1-phenyl-1-cyclopentanecarboxylate 2-(2-diethylaminoethoxy)ethyl1-phenylcyclopentanecarboxylate 2-(2-Diethylaminoethoxy)ethyl 1-phenylcyclopentanecarboxylate 2-(Diethylaminoethoxy)ethyl 1-phenyl-1-cyclopentanecarboxylate 1-phenylcyclopentane-1-carboxylicaciddiethylaminoethoxyethylester 1-Phenylcyclopentane-1-Carboxylic acid diethylaminoethoxyethyl ester 1-phenylcyclopentanecarboxylicacid2-(2-diethylaminoethoxy)ethylester 1-phenyl-cyclopentanecarboxylicaci2-(2-(diethylamino)ethoxy)ethylester 1-phenyl-1-cyclopentanecarboxylic acid 2-[2-(diethylamino)ethoxy]ethyl ester |
| CAS | 77-23-6 |
| EINECS | 201-014-1 |
| InChI | InChI=1/C20H31NO3/c1-3-21(4-2)14-15-23-16-17-24-19(22)20(12-8-9-13-20)18-10-6-5-7-11-18/h5-7,10-11H,3-4,8-9,12-17H2,1-2H3 |
pentoxyverine - Physico-chemical Properties
| Molecular Formula | C20H31NO3 |
| Molar Mass | 333.46 |
| Density | 1.048±0.06 g/cm3(Predicted) |
| Boling Point | 165-170 °C (1.33Pa) |
| Solubility | Dichloromethane (Slightly), Methanol (Slightly) |
| Appearance | Oil |
| Color | Clear Very Dark Red to Brown |
| pKa | 9.69±0.25(Predicted) |
| Storage Condition | Refrigerator |
| Refractive Index | 1.4990-1.5010 |
| Physical and Chemical Properties | Oily matter. The boiling point is 165-170 ° C. (1.33), and the refractive index is 5010-1. |
| Use | Non-narcotic central antitussive drugs. The product with pentoxyverine citrate, also known as kebiqing. This is a class of non-addictive antitussive drugs, antitussive effect is inferior to codeine, more and to treat Upper Respiratory Infections caused by acute, mild Cough and pertussis, can reduce bronchial secretion. The toxicity of the product is low. |
pentoxyverine - Risk and Safety
| Toxicity | LD50 oral in rat: 150mg/kg |
pentoxyverine - Standard
Authoritative Data Verified Data
This product is 1-phenyl cyclopentane dicarboxylic acid -2-(2-diethylaminoethoxy) ethyl ester citrate. Calculated as dry product, containing no less than 98.5% of C20H31N03 • C6H807.
Last Update：2024-01-02 23:10:35
pentoxyverine - Trait
Authoritative Data Verified Data
- This product is white or white crystalline or granular powder; Odorless.
- This product is soluble in water, soluble in ethanol, slightly soluble in chloroform, almost insoluble in ether.
melting point
take this product, put the melting point in the capillary, decompression melting seal, according to the law (General 0612), the melting point is 88~93°C.
Last Update：2022-01-01 13:39:28
pentoxyverine - Differential diagnosis
Authoritative Data Verified Data
- take about 20mg of this product, add 2ml of water to dissolve, add 4 drops of dilute hydrochloric acid and several drops of potassium ferrocyanide test solution to generate yellow-white crystal precipitate.
- take about 20mg of this product, add 10ml of water to dissolve, add 2 drops of dilute hydrochloric acid and several drops of potassium dichromate solution to generate yellow precipitate.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 267).
- This product shows the identification reaction of citrate (General rule 0301).
Last Update：2022-01-01 13:39:29
pentoxyverine - Exam
Authoritative Data Verified Data
clarity of the solution
take 0.5g of this product, add 5ml of water, shake to dissolve, compared with No. 3 turbidity standard solution (General Principles 0902 first method), not more concentrated.
