Benzylpenicillin
| Clinical data | |
|---|---|
| Trade names | Pfizerpen, other | 
| Other names | Penicillin G potassium, penicillin G sodium | 
| AHFS/Drugs.com | International Drug Names | 
| MedlinePlus | a685013 | 
| Pregnancy category | 
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| Routes of administration | Intravenous therapy, intramuscular injection | 
| ATC code | |
| Legal status | |
| Legal status | 
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| Pharmacokinetic data | |
| Bioavailability | 30% oral | 
| Protein binding | 60% | 
| Metabolism | Liver | 
| Elimination half-life | 30 min | 
| Excretion | Kidney | 
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| CAS Number | |
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| IUPHAR/BPS | |
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| ChEMBL | |
| E number | E705 (antibiotics) | 
| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.000.461 | 
| Chemical and physical data | |
| Formula | C16H18N2O4S | 
| Molar mass | 334.39 g·mol−1 | 
| 3D model (JSmol) | |
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Benzylpenicillin, also known as penicillin G (PenG) or BENPEN, is an antibiotic used to treat a number of bacterial infections. This includes pneumonia, strep throat, syphilis, necrotizing enterocolitis, diphtheria, gas gangrene, leptospirosis, cellulitis, and tetanus. It is not a first-line agent for pneumococcal meningitis. Due to benzylpenicillin's limited bioavailability for oral medications, it is generally taken as an injection in the form of a sodium, potassium, benzathine, or procaine salt. Benzylpenicillin is given by injection into a vein or muscle. Two long-acting forms benzathine benzylpenicillin and procaine benzylpenicillin are available for use by injection into a muscle only.
Side effects include diarrhea, seizures, and allergic reactions including anaphylaxis. When used to treat syphilis or Lyme disease a reaction known as Jarisch–Herxheimer may occur. It is not recommended in those with a history of penicillin allergy. Use during pregnancy is generally safe in the penicillin and β-lactam class of medications.
Benzylpenicillin is on the World Health Organization's List of Essential Medicines.