132-98-9
phenoxymethylpenicillinic acid*potassium
CAS: 132-98-9
Molecular Formula: C16H17KN2O5S
132-98-9 - Names and Identifiers
| Name | phenoxymethylpenicillinic acid*potassium |
| Synonyms | PENICILLIN VK Penicillin V Potassium PENICILLIN V POTASSIUM potassium penicillin V Potassium V Penicillin PENICILLIN V POTASSIUM SALT PHENOXYMETHYLPENICILLIN K+ SALT phenoxymethylpenicillin potassium PHENOXYMETHYLPENICILLIN POTASSIUM Phenoxymethyl Penicillin Potassium PHENOXYMETHYL PENICILLIN POTASSIUM SALT phenoxymethylpenicillinic acid*potassium PHENOXYMETHYLPENICILLINIC ACID POTASSIUM SALT Penicillin V potassium salt, Phenoxymethylpenicillinic acid potassium salt potassium 3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate |
| CAS | 132-98-9 |
| EINECS | 205-086-5 |
| InChI | InChI=1/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/p-1/t11-,12+,14-/m1/s1 |
| InChIKey | HCTVWSOKIJULET-LQDWTQKMSA-M |
132-98-9 - Physico-chemical Properties
| Molecular Formula | C16H17KN2O5S |
| Molar Mass | 388.48 |
| Density | 1.40 |
| Melting Point | 197-202°C |
| Boling Point | 681.4°C at 760 mmHg |
| Specific Rotation(α) | D25 +223° (c = 0.2) |
| Flash Point | 365.9°C |
| Water Solubility | Soluble in water, dimethyl sulfoxide, and methanol. |
| Solubility | Soluble in water, dimethyl sulfoxide, and methanol. |
| Vapor Presure | 1.69E-19mmHg at 25°C |
| Appearance | White solid |
| Color | Sol in water |
| BRN | 3899451 |
| Storage Condition | Inert atmosphere,2-8°C |
| Stability | Hygroscopic |
| MDL | MFCD00051771 |
| Use | Used as an antibiotic |
| In vitro study | Penicillin V (0.002-8.0 mg/L) inhibits the growth of Streptococci , with the minimum inhibitory concentrations (MICs) of 0.004-0.008 mg/L. Penicillin V (0.002-8.0 mg/L) inhibits the growth of C. difficile , with a MIC 90 of 8 mg/L. Penicillin V (0.004-0.063 mg/L; 18 h) inhibits the growth of Staphylococcus aureus , with a MIC of 0.016 mg/L. |
132-98-9 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R42/43 - May cause sensitization by inhalation and skin contact. |
| Safety Description | S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| WGK Germany | 3 |
| RTECS | XH9275000 |
| TSCA | Yes |
| HS Code | 29411099 |
| Toxicity | LD50 orally in rats: >1040 mg/kg (Goldenthal) |
132-98-9 - Standard
Authoritative Data Verified Data
(2S ,5R, 6R)-3, 3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo [3.2.0] heptane-2-carboxylic acid potassium salt. The content of C16H18N2O5S shall not be less than 85.7% calculated as anhydrous.
Last Update：2024-01-02 23:10:35
132-98-9 - Trait
Authoritative Data Verified Data
- This product is white crystal or crystalline powder; Odorless or slightly odorless.
- This product is soluble in water, almost insoluble in ether or liquid paraffin.
specific rotation
take an appropriate amount of this product and weigh it accurately, add fresh boiling and cooling water to dissolve and quantitatively dilute it into a solution containing about 10 mg per lml, and determine it according to law (General rule 0621), the specific rotation was 215 ° to 230 °.
Last Update：2022-01-01 13:32:52
132-98-9 - Differential diagnosis
Authoritative Data Verified Data
- 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.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 792).
- This product shows the reaction of potassium salt identification (1) (General rule 0301).
