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Identification
NameAmoxicillin
Accession NumberDB01060  (APRD00248)
TypeSmall Molecule
GroupsApproved, Vet Approved
Description

A broad-spectrum semisynthetic antibiotic similar to ampicillin except that its resistance to gastric acid permits higher serum levels with oral administration. Amoxicillin is commonly prescribed with clauvanic acid (a beta lactamase inhibitor) as it is susceptible to beta-lacatamase degradation. [PubChem]

Structure
Thumb
Synonyms
(2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
6-(P-Hydroxy-alpha-aminophenylacetamido)penicillanic acid
6-(p-hydroxy-α-aminophenylacetamido)penicillanic acid
alpha-amino-P-Hydroxybenzylpenicillin
Amolin
Amopenixin
Amox
Amoxicilina
Amoxicillin
Amoxicillin anhydrous
Amoxicilline
Amoxicillinum
Amoxycillin
AMPC
AX
Clamoxyl
Moxal
p-Hydroxyampicillin
α-amino-p-hydroxybenzylpenicillin
External Identifiers Not Available
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Amox 250 Cap 250mgcapsule250 mgoralJaapharm Canada Inc.1991-12-31Not applicableCanada
Amox 500 Cap 500mgcapsule500 mgoralJaapharm Canada Inc.1991-12-31Not applicableCanada
Amox S 125 Sus 125mg/5mlsuspension125 mgoralJaapharm Canada Inc.1991-12-31Not applicableCanada
Amox S 250 Sus 250mg/5mlsuspension250 mgoralJaapharm Canada Inc.1991-12-31Not applicableCanada
Amoxicillintablet, film coated875 mg/1oralClinical Solutions Wholesale1978-07-102016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralDr Reddys Laboratories Inc1999-04-152016-04-05Us
Amoxicillincapsule500 mgoralSanis Health Inc2010-07-28Not applicableCanada
Amoxicillintablet, film coated500 mg/1oralReady Meds1978-07-102016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralClinical Solutions Wholesale1999-04-152016-04-05Us
Amoxicillincapsule250 mgoralSanis Health Inc2010-08-28Not applicableCanada
Amoxicillincapsule500 mgoralJamp Pharma CorporationNot applicableNot applicableCanada
Amoxicillintablet, film coated875 mg/1oralReady Meds1978-07-102016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralClinical Solutions Wholesale1999-04-152016-04-05Us
Amoxicillincapsule250 mgoralJamp Pharma CorporationNot applicableNot applicableCanada
Amoxicillinpowder, for suspension400 mg/5mLoralProficient Rx LP1999-04-152016-04-05Us
Amoxicillintablet, film coated875 mg/1oralUnit Dose Services1978-07-102016-04-05Us
Amoxicillintablet, film coated875 mg/1oralProficient Rx LP1978-07-102016-04-05Us
Amoxicillingranules for suspension250 mgoralSanis Health Inc2010-09-27Not applicableCanada
Amoxicillintablet, film coated875 mg/1oralDIRECT RX2014-01-012016-04-05Us
Amoxicillintablet, film coated500 mg/1oralDr Reddys Laboratories Inc1978-07-102016-04-05Us
Amoxicillingranules for suspension125 mgoralSanis Health Inc2010-07-28Not applicableCanada
Amoxicillinpowder, for suspension200 mg/5mLoralDr Reddys Laboratories Inc1999-04-152016-04-05Us
Amoxicillingranules for suspension250 mgoralSanis Health Inc2010-11-02Not applicableCanada
Amoxicillintablet (chewable)250 mgoralSanis Health Inc2010-07-282012-08-03Canada
Amoxicillintablet, film coated875 mg/1oralDr Reddys Laboratories Inc1978-07-102016-04-05Us
Amoxicillingranules for suspension125 mgoralSanis Health Inc2010-11-02Not applicableCanada
Amoxicillincapsule500 mgoralBgp Pharma UlcNot applicableNot applicableCanada
Amoxicillin Capsulescapsule500 mgoralSivem Pharmaceuticals Ulc2013-02-14Not applicableCanada
Amoxicillin Capsulescapsule250 mgoralSivem Pharmaceuticals Ulc2013-02-14Not applicableCanada
Amoxicillin Capsules 250 mgcapsule250 mgoral4349121 Canada IncNot applicableNot applicableCanada
Amoxicillin Capsules 500 mgcapsule500 mgoral4349121 Canada IncNot applicableNot applicableCanada
Amoxicillin Capsules BPcapsule500 mgoralValesco Pharmaceuticals IncNot applicableNot applicableCanada
Amoxicillin Capsules BPcapsule250 mgoralValesco Pharmaceuticals IncNot applicableNot applicableCanada
Amoxicillin Extended-releasetablet, film coated, extended release775 mg/1oralFera Pharmaceuticals, LLC2014-07-282016-04-05Us