Related substances
take 50mg of this product, put it in a 50ml measuring flask, add the mobile phase to dissolve and dilute to the scale, shake well, and use it as a test solution. Take 1ml for precision measurement and put it in a 100ml measuring flask, dilute to the scale with the mobile phase, shake, and serve as a control solution. According to the test of high performance liquid chromatography (General rule 0512), silica gel was bonded with eighteen alkyl silane as filler; Water (10ml of triethylamine, diluted to 3.0 ml with water, and adjusted to pH with phosphoric acid)-Methanol (45:55) as mobile phase; Detection wavelength was 215nm. The number of theoretical plates shall not be less than 2000 calculated by pentoverine peak, and the separation degree between pentoverine peak and adjacent impurity peaks shall meet the requirements. 20 u1 of the test solution and the control solution were respectively injected into the human liquid chromatograph, and the chromatogram was recorded to 3 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.2 times (0.2%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than the main peak area of the control solution (1.0%).
loss on drying
take this product, put the phosphorus pentoxide dryer, at 60 deg C under reduced pressure drying to constant weight, weight loss should not exceed 1.0% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
Heavy metals
The residue left under the ignition residue item shall not contain more than 15 parts per million of heavy metals as inspected by law (General rule 0821, Law II).
Last Update：2022-01-01 13:39:30
pentoxyverine - Content determination
Authoritative Data Verified Data
take this product about 0.4g, precision weighing, add glacial acetic acid 10ml dissolved, add crystal violet indicator liquid 1 drop, with perchloric acid titration solution (0.1 mol/L) titration to a blue color of the solution, and the results of the titration were corrected by a blank test. Per 1 ml of perchloric acid titrant (0.1 mmol/U corresponds to 52.56mg of C20H31N03. C6H807.
Last Update：2022-01-01 13:39:31
pentoxyverine - Category
Authoritative Data Verified Data
antitussive drugs.
Last Update：2022-01-01 13:39:31
pentoxyverine - Storage
Authoritative Data Verified Data
sealed and stored in a dry place.
Last Update：2022-01-01 13:39:31
pentoxyverine - Pentoxyverine Citrate Tablets
Authoritative Data Verified Data
This product contains pentoxyverine citrate (C20H31N03 • C6H807) should be 90.0% to 110.0% of the label.
trait
This product is sugar-coated tablets, White after removing the coating.
identification
- take this product, remove the coating, dilute, weigh an appropriate amount (approximately equivalent to 0.10g of pentoxyverine citrate), add 50ml of water to dissolve pentoxyverine citrate, filter; the filtrate showed the same reaction according to the identification (1) and (2) tests under the pentoverine citrate protocol.
- The fine powder of this product shows the identification reaction of citrate (General rule 0301).
examination
- relevant substances: take an appropriate amount of fine powder of this product (about 50mg equivalent to pentoxyverine citrate), place it in a 50ml measuring flask, add an appropriate amount of mobile phase, and sonicate to dissolve pentoxyverine citrate, dilute to the scale with mobile phase, shake, filter, and take the filtrate as the test solution; Take 1ml with precision, put it in a 100ml measuring flask, dilute to the scale with mobile phase, and shake well, 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 exceed the area of the main peak of the control solution (1.0% ) ; the sum of each impurity peak area shall not be greater than 2.5 times (2.5%) of the main peak area of the control solution.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
- measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica gel as filler; Water (take 10ml of triethylamine, dilute to 3.0 ml with water, adjust pH to with phosphoric acid)-Methanol (45:55) as mobile phase; Detection wavelength was 215nm. The number of theoretical plates shall not be less than 2000 calculated by pentoverine peak, and the separation degree between pentoverine peak and adjacent impurity peaks shall meet the requirements.
- determination of 20 tablets of this product, precision weighing, fine, precision weighing an appropriate amount (about 25mg equivalent to pentoxyverine citrate), put in a 100ml measuring flask, add an appropriate amount of mobile phase, ultrasonic dissolution of pentoxyverine citrate, dilution to scale with mobile phase, shake well, filter, accurately take 20ul of filtrate, inject into liquid chromatograph, record chromatogram; another pentoxyverine citrate reference substance (12.5mg, precision weighing) was placed in a 50ml measuring flask. The appropriate amount of mobile phase was added and dissolved by ultrasound. According to the external standard method to calculate the peak area, that is.
category
Same as pentoxyverine citrate.
specification
25mg
storage
sealed and stored in a dry place.