Last Update：2022-01-01 13:32:53
132-98-9 - Exam
Authoritative Data Verified Data
absorbance
take this product, add 0.1 mol/L sodium hydroxide solution was dissolved and quantitatively diluted to prepare a solution containing 1 mg per 1 ml, which was determined by ultraviolet-visible spectrophotometry (General rule 0401) at the wavelength of 306mn, absorbance shall not exceed 0.33; In addition, this product shall be dissolved and quantitatively diluted with the above sodium hydroxide solution to prepare a solution containing 0.2mg per lml, and the absorbance shall not be less than 0.50 at the wavelength of 274nm.
crystallinity
take a small amount of this product, according to the law inspection (General 0981), should comply with the provisions.
pH
take this product, add water to make a solution containing 5mg per lml, according to the law (General 0631),pH value should be 5.0~7.5.
Related substances
take an appropriate amount of this product, precision weighing, add pH 6.5 phosphate buffer solution (0.2mol/L potassium dihydrogen phosphate solution 6.5 ml, add water 250ml, mix, adjust the pH value to with sodium hydroxide test solution, then dilute to 500ml with water) dissolve and dilute to make a solution containing about 3.6mg of penicillin V per 1ml as a test solution; Take 1ml for precision measurement and put it in a 100ml measuring flask, as a control solution, it was diluted to the scale with the above pH 6.5 phosphate buffer and shaken. Silica gel bonded with eighteen alkyl silanes was used as filler according to the determination by high performance liquid chromatography (General 0512); Phosphate buffer solution with pH 3.5 (0.5mol/L potassium dihydrogen phosphate solution was used to adjust the pH value to 3.5 with phosphoric acid)-Methanol-water (10:30:60) as mobile phase A, pH 3.5 phosphate buffer-methanol-water (10:55:35) as mobile Phase B, first, the mobile phase A- mobile phase B (60:40) was eluted isocratically. Immediately after the completion of the penicillin V peak elution, the linear gradient elution was carried out according to the following table, and the detection wavelength was 268nm. Take penicillin V potassium reference substance and Penicillium
Add 10 mg of each reference substance to 10ml measuring flask, dissolve in the above-mentioned pH 6.5 phosphate buffer solution and dilute to the scale. Shake well and use it as a system applicable solution, the degree of separation between penicillin V peak and penicillin peak should be greater than 6.0. Accurately take 20 u1 of test solution and control solution, respectively inject human liquid chromatograph, record chromatogram, if there are impurity peaks in the chromatogram of test solution, the single impurity peak area shall not be greater than 1.5 times (1.5%) of the main peak area of the control solution, and 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 peaks in the chromatogram of the test solution which were 0.05 times smaller than the main peak area of the control solution were ignored.
penicillin V polymer
measured by size exclusion chromatography (General 0514).
chromatographic conditions and system suitability test
with dextran gel G-10(40-120um) as the filler, the inner diameter of the glass column was 1.0-1.4, the length of the column was 30-40, and the mobile phase A was 0, pH 7.0. lmol/L phosphate buffer [0.1 mol/L disodium hydrogen phosphate solution -0.1 mol/L sodium dihydrogen phosphate solution (61:39)], mobile phase B is water, flow rate is 1.5ml per minute, detection wavelength is 254nm, take 0.1-2000 u1 of 100 mg/ml Blue dextran 200 solution, inject it into human liquid chromatograph, measure with mobile phase A and B respectively, and record chromatogram. The number of theoretical plates is not less than 2000 calculated by the Blue dextran 400 peak, and the tailing factor should be less than 2.0. The ratio of the retention times of the Blue dextran 2000 peak in the two mobile phase systems should be between 0.93-1.07, the ratio of the retention time of the main peak of the control solution to the polymer peak in the test solution and the Blue dextran 2000 peak in the corresponding chromatography system should be between 0.93 and 1.07. Weigh about 0.4G into a 0.04 measuring flask, dissolve and dilute to the scale with 2000 mg/ml Blue dextran solution, and shake well. Take 100-200ul injection liquid chromatograph, measure with mobile phase A, record chromatogram, the peak height of high polymer and the valley height ratio between monomer and high polymer should be more than 2.0. In addition, the mobile phase B is used as the mobile phase, and the relative standard deviation of the peak area should not be more than 100 when the control solution is 200-5.0% u1 for 5 consecutive injections.