Amoxicillin for Oral Suspension 125mg/5mlpowder for suspension125 mgoral4349121 Canada IncNot applicableNot applicableCanada
Amoxicillin for Oral Suspension 250mg/5mlpowder for suspension250 mgoral4349121 Canada IncNot applicableNot applicableCanada
Amoxicillin Granules for Oral Suspensiongranules for suspension250 mgoralSivem Pharmaceuticals Ulc2013-02-14Not applicableCanada
Amoxicillin Granules for Oral Suspensiongranules for suspension125 mgoralSivem Pharmaceuticals UlcNot applicableNot applicableCanada
Amoxicillin Sugar-reduced Granules for Oral Suspensiongranules for suspension125 mgoralSivem Pharmaceuticals UlcNot applicableNot applicableCanada
Amoxicillin Sugar-reduced Granules for Oral Suspensiongranules for suspension250 mgoralSivem Pharmaceuticals Ulc2015-03-18Not applicableCanada
Amoxil 125 Oral Suspensionsuspension25 mgoralAyerst Laboratories1974-12-311997-08-14Canada
Amoxil 250 Capcapsule250 mgoralAyerst Laboratories1974-12-311997-08-15Canada
Amoxil 250 Oral Suspensionsuspension50 mgoralAyerst Laboratories1974-12-311997-08-15Canada
Amoxil Cap 500mgcapsule500 mgoralAyerst Laboratories1975-12-311996-09-10Canada
Amoxil Chewable Tab 125mgtablet125 mgoralAyerst Laboratories1987-12-312000-08-02Canada
Amoxil Chewable Tab 250mgtablet250 mgoralAyerst Laboratories1987-12-311997-08-15Canada
Amoxil Chewable Tablets 125mgtablet125 mgoralWyeth Ayerst Canada Inc.1999-04-122001-04-23Canada
Amoxil Chewable Tablets 250mgtablet250 mgoralWyeth Ayerst Canada Inc.1994-12-312001-04-23Canada
Amoxil Pediatric Drops Pws 50mg/mlpowder for solution50 mgoralWyeth Ayerst Canada Inc.1994-12-311997-01-14Canada
Amoxil-125 Pws 125mg/5mlpowder for solution125 mgoralWyeth Ayerst Canada Inc.1996-12-312001-09-19Canada
Amoxil-250 Cap 250mgcapsule250 mgoralWyeth Ayerst Canada Inc.1995-12-312001-04-23Canada
Amoxil-250 Pws 250mg/5mlpowder for solution250 mgoralWyeth Ayerst Canada Inc.1994-12-312001-12-12Canada
Amoxil-500 Cap 500mgcapsule500 mgoralWyeth Ayerst Canada Inc.1994-12-312001-08-30Canada
Auro-amoxicillincapsule500 mgoralAuro Pharma Inc2012-07-26Not applicableCanada
Auro-amoxicillincapsule250 mgoralAuro Pharma Inc2012-07-26Not applicableCanada
Dom-amoxicillinpowder for solution125 mgoralDominion PharmacalNot applicableNot applicableCanada
Dom-amoxicillinpowder for solution250 mgoralDominion PharmacalNot applicableNot applicableCanada
Dom-amoxicillincapsule500 mgoralDominion PharmacalNot applicableNot applicableCanada
Dom-amoxicillincapsule250 mgoralDominion PharmacalNot applicableNot applicableCanada
Jamp-amoxicillincapsule500 mgoralJamp Pharma Corporation2015-12-07Not applicableCanada
Jamp-amoxicillincapsule250 mgoralJamp Pharma Corporation2015-12-07Not applicableCanada
Lin-amox - Cap 250mgcapsule250 mgoralLinson Pharma Co.1995-12-312006-05-29Canada
Lin-amox - Cap 500mgcapsule500 mgoralLinson Pharma Co.1995-12-312006-05-29Canada
Lin-amox - Pws 125mg/5mlpowder for solution125 mgoralLinson Pharma Co.1995-12-312006-05-29Canada
Lin-amox - Pws 250mg/5mlpowder for solution250 mgoralLinson Pharma Co.1995-12-312006-05-29Canada
Moxatagtablet, film coated, extended release775 mg/1oralVernalis Therapeutics, Inc.2016-01-152016-04-05Us
Moxatagtablet, film coated, extended release775 mg/1oralShionogi Inc.2011-08-262016-04-05Us
Moxatagtablet, film coated, extended release775 mg/1oralPragma Pharmaceuticals, LLC2014-07-282016-04-05Us
Mylan-amoxicillincapsule250 mgoralMylan Pharmaceuticals Ulc1998-06-18Not applicableCanada
Mylan-amoxicillincapsule500 mgoralMylan Pharmaceuticals Ulc1998-06-18Not applicableCanada
Novamoxincapsule500 mgoralTeva Canada Limited1979-12-31Not applicableCanada
Novamoxingranules for suspension25 mgoralTeva Canada Limited1994-12-31Not applicableCanada
Novamoxingranules for suspension50 mgoralTeva Canada Limited1994-12-31Not applicableCanada
Novamoxintablet (chewable)125 mgoralTeva Canada Limited1994-12-31Not applicableCanada
Novamoxintablet (chewable)250 mgoralTeva Canada Limited1993-12-31Not applicableCanada
Novamoxingranules for suspension125 mgoralTeva Canada Limited1979-12-31Not applicableCanada
