Avibactam Impurity 5

Avibactam Impurity 5 (CAS 1501980-29-5), also known as (2S,5R)-5-((benzyloxy)amino)piperidine-2-carboxylic acid, Avibactam Impurity B, Avibactam Impurity 40, Avibactam Impurity 38, and Avibactam Impurity 25, is a chiral organic compound belonging to the class of piperidine carboxylic acids.  The molecular formula is C₁₃H₁₈N₂O₃ with a molecular weight of 250.29 g/mol, and the compound is typically supplied at purities of 98% to 99% as a white to off‑white solid.

Avibactam Impurity 5 is both a critical intermediate in the synthesis of Avibactam sodium and a process-related impurity that may arise during the manufacturing of this clinically important β‑lactamase inhibitor.  The (2S,5R) stereochemistry of Avibactam Impurity 5 is essential for the eventual biological activity of Avibactam, as the correct spatial orientation enables proper binding to the active site of serine β‑lactamase enzymes, leading to irreversible inhibition. The presence of Avibactam Impurity 5 during synthesis, if not properly controlled, can indicate incomplete reaction progression or the formation of stereoisomeric side products.

During Avibactam sodium manufacturing, Avibactam Impurity 5 may arise from several sources, including the incomplete formation of the oxyaminopiperidine intermediate, partial degradation of downstream intermediates, or carryover from incomplete chiral resolution steps.  As a result, Avibactam Impurity 5 is listed among the suite of controlled impurities for Avibactam drug substance, with strict specifications enforced to ensure the safety, efficacy, and stability of the final pharmaceutical product.

In pharmaceutical quality control, Avibactam Impurity 5 is widely used as an impurity reference standard for analytical method development, method validation (AMV), quality control (QC) applications, and abbreviated new drug application (ANDA) submissions during the commercial production of Avibactam.  The reference standard is supplied with comprehensive characterization data, including HPLC purity profiles, NMR spectra, and mass spectrometry confirmation, compliant with regulatory guidelines from ICH, FDA, and EMA.

Beyond its role as an impurity standard, Avibactam Impurity 5 serves as a versatile building block for the synthesis of novel diazabicyclooctane (DBO) derivatives with potential activity against emerging β‑lactamase variants, such as KPC, OXA‑48, and NDM carbapenemases that are driving the global crisis of antimicrobial resistance (AMR).

Product Parameters

Quality Assurance at Cosperpharm

Each batch undergoes:

● Gas chromatography (GC) – purity ≥97.0%

● Non‑aqueous titration – purity ≥97.0%

● Refractive index – confirmatory analysis

● ¹H NMR – structural verification

● Appearance – colorless to light yellow to light orange clear liquid

A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.

Why Cosperpharm? – Our Competitive Advantages

Product Advantages

● Official Avibactam impurity reference standard – Avibactam Impurity 5 is recognized as Avibactam Impurity B, Impurity 25, Impurity 38, and Impurity 40, making it a critical quality control standard for Avibactam drug substance and drug product. The reference standard is supplied with comprehensive characterization data, including HPLC purity profiles, NMR spectra, and mass spectrometry confirmation, compliant with ICH, FDA, and EMA regulatory guidelines.

● Key intermediate in Avibactam synthesis – Avibactam Impurity 5 is both a critical intermediate in the manufacture of Avibactam sodium and a process‑related impurity that may arise during its production. The (2S,5R) stereochemistry of Avibactam Impurity 5 is essential for the eventual biological activity of Avibactam, as the correct spatial orientation enables proper binding to the active site of serine β‑lactamase enzymes.

● Process‑related impurity monitoring – During Avibactam sodium manufacturing, Avibactam Impurity 5 may arise from the incomplete formation of the oxyaminopiperidine intermediate, partial degradation of downstream intermediates, or carryover from incomplete chiral resolution steps. Strict control of Avibactam Impurity 5 levels is essential to ensure the purity, safety, and regulatory compliance of the final Avibactam API.

● Analytical method development and validation – Avibactam Impurity 5 is used as an impurity reference standard for analytical method development, method validation (AMV), and quality control (QC) applications during ANDA submissions and commercial production of Avibactam.

● DBO β‑lactamase inhibitor development – Avibactam Impurity 5 serves as a versatile synthetic building block for constructing novel diazabicyclooctane (DBO) derivatives with potential activity against emerging β‑lactamase variants, including KPC, OXA‑48, and NDM carbapenemases, which are driving the global crisis of antimicrobial resistance (AMR).

● Well‑characterized – Registered in multiple impurity databases and supplied with comprehensive characterization data, enabling method validation, regulatory compliance, and quality assurance.

● High purity – Standard 98% ensures reliable and reproducible results; 99% grade available upon request.

● Stereochemically pure – Supplied as the pure (2S,5R) stereoisomer, ensuring accurate identification and quantification of diastereomeric impurities during chiral method development and QC testing.

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