3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Names and Identifiers
Name | Glycopyrrolate
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Synonyms | ahr504 asecryl nodapton gastrodyn Glycopyrrolate glycopyrrolatebromide Glycopyrronium Bromide 1-methyl-3-pyrrolidylalpha-phenylcyclopentaneglycolatemethobromide 3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium 3-(alpha-cyclopentylmandeloyloxy)-1,1-dimethylpyrrolidinium bromide 1,1-dimethyl-3-hydroxypyrrolidiniumbromidealpha-cyclopentylmandelate pyrrolidinium,1,1-dimethyl-3-hydroxy-,bromide,alpha-cyclopentylmandelate 3-[(3-cyclopentyl-3-hydroxy-3-phenylpropanoyl)oxy]-1,1-dimethylpyrrolidinium bromide
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CAS | 596-51-0
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EINECS | 209-887-0 |
InChI | InChI=1/C20H30NO3.BrH/c1-21(2)13-12-18(15-21)24-19(22)14-20(23,17-10-6-7-11-17)16-8-4-3-5-9-16;/h3-5,8-9,17-18,23H,6-7,10-15H2,1-2H3;1H/q+1;/p-1 |
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Physico-chemical Properties
Molecular Formula | C19H28BrNO3-
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Molar Mass | 398.33 |
Density | 1.3222 (rough estimate) |
Melting Point | 192-195°C |
Solubility | H2O: ≥24mg/mL |
Appearance | powder |
Color | white to tan |
Merck | 14,4501 |
Storage Condition | 2-8°C |
Refractive Index | 1.6200 (estimate) |
Physical and Chemical Properties | White crystalline powder, odorless, bitter taste. It is soluble in water, methanol or ethanol, and practically insoluble in chloroform or ether. Melting Point: 191-195 °c. |
In vitro study | Glycopyrrolate inhibited contractions of the guinea pig trachea and the human respiratory tract induced by EFS in a dose-dependent manner. In competition Studies, glycopyrrolate binds human peripheral lung and airway smooth muscle (HASM) muscarinic receptors with affinity units in the nanomolar order (Ki = 0.5-3.6 nM). Glycopyrrolate does not bind selectively to M1-M3 receptors. Kinetic studies have shown that glycopyrrolate slowly dissociates from the HASM muscarinic receptor. |
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Risk and Safety
Hazard Symbols | Xi - Irritant
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Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin.
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Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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WGK Germany | 3 |
RTECS | UY4337630 |
HS Code | 29339900 |
Toxicity | LD50 (72 hr.) in female mice, female rats (mg/kg): 107, 196 i.p.; in male rats (mg/kg): 1150 orally (Franko) |
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Standard
Authoritative Data Verified Data
This product is 3-hydroxy-1, 1-dimethylpyrrolidinylcyclopentyl mandelate bromide. The content of C19H28BrN03 shall not be less than 99.0% calculated as dry product.
Last Update:2024-01-02 23:10:35
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Trait
Authoritative Data Verified Data
- This product is white crystalline powder, odorless.
- This product is soluble in water, methanol or ethanol, and almost insoluble in chloroform or ether.
melting point
The melting point of this product (General rule 0612) is 191~195°C (the melting distance should not exceed 2°C).
Last Update:2022-01-01 15:36:20
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Differential diagnosis
Authoritative Data Verified Data
- take about 50mg of this product, dissolve it with 5ml of dilute acetic acid, and add several drops of bismuth potassium iodide solution to produce orange precipitate.
- take an appropriate amount of this product, add water to dissolve and dilute to make a solution containing 0401 mg of glycopyrronium bromide per 1 ml, and measure it by UV-Vis spectrophotometry (general rule), there is a maximum absorption at the wavelength of 258nm and 264nm, and a minimum absorption at the wavelength of 254nm and 261nm.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 308).
- the product of the aqueous solution of the identification of bromide reaction (General 0301).