Novamoxingranules for suspension250 mgoralTeva Canada Limited1979-12-31Not applicableCanada
Novamoxincapsule250 mgoralTeva Canada Limited1979-12-31Not applicableCanada
Ntp-amoxicillincapsule250 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Ntp-amoxicillincapsule500 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Ntp-amoxicillingranules for suspension250 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Ntp-amoxicillingranules for suspension125 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Ntp-amoxicillingranules for suspension250 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Ntp-amoxicillingranules for suspension125 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Ntp-amoxicillintablet (chewable)250 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Nu-amoxi Cap 250mgcapsule250 mgoralNu Pharm Inc1990-12-312012-09-04Canada
Nu-amoxi Cap 500mgcapsule500 mgoralNu Pharm Inc1990-12-312012-09-04Canada
Nu-amoxi Sus 125/5mlsuspension125 mgoralNu Pharm Inc1990-12-312012-09-04Canada
Nu-amoxi Sus 250mg/5mlsuspension250 mgoralNu Pharm Inc1990-12-312012-09-04Canada
Penta-amoxicillincapsule500 mgoralPentapharm Ltd.Not applicableNot applicableCanada
Penta-amoxicillin - 125mg/5mlpowder for solution125 mgoralPentapharm Ltd.Not applicableNot applicableCanada
Penta-amoxicillin - 250mg Capsulescapsule250 mgoralPentapharm Ltd.Not applicableNot applicableCanada
Penta-amoxicillin - 250mg/5mlpowder for solution250 mgoralPentapharm Ltd.Not applicableNot applicableCanada
PHL-amoxicillinpowder for suspension125 mgoralPharmel IncNot applicableNot applicableCanada
PHL-amoxicillinpowder for suspension250 mgoralPharmel Inc2005-03-23Not applicableCanada
PHL-amoxicillinpowder for suspension125 mgoralPharmel Inc2005-03-23Not applicableCanada
PHL-amoxicillincapsule500 mgoralPharmel Inc2005-03-23Not applicableCanada
PHL-amoxicillincapsule250 mgoralPharmel Inc2005-03-23Not applicableCanada
PHL-amoxicillincapsule500 mgoralPharmel IncNot applicableNot applicableCanada
PHL-amoxicillincapsule250 mgoralPharmel IncNot applicableNot applicableCanada
PHL-amoxicillinpowder for suspension250 mgoralPharmel IncNot applicableNot applicableCanada
PMS-amoxicillinpowder for suspension250 mgoralPharmascience Inc2002-10-04Not applicableCanada
PMS-amoxicillinpowder for suspension125 mgoralPharmascience Inc2002-10-04Not applicableCanada
PMS-amoxicillincapsule500 mgoralPharmascience Inc2002-10-04Not applicableCanada
PMS-amoxicillincapsule250 mgoralPharmascience Inc2002-10-04Not applicableCanada
Pro Amox Pwr for Oral Susp 125mg/5mlpowder for solution125 mgoralPro Doc Limitee1985-12-312009-07-23Canada
Pro Amox-250 Cap 250mgcapsule250 mgoralPro Doc Limitee1985-12-312010-07-13Canada
Pro Amox-500 Cap 500mgcapsule500 mgoralPro Doc Limitee1985-12-31Not applicableCanada
Pro-amox-250 Orl Sus 250mg/5mlpowder for solution250 mgoralPro Doc Limitee1985-12-31Not applicableCanada
Riva-amoxicillin 125mg/5ml for Oral Suspensionpowder for solution125 mgoralLaboratoire Riva Inc1999-09-012003-07-28Canada
Riva-amoxicillin 250mg/5ml for Oral Suspensionpowder for solution250 mgoralLaboratoire Riva Inc1999-09-012003-07-28Canada
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Amoxicillantablet500 mg/1oralNorthwind Pharmaceuticals,LLC2014-07-182016-04-05Us
Amoxicillancapsule500 mg/1oralNorthwind Pharmaceuticals2014-06-012016-04-05Us
Amoxicillincapsule500 mg/1oralRed Pharm Drug Inc.2007-11-012016-04-05Us
Amoxicillincapsule500 mg/1oralVirtus Pharmaceuticals, LLC2012-01-122016-04-05Us
Amoxicillincapsule500 mg/1oralAvera Mc Kennan Hospital2015-03-092016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralRebel Distributors Corp.2006-12-282016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralSTAT Rx USA LLC2012-04-132016-04-05Us
Amoxicillintablet, coated875 mg/1oralLake Erie Medical DBA Quality Care Products LLC2006-03-292016-04-05Us
Amoxicillintablet, film coated875 mg/1oralBlenheim Pharmacal, Inc.2015-01-292016-04-05Us
Amoxicillincapsule500 mg/1oralBlenheim Pharmacal, Inc.2010-05-172016-04-05Us
