Benzathine benzylpenicillin
Combination of | |
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Benzylpenicillin | antibiotic |
Benzathine | stabilizer |
Clinical data | |
Trade names | Bicillin L-A,[1] Permapen, others |
Other names | penicillin benzathine benzyl, benzathine penicillin, penicillin G benzathine, benethamine penicilline, benzylpenicillin benzathine[2] |
AHFS/Drugs.com | Professional Drug Facts |
License data |
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Pregnancy category |
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Routes of administration | Intramuscular |
ATC code | |
Legal status | |
Legal status |
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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.[3] Specifically it is used to treat strep throat, diphtheria, syphilis, and yaws.[4][3] It is also used to prevent rheumatic fever.[4] It is given by injection into a muscle.[4]
Side effects include allergic reactions including anaphylaxis, and pain at the site of injection.[4] When used to treat syphilis a reaction known as Jarisch-Herxheimer may occur.[4] It is not recommended in those with a history of penicillin allergy or those with syphilis involving the nervous system.[4][3] Use during pregnancy is generally safe.[3] It is in the penicillin and beta lactam class of medications and works via benzylpenicillin.[3][4] The benzathine component slowly releases the penicillin making the combination long acting.[5]
Benzathine benzylpenicillin was patented in 1950.[2][6] It is on the World Health Organization's List of Essential Medicines.[7]
Adverse effects[]
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[]
References[]
- ^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 94. ISBN 9781284057560.
- ^ a b Engel, Jürgen; Kleemann, Axel; Kutscher, Bernhard; Reichert, Dietmar (2014). Pharmaceutical Substances, 5th Edition, 2009: Syntheses, Patents and Applications of the most relevant APIs (5 ed.). Georg Thieme Verlag. p. 134. ISBN 9783131792754. Archived from the original on 20 December 2016.
- ^ a b c d e "Penicillin G Benzathine (Professional Patient Advice) - Drugs.com". www.drugs.com. Archived from the original on 20 December 2016. Retrieved 10 December 2016.
- ^ a b c d e f g World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. pp. 98, 104. hdl:10665/44053. ISBN 9789241547659.
- ^ Ebadi, Manuchair (2007). Desk Reference of Clinical Pharmacology, Second Edition (2 ed.). CRC Press. p. 555. ISBN 9781420047448. Archived from the original on 20 December 2016.
- ^ US patent 2627491, Joseph Lester Szabo & William F Bruce, "Penicillin salts of substituted alkylene diamines", published 1953-02-03, issued 1953-02-03, assigned to Wyeth LLC and Wyeth Inc
- ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
- ^ British Pharmacopoeia Commission Secretariat. "Index (BP 2009)" (PDF). Archived from the original (PDF) on 11 April 2009. Retrieved 26 March 2010.
External links[]
- "Penicillin G benzathine anhydrous". Drug Information Portal. U.S. National Library of Medicine.
- Benzyl compounds
- Combination drugs
- Penicillins
- Pfizer brands
- World Health Organization essential medicines