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Piperacillin Sodium

piperacillin sodium salt

CAS: 59703-84-3

Molecular Formula: C23H26N5NaO7S

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Piperacillin Sodium - Names and Identifiers

Name piperacillin sodium salt
Synonyms cl227193
pentcillin
PIPERACILLIN NA
Piperacillin Sodium
PIPERACILLIN SODIUM
piperacillin sodium salt
(2s-(2-alpha,5-alpha,6-beta(s*)))-msal
3-dimethyl-7-oxo--piperazinyl)carbonyl)amino)phenylacetyl)amino)-monosodiu
4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,6-(((((4-ethyl-2,3-dioxo-1
sodium (2S,3S,5R)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide
sodium (2S,5R,6R)-6-{[{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
sodium (2R,5S,6S)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
sodium (2S,5R,6R)-6-{[(2S)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
sodium (2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
[2s-[2alpha,5alpha,6beta(s*)]]-6-[[[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid monosodium salt
CAS 59703-84-3
EINECS 261-868-6
InChI InChI=1/C10H12N4O5S.Na/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19;/h2-3,7-8H,4-5H2,1H3,(H,16,17);/q;+1/p-1/t7-,8+,10+;/m1./s1
InChIKey WCMIIGXFCMNQDS-IDYPWDAWSA-M

Piperacillin Sodium - Physico-chemical Properties

Molecular FormulaC23H26N5NaO7S
Molar Mass539.54
Melting Point183-185 C (dec.)
Boling Point793℃
Flash Point381.4°C
Water SolubilitySoluble in ethanol, water and methanol.
Solubility DMSO 100 mg/mL Water 100 mg/mL Ethanol 100 mg/mL
Vapor Presure5.55E-21mmHg at 25°C
Appearanceneat
ColorWhite to Almost white
Merck14,7463
BRN5373920
Storage ConditionInert atmosphere,2-8°C
Refractive Index180 ° (C=0.8, H2O)
MDLMFCD00917471
UseFor semi-synthetic antibiotics, with a broad-spectrum antibacterial effect, gram-positive and gram-negative bacteria have good antibacterial activity
In vitro studyPiperacillin is a penicillin beta-lactam antibiotic used to treat bacterial infections caused by susceptible Gram-positive bacteria. "Penicillin" can refer to both the several isomers of penicillin and the group of antibiotics derived from penicillin. Piperacillin has in vitro antibacterial activity against Gram-positive and Gram-negative and aerobic and anaerobic bacteria. The bactericidal activity of Piperacillin, which inhibits bacterial cell wall synthesis, is regulated by the binding of Piperacillin to penicillin-binding protein (PBPs). Piperacillin inhibits the third and final stage of bacterial cell wall synthesis by binding to a specific penicillin-binding protein (PBPs) located within the bacterial cell wall. Piperacillin is stable to hydrolysis by various β-lactamases, including penicillinase, cephalosporinase, and extended-spectrum β-lactamases.

Piperacillin Sodium - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk Codes42/43 - May cause sensitization by inhalation and skin contact.
Safety DescriptionS22 - Do not breathe dust.
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 Germany2
RTECSXI0180000
HS Code29411099
ToxicityLD50 in mice, rats, dogs, monkeys (g/kg): 5, 2.7, >6, >4 i.v. (Takai)

Piperacillin Sodium - Standard

Authoritative Data Verified Data

(25,5R,6R)-3, 3-dimethyl-6-[(R)-2-(4-ethyl-2, 3-dioxo-1-piperazinylamino)-2-phenylacetamido]-7-oxo-4-thia-1-azabicyclo [3.2.0] heptane-2-carboxylate sodium salt. Calculated as anhydrous, containing piperacillin (C23H27N507S) shall not be less than 87.0%.

