File:Amoxicillin_skeletal_formula_labelled.svg · Wikimedia Commons · See Wikimedia Commons
amoxicillina
Sign in to saveAlso known as amoxil, Amoxi-Tabs, BRL-2333, Larotid, Robamox, Amoxicilline, Sumox, Trimox
farmaco antibiotico
OverviewAI-generated
Amoxicillin is a chemical compound with the formula C₁₆H₁₉N₃O₅S. Its mass is listed as 365.104542, while its weight is recorded as 365.4. The substance has a half-life of 61.3 and a defined daily dose of 1.
Chemical properties include an xlogp of -1.3 and a tpsa of 163. The molecule features 3 hydrogen bond donors and 6 hydrogen bond acceptors, with a charge of 0. It is referenced by 386 other encyclopedia articles.
Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still 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 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1974
- Admin. routes
- oral
- Indications
- duodenal ulcer, chronic bronchitis, Soft Tissue Infections, infection
via ChEMBL · EBI
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
- Subclass of
- carboxylic acid
- Has part
- nitrogen
- Mass
- 365.104542
- Has use
- medication
Show 11 more facts
- found in taxon
- Arundo donax
- 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
- route of administration
- intravenous infusion and defusion
- half-life
- 61.3
- defined daily dose
- 1
- NCI Thesaurus ID
- C237
- subject has role
- bactericide
Sources (11)
via Wikidata · CC0
Article · Italiano
L'amoxicillina è un antibiotico appartenente alla classe dei β-lattamici, gruppo delle penicilline semisintetiche. Viene usata da sola o in associazione con l'acido clavulanico (amoxicillina-acido clavulanico) come antibiotico in molte infezioni sostenute da batteri sensibili, che colpiscono l'orecchio, la faringe, le vie respiratorie inferiori, la cute, infiammazioni dentali, e l'apparato urinario. Viene spesso usata insieme con altri antibiotici (claritromicina, ecc) ed inibitori di pompa protonica (omeprazolo, esomeprazolo, ecc) per l' di Helicobacter pylori, batterio molto resistente al pH acido che causa un'infiammazione cronica dello stomaco, la gastrite, a sua volta concausa di svariate complicazioni spesso anche fatali (ulcera gastrica e cancro dello stomaco). È commercializzato da diverse case farmaceutiche tra cui Mylan, Doc generici, Eg e Hexal rispettivamente con il brand Amoxicillina Mylan, Amoxicillina DOC, Amoxicillina EG ed Amoxicillina Hexal. In Italia è commercializzato dalla Pfizer col nome di Zimox, “Velamox” (Mediolanum Farmaceutici)
Abstract from DBpedia / Wikipedia · CC BY-SA
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