Amoxicillincapsule500 mg/1oralAidarex Pharmaceuticals LLC2005-09-112016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralSandoz Inc2007-03-262016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralDr Reddys Laboratories Inc1979-09-192016-04-05Us
Amoxicillincapsule250 mg/1oralRebel Distributors Corp.2005-09-112016-04-05Us
Amoxicillincapsule250 mg/1oralLiberty Pharmaceuticals, Inc.1988-02-252016-04-23Us
Amoxicillincapsule500 mg/1oralPd Rx Pharmaceuticals, Inc.2007-03-012016-04-05Us
Amoxicillintablet, film coated875 mg/1oralLake Erie Medical DBA Quality Care Products LLC2005-11-092016-04-05Us
Amoxicillincapsule500 mg/1oralSandoz Gmb H1994-09-302016-02-18Us
Amoxicillincapsule500 mg/1oralA S Medication Solutions Llc2012-01-122016-04-05Us
Amoxicillincapsule250 mg/1oralDr Reddys Laboratories Inc1979-08-022016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralA S Medication Solutions Llc2007-03-262016-04-05Us
Amoxicillintablet, coated875 mg/1oralWest ward Pharmaceutical Corp2006-03-292016-04-23Us
Amoxicillincapsule250 mg/1oralH.J. Harkins Company, Inc.2005-09-112016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralTeva Pharmaceuticals USA Inc2003-04-022016-04-23Us
Amoxicillintablet, coated875 mg/1oralPd Rx Pharmaceuticals, Inc.2006-03-292016-04-05Us
Amoxicillintablet, film coated500 mg/1oralTeva Pharmaceuticals USA Inc2000-11-212016-04-23Us
Amoxicillintablet, film coated875 mg/1oralPhysicians Total Care, Inc.2002-03-122016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralMorton Grove Pharmaceuticals, Inc.2007-06-182016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralA S Medication Solutions Llc2006-06-192016-04-05Us
Amoxicillincapsule500 mg/1oralHikma Pharmaceutical2007-02-052016-04-05Us
Amoxicillinpowder, for suspension600 mg/5mLoralProficient Rx LP2006-06-192016-04-05Us
Amoxicillincapsule500 mg/1oralLake Erie Medical DBA Quality Care Products LLC2005-11-092016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralDIRECT RX2014-01-012016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralAurobindo Pharma Limited2006-12-282016-04-05Us
Amoxicillincapsule500 mg/1oralREMEDYREPACK INC.2015-01-242016-04-05Us
Amoxicillincapsule500 mg/1oralAltura Pharmaceuticals, Inc.2010-01-012016-04-05Us
Amoxicillincapsule250 mg/1oralRed Pharm Drug Inc.2010-01-282016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralProficient Rx LP1990-09-302016-04-05Us
Amoxicillincapsule500 mg/1oralDAVA Pharmaceuticals, Inc.1988-02-252018-04-30Us
Amoxicillincapsule250 mg/1oralVirtus Pharmaceuticals, LLC2012-01-122016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralAurobindo Pharma Limited2014-09-152016-04-05Us
Amoxicillincapsule500 mg/1oralPreferred Pharmaceuticals, Inc.2010-01-012016-04-05Us
Amoxicillincapsule500 mg/1oralCentral Texas Community Health Centers1994-09-302016-04-05Us
Amoxicillincapsule500 mg/1oralNorth Star Rx Llc2005-11-092016-04-05Us
Amoxicillincapsule250 mg/1oralSTAT Rx USA LLC2005-09-112016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralAidarex Pharmaceuticals LLC2006-12-282016-04-05Us
Amoxicillincapsule500 mg/1oralBlenheim Pharmacal, Inc.2009-12-142016-04-05Us
Amoxicillincapsule500 mg/1oralPutney Inc1994-09-302016-10-01Us
Amoxicillinpowder, for suspension200 mg/5mLoralSandoz Inc2007-03-262016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralDr Reddys Laboratories Inc1979-09-192016-04-05Us
Amoxicillincapsule250 mg/1oralPd Rx Pharmaceuticals, Inc.2007-03-012016-04-05Us
Amoxicillintablet, film coated875 mg/1oralSandoz Gmb H2005-07-132016-02-18Us
Amoxicillinpowder, for suspension400 mg/5mLoralA S Medication Solutions Llc2003-02-262016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralA S Medication Solutions Llc1990-09-302016-04-05Us
Amoxicillincapsule500 mg/1oralWest ward Pharmaceutical Corp2007-03-012016-04-23Us
Amoxicillinpowder, for suspension250 mg/5mLoralTeva Pharmaceuticals USA Inc1990-09-302016-04-23Us
Amoxicillintablet, chewable250 mg/1oralPd Rx Pharmaceuticals, Inc.2010-01-282016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralPhysicians Total Care, Inc.2006-02-282016-04-05Us