preparation of control solution
an appropriate amount of penicillin V reference substance was accurately weighed, dissolved with water and quantitatively diluted to prepare a solution containing about 0.2mg per 1 ml.
assay
take about 100g of this product, accurately weigh it, put it in a 10ml measuring flask, add water to dissolve and dilute to the scale, shake well, immediately take ~ 200u1 and inject it into the liquid chromatograph, the mobile phase A was used as the mobile phase for determination, and the chromatogram was recorded. Another 100 ~ 200ul of the control solution was injected into the human liquid chromatograph, and the mobile phase B was used as the mobile phase for determination, and the chromatogram was recorded. According to the external standard method to calculate the area of penicillin V peak, the amount of polymer containing penicillin V shall not exceed 0.6%.
moisture
take this product, according to the moisture determination method (General 0832 first method 1), the water content shall not exceed 1.5%.
Last Update：2022-01-01 13:32:54
132-98-9 - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with eighteen alkyl silane was used as the filler, and mobile phase A- mobile phase B(60:40) was used as the mobile phase, and the detection wavelength was 268mn; according to the system suitability test under the item of related substances, the degree of separation between penicillin V peak and penicillin peak should be greater than 6.0.
assay
take about 50mg of this product, accurately weigh it, put it in a 50ml measuring flask, add the above pH 6.5 phosphate buffer solution to dissolve and dilute to the scale, shake well, as a test solution, A 20ul injection liquid chromatograph was used to record the chromatogram. An appropriate amount of penicillin V reference substance was taken and determined by the same method. The content of Cl6H18N2O5S in the sample was calculated by the peak area according to the external standard method. Each 1 mg of C16H18N205S is equivalent to 1695 penicillin V units.
Last Update：2022-01-01 13:32:54
132-98-9 - Category
Authoritative Data Verified Data
B lactam antibiotics, penicillins.
Last Update：2022-01-01 13:32:55
132-98-9 - Storage
Authoritative Data Verified Data
light shielding, sealed, stored in the cool dark.
Last Update：2022-01-01 13:32:55
132-98-9 - Penicillin V potassium tablets
Authoritative Data Verified Data
This product contains penicillin V potassium according to penicillin V(C16H18N2O5S) calculation, should be 90.0% ~ 110.0% of the label amount.
trait
This product is white tablet or film-coated tablet or sugar-coated tablet, White after removing the coating.
identification
- 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.
- take about lg of the fine powder of this product, burn, cool, take the residue, add 2mol/L hydrochloric acid solution 5ml, heat to boiling, cool, filter, the filtrate shows the potassium salt to identify the reaction of (2) (General 0301).
examination
- Related substances take 10 tablets of this product, precision weighing, fine grinding, precision weighing to take appropriate amount, dissolve and quantitatively dilute the pH 6.5 phosphate buffer solution according to the labeled amount plus content determination item to prepare a solution containing about 3.6mg per 1 ml, filter and take the filtrate as the test solution, the sum of each impurity peak area shall not be more than 5 times (5.0%) of the main peak area of the control solution as determined by the method under the item of penicillin V potassium.
- dissolution the dissolution of this product was determined according to the dissolution and release determination method (General rule 0931 method 1), and the dissolution medium was 6.8 phosphate buffer (pH 100), and the rotation speed was rpm, operate according to the law, after 30 minutes, take the appropriate amount of solution, filter, take the appropriate amount of filtrate, dilute quantitatively with dissolution medium to make a solution containing about 0.15mg of penicillin V per 1 ml, according to UV-visible spectrophotometry (General rule 0401), determine absorbance at the wavelength of 268nm; Take appropriate amount of penicillin V reference substance, the dissolution medium was added to dissolve and quantitatively dilute to prepare a solution containing about 0.15mg per 1 ml, which was measured by the same method, and the dissolution 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
Take 10 tablets of this product, precision weighing, fine grinding, precision weighing take appropriate amount (about the equivalent of penicillin V 0.236g), put in 250ml measuring flask, add 6.5 pH phosphate buffer solution (take 0.2mol/L potassium dihydrogen phosphate solution, add 6.5 ml of water, mix well, adjust pH to with sodium hydroxide solution, and dilute to 500ml with water), dissolve and dilute to scale, shake, filter, take the filtrate as a test solution, according to the method under the item of penicillin V potassium, then get. Each 1 mg of C16H18N205S is equivalent to 1695 penicillin V units.
