Amoxicillin/clavulanic acid
File:Co-amoxiclav2DCSD.svg | |
Combination of | |
---|---|
Amoxicillin | Penicillin antibiotic |
Clavulanic acid | Beta-lactamase inhibitor |
Clinical data | |
Trade names | Augmentin, Clavamox, Tyclav, other |
AHFS/Drugs.com | monograph |
MedlinePlus | a685024 |
Licence data | US FDA:link |
Pregnancy category |
|
Legal status | |
Routes of administration |
oral, intravenous |
Identifiers | |
CAS Number | 74469-00-4 |
ATC code | J01CR02 (WHO) |
PubChem | CID: 6435923 |
ChemSpider | 4940608 |
ChEMBL | CHEMBL1697738 |
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Amoxicillin/clavulanic acid (INN) or co-amoxiclav (BAN) is an antibiotic useful for the treatment of a number of bacterial infections. It is a combination antibiotic consisting of amoxicillin trihydrate, a β-lactam antibiotic, and potassium clavulanate, a β-lactamase inhibitor. This combination results in an antibiotic with an increased spectrum of action and restored efficacy against amoxicillin-resistant bacteria that produce β-lactamase.
Side effects include an increased risk of yeast infections and diarrhea.[1]
It is on the World Health Organization's List of Essential Medicines, a list of the most important medications needed in a basic health system.[2] Amoxicillin/clavulanic acid was developed at Beecham Pharmaceuticals and marketed under the trade name Augmentin.[3] It is available as a generic and marketed under a variety of trade names worldwide.
Contents
Medical uses
Amoxicillin/clavulanic acid is widely used to treat or prevent many infections caused by susceptible bacteria, such as:
- urinary tract infections
- respiratory tract infections
- skin and soft tissue infections
- sinus infections
- cat scratches
- infections caused by the bacterial flora of the mouth, such as:
- dental infections
- infected animal bites
- infected human bites (including uncomplicated "clenched-fist" or "reverse-bite" injuries)[3][4]
Adverse effects
Possible side effects include diarrhea, vomiting, nausea, thrush, and skin rash. These do not usually require medical attention. As with all antimicrobial agents, antibiotic-associated diarrhea due to Clostridium difficile infection—sometimes leading to pseudomembranous colitis—may occur during or after treatment with amoxicillin/clavulanic acid.[4]
Rarely, cholestatic jaundice (also referred to as cholestatic hepatitis, a form of liver toxicity) has been associated with amoxicillin/clavulanic acid. The reaction may occur up to several weeks after treatment has stopped, and usually takes weeks to resolve. It is more frequent in men, older people, and those who have taken long courses of treatment; the estimated overall incidence is one in 100,000 exposures.[4] In the United Kingdom, co-amoxiclav carries a warning from the Committee on Safety of Medicines to this effect.[3]
As all aminopenicillins, amoxicillin has been associated with Stevens–Johnson syndrome/toxic epidermal necrolysis, although these reactions are very rare.[4][5]
History
British scientists working at Beecham (now part of GlaxoSmithKline), filed for US patent protection for the drug combination in 1979.
A patent was granted in 1985.[6]
Augmentin is the original name used by its inventor.
Preparations
Many branded products indicate their strengths as the quantity of amoxicillin. Augmentin 250, for example, contains 250 mg of amoxicillin and 125 mg of clavulanic acid.[3][7]
An intravenous preparation has been available in the UK since 1985,[8] but no parenteral preparation is available in the US; the nearest equivalent is ampicillin/sulbactam.
Suspensions of amoxicillin/clavulanic acid are available for use in children. They must be refrigerated to maintain effectiveness.
Veterinary use
Amoxicillin/clavulanic acid is used in numerous animals for a variety of conditions.
Dogs: periodontitis, kennel cough[9][10]
Cats: urinary tract infections,skin and soft tissue infections
Cattle:respiratory tract infections, soft tissue infections, metritis, mastitis
Pigs:respiratory tract infections, colibacillosis, mastitis, metritis, agalactia
In combination with prednisolone, it is used for intramammary infusion for the treatment of mastitis in lactating cows. Trade names include Clavaseptin, Clavamox, and Synulox.
Amoxicillin/clavulanic acid is banned from use in domestic-food animals (cattle, swine, etc.) in both the US and Europe; in the UK, Synulox can be used in domestic-food animals as long as a specified withdrawal period is observed.
Bacterial resistance
Bacterial antibiotic resistance is a growing problem in veterinary medicine. Amoxicillin/clavulanic acid is reported to be effective against clinical Klebsiella infections, but is not efficacious against Pseudomonas infections.[11]
References
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External links
- http://www.merckmanuals.com/professional/print/lexicomp/amoxicillin%20and%20clavulanate%20potassium.html
- Augmentin website GlaxoSmithKline
- http://www.laboratorioslife.com/index.php?option=com_producto&Itemid=87&task=listaProductosHumana&lang=en
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- ↑ US 4441609
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- ↑ Federation of Veterinarians in Europe Position Paper: Antibiotic Resistance & Prudent Use of Antibiotics in Veterinary Medicine
- Pages with reference errors
- Pages with broken file links
- Drugs that are a combination of chemicals
- Infobox drug articles with contradicting parameter input
- Chemical pages without DrugBank identifier
- Articles without KEGG source
- Articles without UNII source
- Beta-lactam antibiotics
- Combination antibiotics
- World Health Organization essential medicines