File:Amoxicillin_skeletal_formula_labelled.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ201928· pop 72· linked from 386 articles

amoxicillin

Also known as amoxil, Amoxi-Tabs, BRL-2333, Larotid, Robamox, Amoxicilline, Sumox, Trimox

Amoxicillin is an antibiotic medication belonging to the aminopenicillin class of the penicillin family. The drug is used to treat bacterial infections such as middle ear infection, strep throat, pneumonia, skin infections, odontogenic infections, and urinary tract infections. It is taken orally (swallowed by mouth), or less commonly by either intramuscular injection or by an IV bolus injection, which is a relatively quick intravenous injection lasting from a couple of seconds to a few minutes.

AI overview

Amoxicillin is an antibiotic medication used to treat bacterial infections in areas like the ear, throat, lungs, skin, and urinary tract. It works by being taken by mouth, though it can also be given by injection, making it a widely accessible treatment option for common infections.

AI-generated from the Wikipedia summary — may contain errors.

Key facts

Drug.ChemSpiderID: 31006
Drug.UNII: 9EM05410Q9
Drug.KEGG: D07452
Drug.ChEBI: 2676
Drug.ChEMBL: 1082
Drug.S: 1
Drug.Watchedfields: changed
Drug.verifiedrevid: 455343638
Drug.image: Amoxicillin skeletal formula labelled.svg
Drug.image_class: skin-invert-image
Drug.image2: Amoxicillin-from-xtal-3D-bs-17.png
Drug.image_class2: bg-transparent
Drug.tradename: Amoxil, Trimox, others
Drug.MedlinePlus: a685001
Drug.DailyMedID: Amoxicillin
Drug.pregnancy_AU: A
Drug.routes_of_administration: By mouth, intravenous (bolus), intramuscular
Drug.class: β-Lactam antibiotic; Aminopenicillin

via Wikipedia infobox

Chemical data

Formula: C16H19N3O5S
Molecular weight: 365.4 g/mol
IUPAC name: (2S,5R,6R)-6-[[(2R)-2-azaniumyl-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)[NH3+])C(=O)[O-])C
InChIKey: LSQZJLSUYDQPKJ-NJBDSQKTSA-N
XLogP: -1.3
Polar surface area: 163 Å²
H-bond donors: 3
H-bond acceptors: 6
Formal charge: 0

via PubChem

Research

28,197 papers

Oral amoxicillin and amoxicillin-clavulanic acid: properties, indications and usage.ReviewClinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases · 2020Huttner A, Bielicki J, Clements MN et al.DOI: 10.1016/j.cmi.2019.11.028
Amoxicillin crystalluria and amoxicillin-induced crystal nephropathy: a narrative review.ReviewKidney international · 2025Vodovar D, Mousseaux C, Daudon M et al.DOI: 10.1016/j.kint.2024.09.019
Amoxicillin-potassium clavulanate, a beta-lactamase-resistant antibiotic combination.ReviewClinical pharmacy · 1984Stein GE, Gurwith MJ
Amoxicillin-Induced Aseptic Meningitis: 2 Case Reports and Appraisal of the Literature.ReviewJournal of investigational allergology & clinical immunology · 2019Alarcón E, Sansosti A, Navarro B et al.DOI: 10.18176/jiaci.0380
Should testing be initiated prior to amoxicillin challenge in children?ReviewClinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology · 2019Abrams EM, Ben-Shoshan MDOI: 10.1111/cea.13443
[Amoxicillin-clavulanic acid in late pregnancy].Gynecologie, obstetrique, fertilite & senologie · 2022Vauzelle CDOI: 10.1016/j.gofs.2021.12.008
Amoxicillin and amoxicillin plus clavulanate: a safety review.ReviewExpert opinion on drug safety · 2009Salvo F, De Sarro A, Caputi AP et al.DOI: 10.1517/14740330802527984
[Amoxicillin (AMPC)].ReviewNihon rinsho. Japanese journal of clinical medicine · 2002Sato K, Kato C

via PubMed

Wikidata facts

Mass: 365.104542

Show 8 more facts

chemical formula: C₁₆H₁₉N₃O₅S
Commons category: Amoxicillin
World Health Organisation international non-proprietary name: 阿莫西林
isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)C
canonical SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C
half-life: 61.3
defined daily dose: 1
NCI Thesaurus ID: C237

Sources (11)

via Wikidata · CC0

~18 min read

Article

25 sections

Contents

Medical uses
Acute otitis media
Respiratory infections
''H. pylori''
Lyme borreliosis
Odontogenic infections
Skin infections
Infections in infants in resource-limited settings
Prevention of bacterial endocarditis
Combination treatment
Spectrum of activity
Adverse effects
Nonallergic rash
Interactions
Pharmacology
Chemistry
History
Society and culture
Economics
Modes of delivery
Names
Veterinary uses
References
Further reading
External links

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