Amoxicillincapsule500 mg/1oralGolden State Medical Supply, Inc.2009-07-152016-04-05Us
Amoxicillintablet, film coated875 mg/1oralHikma Pharmaceutical2006-03-292016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralProficient Rx LP1990-09-302016-04-05Us
Amoxicillintablet875 mg/1oralDIRECT RX2015-01-012016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralAurobindo Pharma Limited2006-12-282016-04-05Us
Amoxicillincapsule250 mg/1oralAltura Pharmaceuticals, Inc.2010-01-012016-04-05Us
Amoxicillincapsule500 mg/1oralDAVA Pharmaceuticals Inc2014-08-012016-04-05Us
Amoxicillincapsule250 mg/1oralDAVA Pharmaceuticals, Inc.1988-02-252017-03-31Us
Amoxicillincapsule500 mg/1oralVirtus Pharmaceuticals2015-06-112016-04-05Us
Amoxicillincapsule250 mg/1oralPreferred Pharmaceuticals, Inc.2010-01-012016-04-05Us
Amoxicillincapsule250 mg/1oralProficient Rx LP1994-09-302016-04-05Us
Amoxicillincapsule250 mg/1oralNorth Star Rx Llc2005-11-092016-04-05Us
Amoxicillincapsule500 mg/1oralAmerican Antibiotics,Inc2011-07-012016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralAidarex Pharmaceuticals LLC2006-06-192016-04-05Us
Amoxicillintablet, coated875 mg/1oralBlenheim Pharmacal, Inc.2014-02-072016-04-05Us
Amoxicillincapsule250 mg/1oralPutney Inc1994-09-302016-09-01Us
Amoxicillinpowder, for suspension250 mg/5mLoralSandoz Inc2007-03-262016-04-05Us
Amoxicillincapsule500 mg/1oralDr Reddys Laboratories Inc1979-08-022016-04-05Us
Amoxicillincapsule500 mg/1oralAv Kare, Inc.2011-08-092016-01-15Us
Amoxicillincapsule500 mg/1oralNorthwind Pharmaceuticals, LLC2014-11-062016-04-05Us
Amoxicillintablet, film coated500 mg/1oralSandoz Gmb H2005-07-132016-02-18Us
Amoxicillintablet, film coated875 mg/1oralA S Medication Solutions Llc2005-11-092016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralA S Medication Solutions Llc2006-06-192016-04-05Us
Amoxicillincapsule250 mg/1oralWest ward Pharmaceutical Corp2007-03-012016-04-23Us
Amoxicillinpowder, for suspension125 mg/5mLoralTeva Pharmaceuticals USA Inc1990-09-302016-04-23Us
Amoxicillincapsule500 mg/1oralPd Rx Pharmaceuticals, Inc.1990-09-302016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralPhysicians Total Care, Inc.2009-01-222016-04-05Us
Amoxicillincapsule250 mg/1oralGolden State Medical Supply, Inc.2009-07-152016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralCitron Pharma LLC2006-12-282016-04-05Us
Amoxicillintablet, coated875 mg/1oralProficient Rx LP2006-03-292016-04-05Us
Amoxicillinfor suspension125 mg/5mLoralDIRECT RX2015-01-012016-04-05Us
Amoxicillincapsule500 mg/1oralAurobindo Pharma Limited2005-11-092016-04-05Us
Amoxicillincapsule500 mg/1oralProficient Rx LP2005-11-092016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralDAVA Pharmaceuticals Inc2014-08-012016-04-05Us
Amoxicillintablet, coated875 mg/1oralDispensing Solutions, Inc.2006-03-292016-04-05Us
Amoxicillincapsule250 mg/1oralVirtus Pharmaceuticals2015-06-112016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralPreferred Pharmaceuticals, Inc.2011-06-152016-04-05Us
Amoxicillincapsule500 mg/1oralBlenheim Pharmacal, Inc.2016-01-152016-04-05Us
Amoxicillincapsule250 mg/1oralPd Rx Pharmaceuticals, Inc.2005-11-092016-04-05Us
Amoxicillincapsule250 mg/1oralAv Kare, Inc.2011-08-092016-01-15Us
Amoxicillincapsule250 mg/1oralUnit Dose Services2007-03-012016-04-05Us
Amoxicillincapsule250 mg/1oralSandoz Gmb H1994-09-302016-02-18Us
Amoxicillintablet, film coated500 mg/1oralA S Medication Solutions Llc2005-07-132016-04-05Us
Amoxicillincapsule500 mg/1oralA S Medication Solutions Llc2012-01-122016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralWest ward Pharmaceutical Corp2006-06-192016-04-23Us
Amoxicillincapsule500 mg/1oralTeva Pharmaceuticals USA Inc1990-09-302016-04-23Us
Amoxicillincapsule250 mg/1oralPd Rx Pharmaceuticals, Inc.2011-11-182016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralPhysicians Total Care, Inc.2004-11-242016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralHikma Pharmaceutical2006-06-192016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralCitron Pharma LLC2006-12-282016-04-05Us
