Amoxicillin

Amoxicillin

Basics

Amoxicillin is a broad-spectrum antibiotic and belongs to the β-lactam antibiotic class of active ingredients. Areas of application include infections of the gastrointestinal tract, urinary and respiratory tracts, ear and skin. With a few exceptions, the spectrum of activity mainly includes gram-positive bacteria. Amoxicillin is available only with prescription as a mono- or combination preparation.

Amoxicillin is most commonly administered in tablet form or as a juice.

Effect

Pharmacodynamics

The action of amoxicillin is based on the interference with the cell wall synthesis of bacteria. It binds to certain proteins in their cell wall and prevents certain cross-links from being produced in it. The cell wall subsequently becomes unstable and collapses. Amoxicillin thus inhibits further multiplication of the pathogens, thus helping to combat the infection.

Pharmacokinetics

Amoxicillin has a bioavailability of approximately 60%. This means that 60% of the dose can reach the bloodstream and exert its effect. Plasma protein binding is 17% and the plasma half-life is approximately 61 minutes. Amoxicillin is broken down in the liver and excreted mainly by the kidneys.

Drug Interactions

Dose adjustment may be necessary when taken concomitantly with probenecid because probenecid may accelerate excretion. There may be an increased likelihood of allergic reactions if taken with allopurinol. Concomitant use with tetracyclines may decrease the effectiveness of amoxicillin. Concomitant use with methotrexate may increase side effects.

Toxicity

Mild overdoses with amoxicillin are harmless due to the wide therapeutic range. Symptoms of severe overdose include abdominal pain, acute renal failure, hematuria, diarrhea and vomiting, skin rashes, and dizziness.

Side effects

The most common side effect is diarrhea. The occurrence of nausea with or without vomiting is also possible. Prolonged use or high doses of this antibiotic may possibly affect the intestinal flora. This can lead to sometimes severe infections in the gastrointestinal tract. Infections of the vagina and skin are also more likely due to the disruption of the natural microbiome.

Chemical & physical properties

ATC Code J01CA04
Formula C16H19N3O5S
Molar Mass (g·mol−1) 365,40
Physical State solid
Melting Point (°C) 194
PKS Value 3.2
CAS Number 26787-78-0
PUB Number 33613
Drugbank ID DB01060

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, BSc

Markus Falkenstätter, BSc
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.

The content of this page is an automated and high-quality translation from DeepL. You can find the original content in German here.

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