Last Update：2024-01-02 23:10:35

Piperacillin Sodium - Trait

Authoritative Data Verified Data
  • This product is white or off-white powder; Odorless; Easy to wet.
  • This product is easily dissolved in water or methanol, dissolved in anhydrous ethanol, insoluble in acetone.

specific rotation

take this product, precision weighing, water dissolution and quantitative dilution of about 10 mg per lml solution, according to the law (General 0621), specific rotation of 175 ° to 190 °.

Last Update：2022-01-01 13:40:04

Piperacillin Sodium - Differential diagnosis

Authoritative Data Verified Data
  1. The product was taken, and the same results were shown in the identification tests (1) and (2) under the item of piperacillin.
  2. This product shows the reaction of sodium salt identification (1) (General rule 0301).
Last Update：2022-01-01 13:40:05

Piperacillin Sodium - Exam

Authoritative Data Verified Data

acidity

take this product, add water to make a solution containing O.lg per lml, and determine it according to law (General 0631). The pH value should be 5.0~7.0.

clarity and color of solution

take 5 parts of this product, each 0.6g, respectively, after adding water 5ml to dissolve, the solution should be clear and colorless; If it is turbid, compare with No. 1 turbidity standard solution (General rule 0902 first method), shall not be more concentrated; If the color is developed, it shall not be deeper in comparison with the yellow-green or yellow -2 standard colorimetric solution (General Principles 0901 first method).

Related substances

take this product, according to the method of piperacillin related substances I, ampicillin peak area shall not be greater than 0.2 times (0.2%) of the main peak area of the control solution, impurity A shall be calculated as the corrected peak area (multiplied by the correction factor of 1.4) and shall not be greater than 3.5 times (3.5%) of the main peak area of the control solution, the Peak area of other individual impurities shall not be more than 2 times (2.0%) of the main peak area of the control solution.

residual solvent

take about lg of this product, put it in a 10ml measuring flask, add water to dissolve and dilute to the scale, shake well, use it as a stock solution for test, take 1ml for precision measurement, and place it in the top empty bottle, then add 1ml of water precisely, shake well and seal it as the test solution. Weigh 0.25g of acetone and g of ethyl acetate precisely, put it in a 50ml measuring flask, dilute it with water until it is calibrated, and shake well, take 10ml accurately, put it in a 100ml measuring flask, dilute it to the scale with water, shake it well, and use it as a reference stock solution; Take lml of the reference stock solution accurately, place it in a headspace bottle, and add lml of water accurately, shake, seal, as the system applicable solution; Precision take the reference stock solution 1ml, in the top empty bottle, Precision Plus sample stock solution 1ml, shake, seal, as a reference solution. According to the determination method of residual solvent (General 0861 second method), the capillary column with 100% dimethylpolysiloxane (or similar polarity) as the stationary liquid is used as the column; The initial temperature is 40°C, and the maintenance time is 12 minutes, then increase to 100°C at a rate of 30°C per minute for 5 minutes; The inlet temperature is 200°C; The detector temperature is 250°C; The equilibrium temperature of the headspace bottle is 70°C, the equilibration time was 30 minutes. The system applicable solution was sampled in Headspace, and the peak order was: acetone, ethyl acetate; The separation degree between the two peaks should meet the requirements. The test solution and the reference solution were injected by Headspace, the chromatograms were recorded, and the residual amounts of acetone and ethyl acetate were calculated by peak area using standard addition method.

moisture

take this product, according to the determination of moisture (General 0832 first method 1), the water content shall not exceed 2.0%.

visible foreign body

take 5 parts of this product, 2g each, and add 5ml of water for particle inspection to dissolve, and check according to law (General rule 0904). (For aseptic dispensing)

insoluble particles

Take 3 parts of this product, and make a solution containing 50mg per lml of water for particle inspection, and check it according to law (General rule 0903). In each lg sample, particles containing 10um and more than 10um shall not exceed 6000 particles, and particles containing 25um and more than 2upm shall not exceed 600 particles. (For aseptic dispensing)

bacterial endotoxin

take this product, check according to law (General rule 1143), per 1 mg piperacillin (C23H27N5O7S) in the amount of endotoxin should be less than 0.050EU. (For injection)

sterile

take this product, dissolve and dilute with appropriate solvent, after membrane filtration treatment, inspection according to law (General rule 1101), should comply with the provisions. (For aseptic dispensing)