Amoxicillincapsule500 mg/1oralProficient Rx LP2012-01-122016-04-05Us
Amoxicillincapsule500 mg/1oralDIRECT RX2014-01-012016-04-05Us
Amoxicillincapsule250 mg/1oralAurobindo Pharma Limited2005-11-092016-04-05Us
Amoxicillintablet, chewable250 mg/1oralProficient Rx LP1993-01-012016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralDAVA Pharmaceuticals Inc2014-08-012016-04-05Us
Amoxicillincapsule500 mg/1oralMed Vantx, Inc.1990-09-302016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralPreferred Pharmaceuticals, Inc.2012-01-122016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralPreferred Pharmaceuticals, Inc.2011-06-152016-04-05Us
Amoxicillintablet, film coated875 mg/1oralPreferred Pharmaceuticals Inc.2016-01-202016-04-05Us
Amoxicillincapsule500 mg/1oralLake Erie Medical DBA Quality Care Products LLC2009-12-142016-04-05Us
Amoxicillintablet, chewable125 mg/1oralSTAT Rx USA LLC2010-01-282016-04-05Us
Amoxicillincapsule250 mg/1oralAmerican Antibiotics,Inc2011-07-012016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralAidarex Pharmaceuticals LLC2006-06-192016-04-05Us
Amoxicillintablet, chewable250 mg/1oralBlenheim Pharmacal, Inc.2013-11-152016-04-05Us
Amoxicillintablet, film coated875 mg/1oralRebel Distributors Corp.2005-07-132016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralSandoz Inc2007-03-262016-04-05Us
Amoxicillintablet, chewable250 mg/1oralA S Medication Solutions Llc1993-01-012016-04-05Us
Amoxicillincapsule250 mg/1oralA S Medication Solutions Llc2005-09-112016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralWest ward Pharmaceutical Corp2006-06-192016-04-23Us
Amoxicillincapsule250 mg/1oralTeva Pharmaceuticals USA Inc1990-09-302016-04-23Us
Amoxicillincapsule500 mg/1oralCardinal Health2011-11-182016-04-05Us
Amoxicillincapsule500 mg/1oralPhysicians Total Care, Inc.1994-09-302016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralHikma Pharmaceutical2006-06-192016-04-05Us
Amoxicillincapsule500 mg/1oralCitron Pharma LLC2005-11-092016-04-05Us
Amoxicillincapsule250 mg/1oralProficient Rx LP1988-02-252016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralDIRECT RX2014-01-012016-04-05Us
Amoxicillintablet, film coated875 mg/1oralAurobindo Pharma Limited2005-11-092016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralProficient Rx LP2006-12-282016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralDAVA Pharmaceuticals Inc2014-08-012016-04-05Us
Amoxicillintablet, film coated875 mg/1oralMed Vantx, Inc.2005-11-092016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralPreferred Pharmaceuticals, Inc.2012-01-122016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralPreferred Pharmaceuticals, Inc.2011-06-152016-04-05Us
Amoxicillincapsule500 mg/1oralPreferred Pharmaceuticals Inc.2016-01-202016-04-05Us
Amoxicillintablet, chewable250 mg/1oralDAVA Pharmaceuticals, Inc.1996-01-292015-12-31Us
Amoxicillincapsule500 mg/1oralDepartment Of State Health Services, Pharmacy Branch2012-01-122016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralSTAT Rx USA LLC2006-12-282016-04-05Us
Amoxicillintablet, film coated875 mg/1oralApotheca Inc.2005-11-092016-04-05Us
Amoxicillintablet, film coated875 mg/1oralAidarex Pharmaceuticals LLC2005-11-092016-04-05Us
Amoxicillincapsule250 mg/1oralBlenheim Pharmacal, Inc.2012-04-232016-04-05Us
Amoxicillintablet250 mg/1oralRebel Distributors Corp.2010-01-282016-04-05Us
Amoxicillintablet, film coated875 mg/1oralSandoz Inc2005-07-132016-04-05Us
Amoxicillincapsule500 mg/1oralPd Rx Pharmaceuticals, Inc.2005-11-092016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralRebel Distributors Corp2006-06-192016-04-05Us
Amoxicillincapsule500 mg/1oralUnit Dose Services1988-02-252016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralSandoz Gmb H2007-03-262016-02-18Us
Amoxicillincapsule250 mg/1oralCardinal Health2011-11-182016-04-05Us
