Piperacillin Sodium, chemical structure, molecular formula, Reference Standards

Piperacillin Sodium

C23H26N5NaO7S 539.54

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-,monosodium salt,[2S-[2a,5a,6b(S*)]].

Sodium (2S,5R,6[R)-6-[(R)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate [59703-84-3].

»Piperacillin Sodium has a potency equivalent to not less than 863µg and not more than 1007µg of piperacillin (C23H27N5O7S)per mg,calculated on the anhydrous basis.

Packaging and storage— Preserve in tight containers.

Labeling— Where it is intended for use in preparing injectable dosage forms,the label states that it is sterile or must be subjected to further processing during the preparation of injectable dosage forms.

USP Reference standards á11ñ— USP Piperacillin RS.USP Ampicillin RS.USP Endotoxin RS.

Identification—

A: The chromatogram obtained from the Assay preparationin the Assayexhibits a major peak for piperacillin,the retention time of which corresponds to that exhibited by the Standard preparation,and the chromatogram compares qualitatively to that obtained from the Standard preparation.

B: It responds to the tests for Sodium á191ñ.

pHá791ñ: between 5.5and 7.5,in a solution containing 400mg per mL.

Water,Method Iá921ñ: not more than 1.0%,the method of Test preparationdescribed for hygroscopic substances being used.

Related compounds—

Mobile phaseand Chromatographic system— Proceed as directed in the Assayunder Piperacillin.

Standard piperacillin solution— Proceed as directed in the Related compounds,Test 1under Piperacillin.

Test solution— Use the Assay preparation.

Procedure— Separately inject equal volumes (about 10µL)of the Test solutionand the Standard piperacillin and proceed as directed in the Assay.Calculate the percentage of piperacillin related compound Aand piperacillin related compound Cin the portion of Piperacillin taken by the formula:

10C(P/W)(RRFi)(ri/rSp),

in which Cis the concentration,in mg per mL,of USP Piperacillin RSin the Standard piperacillin solution,Pis the designated potency,in µg of piperacillin per mg,of USP Piperacillin RS,Wis the weight,in mg,of Piperacillin Sodium taken to prepare the Test solution,RRFiis the response factor of an individual piperacillin related compound relative to the response of piperacillin,specifically 1.4for piperacillin related compound Aand 0.93for piperacillin related compound C,riis the response of the impurity peak,if any,observed in the chromatogram of the Test solution at a retention time corresponding to piperacillin related compound Aor piperacillin related compound C,and rSpis the peak response of the piperacillin peak in the chromatogram of the Standard piperacillin solution:not more than 3.5%of piperacillin related compound Aand not more than 1.0%of piperacillin related compound Cis found.

Other requirements— Where the label states that Piperacillin Sodium is sterile,it meets the requirements for Sterilityand Bacterial endotoxinsunder Piperacillin for Injection.Where the label states that Piperacillin Sodium must be subjected to further processing during the preparation of injectable dosage forms,it meets the requirements for Bacterial endotoxinsunder Piperacillin for Injection.

Assay—

Mobile phase,Standard preparation,Resolution solution,and Chromatographic system— Proceed as directed in the Assayunder Piperacillin.

Assay preparation— Transfer about 20mg of Piperacillin Sodium,accurately weighed,to a 50-mLvolumetric flask.Add about 35mLof Mobile phase,and shake to dissolve.Dilute with Mobile phaseto volume,and mix.

Procedure— Separately inject equal volumes (about 10µL)of the Standard preparationand the Assay preparationinto the chromatograph,record the chromatograms,and measure the responses for the major peaks.Calculate the potency,in µg of piperacillin (C23H27N5O7S)per mg,of the portion of Piperacillin taken by the formula:

(50CP/W)(rU/rS),

in which Cis the concentration,in mg per mL,of USP Piperacillin RSin the Standard preparation,Pis the designated potency,in µg of piperacillin per mg,of USP Piperacillin RS,Wis the weight,in mg,of Piperacillin Sodium taken to prepare the Assay preparation,and rUand rSare the piperacillin peak responses obtained from the Assay preparationand the Standard preparation,respectively.

Auxiliary Information— Staff Liaison:William W.Wright,Ph.D.,Scientific Fellow

Expert Committee:(PA7)Pharmaceutical Analysis 7

USP28–NF23Page 1566

Phone Number:1-301-816-8335