Last Update：2022-01-01 13:39:32
pentoxyverine - Pentoxyverine citrate drop pills
Authoritative Data Verified Data
This product contains pentoxyverine citrate (C20H31N03 • C6H807) should be 90.0% to 110.0% of the label.
trait
This product is a white drop pill.
identification
take 4 capsules of this product, add water 5ml, slightly warm, dissolve pentoxyverine citrate, let it cool, filter, filtrate according to the identification of pentoxyverine citrate (1), (2), (4) test, showed the same reaction.
examination
In addition to the dissolution time should be within 60 minutes, the other should be consistent with the relevant provisions under the pill (General Principle 0108).
Content determination
Take 10 capsules of this product, add chloroform 20ml to dissolve pentoxyverine citrate, add 10ml glacial acetic acid and crystal violet indicator solution 1 drop, with perchloric acid titration solution (0.1 mol/L) titration to a blue color of the solution, and the results of the titration were corrected by a blank test. Each 1 ml of perchloric acid titration solution (0.1 mol/L) corresponds to 52.56mg of c20 h31no3. C6H8O7.
category
Same as pentoxyverine citrate.
specification
25mg
storage
sealed and stored in a dry place.
Last Update：2022-01-01 13:39:33
pentoxyverine - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| original and reference preparation | synthesis, developed by the Joint Chemical Company of Belgium (ucb) in 1956, was approved for production in Japan in 1963. Pentoxyverine Citrate Tablets 15mg, TSURUHARA, Japan, 1972. 2. Japanese reference: dainipponsumitmo Pharma Co., Ltd.,GAI-LESSTab. 10mg. 3. Domestic: Diao Group was first listed in the specification of 25mg in 1981. Specifications: 25mg, a total of 202 approval. No approval for domestic import. |
| biological activity | Carbetapentane (Pentoxyverine, CB) is a kind of anticonvulsants non-Selective sigma-1 (λ1) agonist. |
| Target | Value |
| purpose | non-narcotic central antitussive. The product with pentoxyverine citrate, also known as kebiqing. This is a class of non-addictive antitussive drugs, antitussive effect is inferior to codeine, more and to treat Upper Respiratory Infections caused by acute, mild Cough and pertussis, can reduce bronchial secretion. The toxicity of the product is low. |
| production method | is derived from tetrahydrofuran by ring opening, bromination, cyclization, hydrolysis, chlorination, and esterification. 1. Ring-opening and bromination tetrahydrofuran is added dropwise to hydrobromic acid, sulfuric acid is added dropwise, the reaction is then cooled to room temperature, the lower liquid is separated and washed with soda ash solution until neutral. After dehydration by addition of anhydrous calcium chloride, 1, 4-dibromobutane was obtained by filtration. 2. Cyclization Benzyl Cyanide was added to the dry reaction pot and 1, 4-dibromobutane was slowly added. 1-phenyl -1-cyano cyclopentane was obtained. 3. Hydrolysis water was added to the reaction pot and sulfuric acid and 1-phenyl-1-cyanocyclopentane were added with stirring to give 1-phenylcyclopentane carboxylic acid. 4. Chlorination 1-phenylcyclopentane carboxylic acid was dissolved in anhydrous trichloroethylene and phosphorus trichloride was added with stirring. After the reaction, the mixture was left to cool and separate into layers, and the supernatant was distilled under reduced pressure to recover trichloroethylene to obtain 1-phenylcyclopentane formyl chloride. 5. Esterification 1-phenylcyclopentane formyl chloride is added to a dry reaction pot, diethylaminoethoxyethanol is added dropwise, and after completion of the esterification, an oily substance pentoverine is obtained by acid-base treatment and activated carbon. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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