Amoxicillin
- Atc Codes:J01CA04
- CAS Codes:61336-70-7#26787-78-0
- PHARMGKB ID:61336-70-7#26787-78-0
Table of contents
- Brand Names
- Drug Combinations
- Chemistry
- Pharmacologic Category
- Mechanism of Action
- Therapeutic Use
- Unlabeled Use
- Pregnancy and Lactation Implications
- Contraindications
- Warnings and Precautions
- Adverse Reactions
- Caution and personalized dose adjustment in patients with the following genotypes
- Other genes that may be involved
- Drug Interactions
- Dosage
- Pharmacokinetics and Pharmacodynamics
- Special Considerations
Brand Names
Europe
Austria: Amoxicillin, Amoxihexal, Amoxilan, Amoxistad, Clamoxyl, Ospamox; Belgium: Amoxicilline, Amoxypen, Bactimed, Clamoxyl, Docamoxici, Flemoxin; Bulgaria: Amopen, Ospamox; Cyprus: Amoxapen, Amoxil, Aproxal, Duramox, Edamox, Moxen, Moxilen; Czech Republic: Amoclen, Amoxihexal, Duomox, Ospamox; Denmark: Flemoxin, Imacillin, Imadrax; Estonia: Amoxicillin, Ospamox; Finland: Amorion, Amoxicillin, Amoxin; France: Agram, Amodex, Amoxicilline, Clamoxyl, Gramidil, Hiconcil; Germany: Acellin, Aciphen, Amagesan, AMC-Puren, Amox, Amoxanil, Amoxi, Amoxibeta, Amoxibol, Amoxicillin, Amoxidoc, AmoxiHefa, Amoxiinfant, Amoxin, Amoxisel, Amoxitab, Amoxiwieb, Amoxycillin, Amoxypen, Avimox, Baktocillin, Belamox, Bioamoxi, Cepamox, Cillimox, Clamoxyl, Duphamox, Easymox, Emdomoxin, Emtemox, Helicomoxi, Hostamox, Infectomox, Jutamox, Klatocillin, Longamox, Moxillin, Ospamox, Parkemoxin, Polypenject, Tamox, Triamox, Veyxyl, Wedemox; Greece: Amoxil, Aproxal, Bimoxal, Stevencillin; Hungary: Amoxicillin, Clonamox, Duomox, Ospamox; Ireland: Amoxicillin, Amoxil, Clonamox, Geramox, Oramox, Pinamox, Rimoxallin; Italy: Alfamox, Amoflux, Amosol, Amox, Amoxic, Amoxicillina, Amoxina, Hydramox, Mopen, Neotetranase, Oralmox, Pamocil, Sintopen, Velamox, Zimox; Latvia: Amoxicillin, Amoxil, Bactox, Hiconcil, Mymox, Moxilen, Trexamox, Winpen; Lithuania: Amoxicillin; Malta: Amoxapen, Amoxicillin, Amoxil, Flemoxin, Moxilen, Pamocil; Netherlands: Amoxicilline, Amoxicillinum, Flemoxin; Poland: Amotaks, Amoxicillin, Amoxicilline, Amoxycillin, Apo-Amoxi, Duomox, Grunamox, Hiconcil, Novamox, Ospamox; Portugal: Amoxicilina, Amoxil, Amplamox, Cipamox, Clamoxyl, Flemoxin, Moxadent, Oraminax, Ospamox; Romania: Amoxicilina, Duomox, E-Mox, Ephamox, Julphamox, Moxilen, Ospamox, Ranoxil, Reboxil; Slovakia: Amoxicillin, Amoxihexal, Duomox, Ospamox; Spain: Amitrón, Amoxarén, Amoxicilina, Amoxi-Gobens, Apamox, Clamoxyl; Sweden: Amimox, Amoxicillin, Imacillin; UK: Amoxicillin, Amoxil.
North America
Canada: Amox, Amoxicillin, Apo-Amoxi, Novamoxin; USA: Amoxicillin, Amoxil, Dispermox, Larotid, Moxatag, Trimox.