Last Update:2022-01-01 15:36:20
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Exam
Authoritative Data Verified Data
Related substances
take an appropriate amount of this product, add ethanol to dissolve and dilute to make a solution containing about 50mg per 1 ml as a test solution; Take an appropriate amount for precision measurement, A solution containing 0.2mg per 1 ml was prepared as a control solution by quantitative dilution with ethanol. According to the thin layer chromatography (General 0502) test, take the test solution and the control solution each 5 u1, respectively point on the same silica gel G thin layer plate, ethyl acetate-water-anhydrous formic acid (74:16:10) was used as the developing solvent, and after the development, it was dried, sprayed with dilute bismuth potassium iodide solution, and immediately examined. For the test solution such as impurity spots, not more than 3, the color and the control solution of the main spot comparison, not deeper.
loss on drying
take this product, dry to constant weight at 105°C, 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 15:36:21
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Content determination
Authoritative Data Verified Data
take about 0.2g of this product, precision weighing, add 25ml of glacial acetic acid to dissolve, add 5ml of Mercury acetate test solution and 1 drop of crystal violet indicator solution, and use perchloric acid titration solution (0.1 mol /L) titration to the solution is blue-green, and the result of the titration is corrected with a blank test. Each 1 ml of perchloric acid titration solution (0.1 mol /L) corresponds to 39.83mg of C19H28BrN03.
Last Update:2022-01-01 15:36:21
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Category
Authoritative Data Verified Data
Last Update:2022-01-01 15:36:22
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Storage
Authoritative Data Verified Data
Last Update:2022-01-01 15:36:22
3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium - Glycopyrronium Bromide Tablet
Authoritative Data Verified Data
This product contains glycopyrronium bromide (C19H28BrN03) should be 90.0% to 110.0% of the label.
trait
This product is white tablet.
identification
- take an appropriate amount of fine powder of this product (about 10 mg of glycopyrronium bromide), dissolve it with methanol and dilute it to make a solution containing 0.5mg of glycopyrronium bromide per 1 ml, filter it, and take an appropriate amount of filtrate, as determined by UV-Vis spectrophotometry (General rule 0401), there is a maximum absorption at wavelengths of 258nm and 264nm and a minimum absorption at wavelengths of 255nm and 262nm.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
examination
- Content uniformity take 1 tablet of this product, put it in a 25ml (0.5 mg specification) or 50ml (1 mg specification) measuring flask, add appropriate amount of water and shake to dissolve glycopyrrolate, dilute to scale with water, shake well, filter, take and continue the filtrate to determine the content according to the method under the content determination item, and the content shall be in accordance with the regulations (General rule 0941).
- the dissolution of this product, according to the dissolution and release determination method (General rule 0931 The first method), water 500ml as the dissolution medium, the speed of 50 rpm, according to the law, after 45 minutes, the appropriate amount of the solution was filtered, and the filtrate was taken as the test solution, water was added to dissolve and quantitatively diluted to prepare a solution containing lug(0.5mg specification) or 2UG (1 mg specification) of glycopyrronium bromide per 1 ml as a control solution. Accurately take 20ul of each of the reference solution and the test solution, inject it into the liquid chromatograph, and determine it according to the method under the content determination item. According to the external standard method, the dissolution amount of each tablet is calculated from the peak area, and the limit is 75% of the labeled amount, which 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
- measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system applicability test using eighteen alkyl silane bonded silica gel as filler; Using sodium pentane sulfonate solution (0.2g of sodium pentane sulfonate and anhydrous sodium sulfate l.Og was dissolved in 615ml water, 0.5mol / L sulfuric acid 3.0ml)-acetonitrile-methanol (615:235:150) as mobile phase; The detection wavelength was 222nm. The number of theoretical plates shall not be less than 2000 based on the glycopyrronium bromide peak. The separation degree between the glycopyrronium bromide peak and the adjacent impurity peak shall meet the requirements.
- determination of 20 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (equivalent to 2mg of glycopyrronium bromide), put in a 100ml measuring flask, add an appropriate amount of water, shake to dissolve, dilute to the scale with water, shake well, filter through the filter, take the filtrate as the test solution, and inject 20u1 into the liquid chromatograph to record the chromatogram; another appropriate amount of glycopyrronium bromide reference substance was weighed accurately, dissolved and diluted with water to make a solution containing 20ug per lml, and determined by the same method. According to the external standard method to calculate the peak area, that is.
category
isoguronium bromide.
specification
(1)0.5mg (2 ) lmg
storage
sealed storage.
Last Update:2022-01-01 15:36:23