amoxicillin

Brand: Amoxil, Trimox

Prototype: penicillin-g
Drug Class: antibiotic
Drug Family: antibiotic
Subclass: aminopenicillin / beta-lactam
Organ Systems: infectious-disease

Mechanism of Action

Binds PBPs and inhibits bacterial cell wall synthesis; broader spectrum than penicillin G/V, covering gram-negative organisms (H. influenzae, E. coli) in addition to gram-positive coverage; susceptible to beta-lactamase hydrolysis.

penicillin-binding proteins (PBPs)

Indications

  • community-acquired pneumonia
  • otitis media (first-line)
  • streptococcal pharyngitis
  • sinusitis
  • H. pylori eradication (component of triple therapy)
  • UTI (susceptible organisms)
  • Lyme disease (early localized)
  • endocarditis prophylaxis

Contraindications

  • penicillin or amoxicillin allergy

Adverse Effects

Common

  • diarrhea
  • nausea
  • rash (maculopapular — especially in EBV mononucleosis)
  • candidal overgrowth

Serious

  • anaphylaxis
  • Stevens-Johnson syndrome
  • Clostridioides difficile colitis
  • drug-induced hepatitis

Pharmacokinetics (ADME)

Absorption Well absorbed orally (~80%); not affected by food
Distribution Protein binding ~20%; Vd ~0.26 L/kg
Metabolism Minimal hepatic metabolism
Excretion Renal; ~60% excreted unchanged; dose adjustment for CrCl <30 mL/min
Half-life 1–1.5 hours
Onset 30–60 minutes
Peak 1–2 hours
Duration 8–12 hours
Protein Binding 20%
Vd ~0.26 L/kg

Drug Interactions

Drug / Agent Mechanism Severity
allopurinol increases risk of amoxicillin rash (mechanism unclear) moderate
warfarin gut flora alteration reduces vitamin K synthesis; INR may rise moderate
oral contraceptives theoretical reduction in enterohepatic recycling of estrogen (clinical significance debated) minor

Nursing Considerations

  1. Amoxicillin rash in EBV mononucleosis: nearly all patients with mono who receive ampicillin/amoxicillin develop a characteristic maculopapular rash — this is not a true penicillin allergy
  2. Administer with or without food; suspensions should be refrigerated after reconstitution and discarded after 14 days
  3. For H. pylori eradication: amoxicillin is part of standard triple therapy (amoxicillin + clarithromycin + PPI) or quadruple therapy — take at evenly spaced intervals with meals
  4. Oral suspension: shake well before each dose; use calibrated measuring device, not household spoons

Clinical Pearls

  • Amoxicillin is the drug of choice for uncomplicated community-acquired pneumonia in outpatient adults (ATS/IDSA guidelines 2019) because of excellent activity against Streptococcus pneumoniae with high oral bioavailability
  • The amoxicillin-mononucleosis rash is not a true penicillin hypersensitivity reaction — it is immune-complex mediated and does not predict future penicillin allergic reactions

Safety Profile

Pregnancy generally-safe
Lactation safe
Renal Adjustment Required
Hepatic Adjustment Not required
TDM Not required