Latin America
Argentina: Abramox, Almorsan, Amixen, Amox-G, Amoxi, Amoxicilina, Amoxicler, Amoxidal, Amoxigrand, Amoxipenil, Amoxitenk, Amoxol, Bioxilina, Clofamox, Darzitil, Dunox, Fabamox, Grinsil, Moxitral, Nobactam, Plamox, Telmox, Trifamox; Brazil: Amoflux, Amoxaden, Amoxadene, Amox-EMS, Amoxibron, Amoxicilina, Amoxidil, Amoxifar, Amoxil, Amoximed, Amoxi-Ped, Amoxitan, Ductocilina, Farmoxil, Hiconcil, Hincomox, Moxiplus, Neo Moxilin, Novocilin, Ocylin, Pharmox, Polimoxil, Probenil, Prodoxil, Trimox, Uni Amox, Velamox; Mexico: Acimox, Acroxil, Ameclina, Amicil, Amobay, Amoxicilina, Amoxifur, Amoxil, Amoxisol, Amplirón, Amsaxilina, Armoxín, Betabiot, Biotaxil, Biovicam, Brenoxil, Dimopén, Doxamil, Examolín, Flemoxón, Gimalxina, Limoxín, Lorexil, Lumox, Micromox, Mocimed, Mox, Moxicilina, Moxlín, Penamox, Penticlox, Polymox, Prodomix, Servamox, Solciclina, Xalyn-OR.
Asia
Japan: Amopenixin, Amopicillin, Amosepacin, Amoxicillin, Efpenix, Pasetocin, Sawacillin, Seokicillin, Widecillin.
Drug combinations
Amoxicillin and Ambroxol
Amoxicillin and Bromhexine
Amoxicillin and Brovanexine
Amoxicillin and Clavulanate Potassium
Amoxicillin and Clavulanic Acid
Amoxicillin and Cloxacillin
Amoxicillin and Diclofenac
Amoxicillin and Floxacillin
Amoxicillin and Flucloxacillin
Amoxicillin, Clarithromycin, and Lansoprazole
Amoxicillin, Clarithromycin, and Omeprazole
Amoxicillin, Clarithromycin, and Pantoprazole
Amoxicillin, Lansoprazole, and Metronidazole
Chemistry
Amoxicillin: C~16~H~19~N~3~O~5~S 3H~2~O. Mw: 419.45. (1) 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, trihydrate[2S-[2α,5α,6β(S*)]]-; (2)(2S,5R,6R)-6-[(R)-(-)-2-Amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate. CAS-61336-70-7; CAS-26787-78-0 (anhydrous)(1972).
Pharmacologic Category
Antibacterials; Aminopenicillins. (ATC-Code: J01CA04).
Mechanism of action
Inhibits bacterial cell wall synthesis.
Therapeutic use
Treatment of otitis media, sinusitis and infections caused by susceptible organisms involving the respiratory tract, skin, and urinary tract. Infective endocarditis in surgical or dental procedures. H. pylori eradication.
Pregnancy and lactiation implications
Drug of choice for treatment of chlamydial infections in pregnancy and for anthrax prophylaxis. Clearance is increased during pregnancy. Oral ampicillin-class antibiotics are poorly-absorbed during labor. Caution during lactation.
Unlabeled use
Postexposure prophylaxis for anthrax exposure.
Contraindications
Hypersensitivity to amoxicillin, penicillin, or any component of the formulation.
Warnings and precautions
Serious hypersensitivity (anaphylactoid) reactions have been reported (especially with history of β-lactam hypersensitivity, history of sensitivity to multiple allergens, or previous IgE-mediated reactions). Use with caution in asthmatic patients. Use with caution in renal impairment. Fungal or bacterial superinfection (with prolonged use). Patients with infectious mononucleosis may develop rash (ampicillin-class antibiotics not recommended in these patients). Chewable tablets contain phenylalanine.