Last Update：2022-01-01 13:40:06

Piperacillin Sodium - Content determination

Authoritative Data Verified Data

take about 45mg of this product, weigh it accurately, put it in a 100ml measuring flask, add water to dissolve it, dilute it to the scale with mobile phase, shake it well, and use it as a test solution, the content of C23H27N5O7S in the sample was determined according to the method of piperacillin, and the peak area was calculated according to the external standard method.

Last Update：2022-01-01 13:40:06

Piperacillin Sodium - Category

Authoritative Data Verified Data

B-lactam antibiotics, penicillins.

Last Update：2022-01-01 13:40:07

Piperacillin Sodium - Storage

Authoritative Data Verified Data

sealed and stored in a cool, dark and dry place.

Last Update：2022-01-01 13:40:07

Piperacillin Sodium - Piperacillin sodium for injection

Authoritative Data Verified Data

This product is sterile powder or sterile lyophilized product of piperacillin sodium. Calculated as anhydrous, containing piperacillin (C23H27N507S) shall not be less than 87.0%; Calculated as the average loading, containing piperacillin (C23H27N507S) it shall be between 95.0% and 105.0% of the labeled amount.

trait

This product is white or off-white powder or loose lumps; Odorless.

identification

take this product, according to piperacillin sodium under the identification test, showed the same results.

examination

  • the clarity and color of the solution take 5 bottles of this product, and add water according to the labeled amount to make each lml containing 0.lg solution, the solution should be clear and colorless; If it is turbid, it should not be more concentrated than the 1# turbidity standard solution (General 0902 first method); If it is colored, no deeper than the yellow-green or yellow -3 standard colorimetric solution (General rule 0901 method 1).
  • insoluble particles this product is taken, and the solution containing 50mg per 1 ml of water is prepared by adding particles according to the labeled amount and checking according to law (General rule 0903), A labeled amount of 1.0g or less is converted per l. No more than 6000 particles with lOum and more than 10um and no more than 600 particles with 25um and more than 25um in the Og sample; The labeled amount is l.Og or more (including l.Og) no more than 6000 particles of 10um and lOum in each sample container, and no more than 600 particles of 25um and 25um.
  • the acidity, related substances, moisture, bacterial endotoxin and sterility should be checked according to the method of piperacillin sodium.
  • others should comply with the relevant provisions under injection (General 0102).

Content determination

The content under the item of loading amount difference was obtained by measuring according to the method of piperacillin sodium.

category

with piperacillin sodium.

specification

Based on C23H27N507S (1) 0.5g (2)1.0g(3)2.Og (4) 4.og

storage

sealed and stored in a cool, dark and dry place.

Last Update：2022-01-01 13:40:08

Piperacillin Sodium - Piperacillin Sodium and Tazobactam Sodium for Injection

Authoritative Data Verified Data

This product is piperacillin sodium and tazobactam sodium [C23H27N507S) and tazobactam (C10H12N405S) labeled amount ratio of 8:1] Sterile lyophilized powder mixed uniformly. Piperacillin (calculated as calculated) shall not be less than 765ug in C23H27N507S per lmg calculated as anhydrous, tazobactam (C10H12N405S) shall not be less than 96ug; Calculated as average loading, piperacillin (based on C23H27N507S) and tazobactam (C23H27N507S) should be 90.0% ~ 110.0% of the labeled amount.

trait

This product is white or off-white loose lumps or powder; Odorless; Very hygroscopic.

identification

  1. in the chromatogram recorded under the content determination item, the retention time of the two main peaks in the test solution should be consistent with the retention time of the two main peaks in the control solution.
  2. This product shows the reaction of sodium salt identification (1) (General rule 0301).