Amoxicillincapsule250 mg/1oralPhysicians Total Care, Inc.2003-10-292016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralHikma Pharmaceutical2006-06-192016-04-05Us
Amoxicillincapsule250 mg/1oralCitron Pharma LLC2005-11-092016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralProficient Rx LP2006-06-192016-04-05Us
Amoxicillincapsule250 mg/1oralREMEDYREPACK INC.2015-11-122016-04-05Us
Amoxicillintablet, film coated500 mg/1oralAurobindo Pharma Limited2005-11-092016-04-05Us
Amoxicillintablet, film coated875 mg/1oralProficient Rx LP2005-11-092016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralDAVA Pharmaceuticals Inc2014-08-012016-04-05Us
Amoxicillincapsule500 mg/1oralMed Vantx, Inc.2005-09-112016-04-05Us
Amoxicillincapsule500 mg/1oralPreferred Pharmaceuticals, Inc.2012-06-042016-04-05Us
Amoxicillintablet, coated875 mg/1oralRed Pharm Drug Inc.2006-03-292016-04-05Us
Amoxicillintablet, chewable125 mg/1oralDAVA Pharmaceuticals, Inc.1996-01-292015-12-31Us
Amoxicillintablet, coated875 mg/1oralPreferred Pharmaceuticals, Inc.2011-05-182016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralSTAT Rx USA LLC2012-04-132016-04-05Us
Amoxicillincapsule500 mg/1oralApotheca Inc.2005-03-082016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralAidarex Pharmaceuticals LLC2006-12-282016-04-05Us
Amoxicillincapsule500 mg/1oralBlenheim Pharmacal, Inc.2013-01-162016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralRebel Distributors Corp.2010-02-012016-04-05Us
Amoxicillintablet, film coated500 mg/1oralSandoz Inc2005-07-132016-04-05Us
Amoxicillincapsule500 mg/1oralPd Rx Pharmaceuticals, Inc.2012-01-122016-04-05Us
Amoxicillintablet, film coated875 mg/1oralLake Erie Medical DBA Quality Care Products LLC2005-07-132016-04-05Us
Amoxicillintablet, film coated875 mg/1oralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2011-12-152016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralSandoz Gmb H2007-03-262016-02-18Us
Amoxicillincapsule500 mg/1oralA S Medication Solutions Llc2012-01-122016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralH.J. Harkins Company, Inc.2006-06-192016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralWest ward Pharmaceutical Corp2006-06-192016-04-23Us
Amoxicillintablet, chewable250 mg/1oralTeva Pharmaceuticals USA Inc1993-01-012016-04-23Us
Amoxicillincapsule250 mg/1oralDIRECT RX2014-01-012016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralREMEDYREPACK INC.2015-11-122016-04-05Us
Amoxicillincapsule500 mg/1oralTYA Pharmaceuticals2005-11-092016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralProficient Rx LP2006-06-192016-04-05Us
Amoxicillincapsule250 mg/1oralDAVA Pharmaceuticals Inc2014-08-012016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralMed Vantx, Inc.1990-09-302016-04-05Us
Amoxicillincapsule250 mg/1oralPreferred Pharmaceuticals, Inc.2013-01-302016-04-05Us
Amoxicillintablet, film coated875 mg/1oralRed Pharm Drug Inc.2005-11-092016-04-05Us
Amoxicillintablet875 mg/1oralDAVA Pharmaceuticals, Inc.2009-07-152015-12-31Us
Amoxicillincapsule250 mg/1oralLake Erie Medical DBA Quality Care Products LLC1990-09-302016-04-05Us
Amoxicillintablet, film coated875 mg/1oralSTAT Rx USA LLC2005-11-092016-04-05Us
Amoxicillincapsule250 mg/1oralApotheca Inc.2005-03-082016-04-05Us
Amoxicillinpowder, for suspension250 mg/5mLoralAidarex Pharmaceuticals LLC2006-06-192016-04-05Us
Amoxicillincapsule500 mg/1oralBlenheim Pharmacal, Inc.2010-09-172016-04-05Us
Amoxicillinpowder, for suspension125 mg/5mLoralRebel Distributors Corp.2010-02-012016-04-05Us
Amoxicillincapsule500 mg/1oralSandoz Inc1994-09-302016-04-05Us
Amoxicillincapsule500 mg/1oralPd Rx Pharmaceuticals, Inc.1990-09-302016-04-05Us
Amoxicillincapsule500 mg/1oralLake Erie Medical DBA Quality Care Products LLC2012-01-122016-04-05Us
Amoxicillincapsule250 mg/1oralLake Erie Medical DBA Quality Care Products LLC2005-09-112016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralSandoz Gmb H2007-03-262016-02-18Us