category
with penicillin V potassium.
specification
According to C16H18N2O5S (l) 400,000g (0.472 units)(2) 800,000g (units)
storage
light shielding, sealed, stored in the cool dark.
Last Update：2022-01-01 13:32:55
132-98-9 - Penicillin v potassium capsules
Authoritative Data Verified Data
This product contains penicillin V potassium according to penicillin V (C16H18N205S) calculation, should be 90.0% ~ 110.0% of the label amount.
trait
The content of this product is white or white particles or powder.
identification
- 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.
- take the content of this product about lg, burn, cool, take the residue, add 2mol/L hydrochloric acid solution 5ml, heat to boiling, cool, filter, the filtrate shows the potassium salt to identify the reaction of (2) (General 0301).
examination
- appropriate amount of contents under the item of difference in the amount of related substances taken, precision weighing, fine grinding and precision weighing, dissolve and quantitatively dilute the phosphate buffer solution at pH 6.5 under the labeled amount plus content determination item to prepare a solution containing about 3.6mg per 1 ml, filter and take the continued filtrate as the test solution, the sum of each impurity peak area shall not be more than 5 times (5.0%) of the main peak area of the control solution as determined by the method under the item of penicillin V potassium.
- dissolution the dissolution of this product was determined according to the dissolution and release determination method (General rule 0931 method 1), and the dissolution medium was 6.8 phosphate buffer (pH 100), and the rotation speed was rpm, operate according to the law, after 30 minutes, take the appropriate amount of solution, filter, take the appropriate amount of filtrate, dilute quantitatively with dissolution medium to make a solution containing about 0.15mg of penicillin V per 1 ml, according to UV-visible spectrophotometry (General rule 0401), determine absorbance at the wavelength of 268nm; Take appropriate amount of penicillin V reference substance, the dissolution medium was added and dissolved and quantitatively diluted to prepare a solution containing about 0.15mg per 1 ml, which was measured by the same method, and the dissolution amount of each particle was calculated. The limit is 75% of the labeled amount and shall be in accordance with the provisions.
- penicillin V Polymer the content of this product is accurately weighed, dissolved and quantitatively diluted with mobile phase A to make A solution containing about 40mg of penicillin V per 1 ml, filtered, the filtrate was taken as the test solution and determined according to the method under the item of penicillin V potassium. According to the external standard method to calculate the area of penicillin V peak, the amount of polymer containing penicillin V shall not exceed 0.6% of the labeled amount.
- weight loss on drying the contents of this product shall be taken and dried at 105°C to constant weight, and the weight loss shall not exceed 2.0% (General rule 0831).
- others should comply with the relevant provisions under the capsule (General 0103).
Content determination
take the contents under the difference of loading amount, weigh them precisely, grind them finely, weigh appropriately (about 0.236g equivalent to penicillin V), and place them in a 250ml measuring flask, add 6.5 pH phosphate buffer solution (take 0.2mol/L potassium dihydrogen phosphate solution, add 6.5 ml of water, mix well, adjust pH to with sodium hydroxide solution, and dilute to 500ml with water), dissolve and dilute to scale, shake, filter, take the filtrate as a test solution, according to the method under the item of penicillin V potassium, then get. Each 1 mg of C16H18N2O5S is equivalent to 1695 penicillin V units.
category
with penicillin V potassium.
specification
Based on Cl6H18N205S (1)0.118g (200,000 units)(2)0.236g (400,000 units)
storage
light shielding, sealed, stored in the cool dark.
Last Update：2022-01-01 13:32:56
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