examination

  • the acidity of this product is made by adding water to make a solution containing 0.2g per lml, which is determined according to law (General rule 0631). The pH value should be 5.5~6.8.
  • the clarity and color of the solution take 5 bottles of this product and add water to make about piperacillin per lml (according to lg solution, the solution should be clear and colorless; If it is turbid, no one shall be more concentrated than the turbidity standard liquid No. 1 (General rule 0902 method 1), and no one shall be deeper than the yellow or yellow-green standard colorimetric liquid No. 3 (General rule 0901 method 1) in case of color development.
  • appropriate amount of related substances of this product shall be taken, and the mobile phase under the content determination item shall be added for dissolution and dilution to make piperacillin (based on C23H27N507S) in each lml. 2.0 mg of the solution was used as a test solution, and an appropriate amount was quantitatively diluted with a mobile phase to prepare a solution containing 40ug per 1 ml as a control solution. According to the chromatographic conditions under the content determination item, 10 μl of each of the test solution and the control solution are accurately measured and injected into the liquid chromatograph respectively, and the chromatogram is recorded to 2 times of the retention time of the peak of peracillin. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than the sum of the two main peaks of the control solution (2.0%); the sum of each impurity peak area shall not be greater than 2 times (4.0%) of the sum of the two main peak areas 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.
  • the moisture content of this product shall not exceed 0832 as determined by the method for determination of moisture (General rule 2.5%, first method 1).
  • bacterial endotoxin take this product, according to the law to check (General 1143), each lmg of endotoxin in this product should be less than 0.060EU.
  • sterile take this product, dissolve and dilute with appropriate solvent, after the membrane filtration method, inspection according to law (General rule 1101), should comply with the provisions.
  • others should comply with the relevant provisions under injection (General 0102).

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; Methanol-water -0.2mol/L sodium dihydrogen phosphate solution-10% tetrabutylammonium hydroxide solution (450:447:100:3) as mobile phase, the detection wavelength was 220nm. Take appropriate amount of piperacillin and tazobactam reference, add mobile phase to dissolve and dilute to make a solution containing piperacillin (C23H27N507S) 1.6mg and tazobactam 0.2mg per 1 ml, the mixture containing tazobactam degradation product was obtained by heating in a water bath at 60°C for 60 minutes. L01 was injected into the liquid chromatograph, and the chromatogram was recorded, and tazobactam peak relative retention time of about 0.87 of the larger impurity peak for tazobactam degradation peak, the degree of separation between tazobactam degradation peak and tazobactam peak should be greater than 2.4, and the degree of separation between piroxillin peak and tazobactam peak should be greater than 20.0, the separation degree between the peak of piperacillin and the adjacent impurity peak should meet the requirements.
  • determination of content under the item of loading amount difference, mixed evenly, accurately weigh appropriate amount, add mobile phase to dissolve and quantitatively dilute to prepare about piperacillin per lml (based on C23H27N507S) 0.8mg and tazobactam 0. lmg solution was used as the test solution, and 10u1 was injected into the liquid chromatograph with precise amount, and the chromatogram was recorded, add mobile phase to dissolve and quantitatively dilute to make piperacillin (8mg and tazobactam per 1 ml). lmg solution, the same method for determination. The content of C23H27N507S and C10Hl2N4O5S in the sample was calculated by peak area according to external standard method.

category

antibiotics.

specification

  1. 0.5625g(C233H27N507S 0.5g and C10H12N405S 0.0625g)
  2. 1.125g (C23H27N507S 1.0g and C10H12N405S 0.125g)
  3. 2.25g (C23H27N507S 2.Og and C10H12N405S 0.25g)
  4. 4.5g (C23H27N5O7S 4.Og and C10H12N405S 0.5g)

storage

It was sealed and kept in a cool, dark and dry place.

Last Update：2022-01-01 13:40:09
Piperacillin Sodium
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View History
Piperacillin Sodium
CS-786
Sodium hydrogen sulfite
Pentanediol
TRIMESITYLPHOSPHINE
587-98-4
异丁酸
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