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Benzathine benzylpenicillin

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Benzathine benzylpenicillin
Benzylpenicillin-Benzathin Structural Formula V.1.svg
Combination of
Benzylpenicillin antibiotic
Benzathine stabilizer
Clinical data
Trade names Bicillin L-A, Permapen, others
Other names penicillin benzathine benzyl, benzathine penicillin, penicillin G benzathine, benethamine penicilline, benzylpenicillin benzathine
AHFS/Drugs.com Professional Drug Facts
License data
Pregnancy
category
  • AU: A
Routes of
administration
Intramuscular injection
ATC code
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
E number E708 (antibiotics)
CompTox Dashboard (EPA)
ECHA InfoCard 100.014.782
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Benzathine benzylpenicillin, also known as benzathine penicillin G, is an antibiotic medication useful for the treatment of a number of bacterial infections. Specifically it is used to treat strep throat, diphtheria, syphilis, and yaws. It is also used to prevent rheumatic fever. It is given by injection into a muscle.

Side effects include allergic reactions including anaphylaxis, and pain at the site of injection. When used to treat syphilis a reaction known as Jarisch-Herxheimer may occur. It is not recommended in those with a history of penicillin allergy or those with syphilis involving the nervous system. Use during pregnancy is generally safe. It is in the penicillin and beta lactam class of medications and works via benzylpenicillin. The benzathine component slowly releases the penicillin making the combination long acting.

Benzathine benzylpenicillin was patented in 1950. It is on the World Health Organization's List of Essential Medicines.

Adverse effects

2,400,000 units of Bicillin L-A brand of benzylpenicillin, for deep intramuscular injection

Mechanism of action

It is in the penicillin class of medications. It is slowly absorbed into the circulation, after intramuscular injection, and hydrolysed to benzylpenicillin in vivo. It is the drug-of-choice when prolonged low concentrations of benzylpenicillin are required and appropriate, allowing prolonged antibiotic action over 2–4 weeks after a single IM dose.

Society and culture

It is marketed by Pfizer (formerly by Wyeth) under the trade name Bicillin L-A.

Compendial status

External links


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