Benzylpenicillin

Benzylpenicillin
ATC Code J01CE01, S01AA14
Formula C16H18N2O4S
Molar Mass (g·mol−1) 334,39
Physical State solid
Melting Point (°C) 217
PKS Value 2,74
CAS Number 61-33-6
PUB Number 5904
Drugbank ID DB01053
Solubility soluble in water

Basics

Benzylpenicillin, also known as penicillin G, is an antibiotic used to treat a number of bacterial infections. These include pneumonia, streptococcal infections, syphilis, necrotizing enterocolitis, diphtheria, gas gangrene, leptospirosis, cellulitis, and tetanus. Benzylpenicillin is administered by injection into a vein or muscle.

Pharmacology

Pharmacodynamics

Benzylpenicillin acts by binding to specific penicillin-binding proteins (PBPs) located within the bacterial cell wall. As a result, penicillin G inhibits the third and final step of bacterial cell wall synthesis. This leads to cell lysis, which is mediated by autolytic enzymes of the bacterial cell wall (autolysins).

Pharmacokinetics

Rapidly absorbed after both intramuscular and subcutaneous injection. It is 45-68% bound to serum proteins, mainly albumin. Penicillin G is excreted by the kidneys after metabolism in the liver. In adults with normal renal function, the half-life is approximately 0.4-0.9 hours.

Toxicity

Side effects

Side effects include diarrhea, seizures, and allergic reactions including anaphylaxis.

When treating syphilis or Lyme disease, a reaction known as Jarisch-Herxheimer may occur. Allergic reactions may occur with the use of penicillins.

Toxicological data

LD50 (mouse, i.v.): 329 mg-kg-1

Sources

  • Drugbank
  • PubChem
  • Aktories, Förstermann, Hofmann, Starke: Allgemeine und spezielle Pharmakologie und Toxikologie, Elsvier, 2017

Editorial principles

All information used for the content comes from verified sources (recognised institutions, experts, studies by renowned universities). We attach great importance to the qualification of the authors and the scientific background of the information. Thus, we ensure that our research is based on scientific findings.

Markus Falkenstätter

Markus Falkenstätter
Author

Markus Falkenstätter is a writer on pharmaceutical topics in Medikamio's medical editorial team. He is in the last semester of his pharmacy studies at the University of Vienna and loves scientific work in the field of natural sciences.

Mag. pharm Stefanie Lehenauer

Mag. pharm Stefanie Lehenauer
Lector

Stefanie Lehenauer has been a freelance writer for Medikamio since 2020 and studied pharmacy at the University of Vienna. She works as a pharmacist in Vienna and her passion is herbal medicines and their effects.

Your personal medicine assistent

afgis-Qualitätslogo mit Ablauf Jahr/Monat: Mit einem Klick auf das Logo öffnet sich ein neues Bildschirmfenster mit Informationen über Medikamio GmbH & Co KG und sein/ihr Internet-Angebot: medikamio.com/ This website is certified by Health On the Net Foundation. Click to verify.
Drugs

Search our database for drugs, sorted from A-Z with their effects and ingredients.

Substances

All substances with their common uses, chemical components and medical products which contain them.

Diseases

Causes, symptoms and treatment for the most common diseases and injuries.

The contents shown do not replace the original package insert of the medicinal product, especially with regard to dosage and effect of the individual products. We cannot assume any liability for the correctness of the data, as the data was partly converted automatically. A doctor should always be consulted for diagnoses and other health questions. Further information on this topic can be found here.