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Benzylpenicillinic acid

CAS No.: 61-33-6

  • Molecular Formula: C₁₆H₁₈N₂O₄S
  • Molecular Weight: 334.4 g/mol

Chemical type

  • β-lactam antibiotic (natural penicillin)
[1]
  • β-lactam antibiotic antigen (diagnostic reagent)
[2]
  • Natural penicillin compound
[3]

Key properties

  • Used as internal analytical standard
  • Similar structure to ampicillin
  • Detectable by LC-MS/MS
  • Stable reference compound in quantitative assays
[1]
  • Used in prick and intradermal skin testing
  • Freshly prepared crystalline form
  • Positive reaction defined by wheal >3 mm
  • Acts as biomarker for predicting desensitization reaction
[2]
  • Administered intravenously (IV).
  • Produced via fermentation of Penicillium chrysogenum using phenylacetic acid as a precursor.
  • Unstable in the acidic environment of the stomach, hence administered parenterally.
[3]
  • Internal standard in LC-MS/MS quantification
  • Analytical calibration compound
[1]
  • Immediate-reading skin testing
  • Identification of high-risk allergic patients
[2]
  • Treatment of bacterial infections, such as community-acquired pneumonia.
  • Referenced as a Single Standard Dose (SSD) of 1 million International Units (mil. IU) for IV treatment.
[3]

Classification by use

  • Chemicals used as analytical reference standards
  • Chemicals used in pharmaceutical quantitative analysis

A trustworthy factory and manufacturer

  1. [Cite:1] Transplacental passage of ampicillin: Implications for antenatal therapy, Placenta, Volume 175, 6 March 2026, Pages 66-72
  2. [Cite:2] Effectiveness and safety of algorithm for treating pregnant women with syphilis and history of immediate allergy to penicillin, Journal of Allergy and Clinical Immunology: Global, Volume 4, Issue 4, November 2025, 100572
  3. [Cite:3] The greener prescription: Life cycle environmental impact of oral and IV penicillin treatments, Sustainable Chemistry and Pharmacy, Volume 50, April 2026, 102346