Amoxicillinpowder, for suspension250 mg/5mLoralA S Medication Solutions Llc1990-09-302016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralH.J. Harkins Company, Inc.2006-12-282016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralWest ward Pharmaceutical Corp2006-06-192016-04-23Us
Amoxicillintablet, chewable125 mg/1oralTeva Pharmaceuticals USA Inc1995-10-012016-04-23Us
Amoxicillinpowder, for suspension400 mg/5mLoralDispensing Solutions Inc.2009-06-012016-04-05Us
Amoxicillintablet, chewable250 mg/1oralPhysicians Total Care, Inc.2004-06-012016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralHikma Pharmaceutical2006-06-192016-04-05Us
Amoxicillintablet, film coated875 mg/1oralCitron Pharma LLC2005-11-092016-04-05Us
Amoxicillinfor suspension50 mg/mLoralDAVA Pharmaceuticals, Inc.1988-11-252016-06-30Us
Amoxicillinpowder, for suspension250 mg/5mLoralAurobindo Pharma Limited2014-09-152016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralPreferred Pharmaceuticals, Inc2011-07-252016-04-05Us
Amoxicillincapsule500 mg/1oralRed Pharm Drug Inc.2005-09-112016-04-05Us
Amoxicillinfor suspension25 mg/mLoralDAVA Pharmaceuticals, Inc.1988-11-252015-12-31Us
Amoxicillincapsule500 mg/1oralLake Erie Medical DBA Quality Care Products LLC2016-01-152016-04-05Us
Amoxicillincapsule500 mg/1oralSTAT Rx USA LLC2005-09-112016-04-05Us
Amoxicillintablet, film coated875 mg/1oralBlenheim Pharmacal, Inc.2015-10-072016-04-05Us
Amoxicillincapsule250 mg/1oralAidarex Pharmaceuticals LLC2005-09-112016-04-05Us
Amoxicillincapsule500 mg/1oralBlenheim Pharmacal, Inc.2010-07-202016-04-05Us
Amoxicillincapsule500 mg/1oralRebel Distributors Corp.2005-09-112016-04-05Us
Amoxicillincapsule250 mg/1oralSandoz Inc1994-09-302016-04-05Us
Amoxicillintablet, chewable250 mg/1oralPd Rx Pharmaceuticals, Inc.2011-11-182016-04-05Us
Amoxicillincapsule500 mg/1oralLake Erie Medical DBA Quality Care Products LLC1988-02-252016-04-05Us
Amoxicillincapsule500 mg/1oralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2011-12-152016-04-05Us
Amoxicillinpowder, for suspension200 mg/5mLoralSandoz Gmb H2007-03-262016-02-18Us
Amoxicillinpowder, for suspension250 mg/5mLoralA S Medication Solutions Llc1990-09-302016-04-05Us
Amoxicillincapsule500 mg/1oralH.J. Harkins Company, Inc.2005-09-112016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralTeva Pharmaceuticals USA Inc2003-02-262016-04-23Us
Amoxicillintablet, film coated875 mg/1oralTeva Pharmaceuticals USA Inc2000-09-262016-04-23Us
Amoxicillinpowder, for suspension400 mg/5mLoralPhysicians Total Care, Inc.2010-02-252016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralA S Medication Solutions Llc2006-06-192016-04-05Us
Amoxicillincapsule250 mg/1oralHikma Pharmaceutical2007-02-052016-04-05Us
Amoxicillintablet, film coated500 mg/1oralCitron Pharma LLC2005-11-092016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralDIRECT RX2014-01-012016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralREMEDYREPACK INC.2015-09-172016-04-05Us
Amoxicillincapsule500 mg/1oralReady Meds2012-01-122016-04-05Us
Amoxicillinpowder, for suspension400 mg/5mLoralProficient Rx LP2006-12-282016-04-05Us
Apo-amoxi Cap 250mgcapsule250 mgoralApotex Inc1984-12-31Not applicableCanada
Apo-amoxi Cap 500mgcapsule500 mgoralApotex Inc1984-12-31Not applicableCanada
Apo-amoxi Pwr for Susp 125mg/5mlpowder for suspension125 mgoralApotex Inc1984-12-31Not applicableCanada
Apo-amoxi Pwr for Susp 250mg/5mlpowder for suspension250 mgoralApotex Inc1984-12-31Not applicableCanada
Apo-amoxi Sugar Freepowder for suspension250 mgoralApotex Inc1997-04-15Not applicableCanada
Apo-amoxi Sugar Freepowder for suspension125 mgoralApotex Inc1997-04-15Not applicableCanada
Over the Counter ProductsNot Available
International Brands
NameCompany
ActimoxiNot Available
AmoclenNot Available
AmolinNot Available
AmopenNot Available
AmopenixinNot Available
AmoxibioticNot Available
AmoxilGlaxoSmithKline
AMPCNot Available
Apo-AmoxiNot Available
ClamoxylNot Available
DispermoxNot Available
EfpenixNot Available
FlemoxinNot Available
HiconcilNot Available
IbiamoxNot Available
ImacillinNot Available
LarotidRoche
MoxacinNot Available
MoxalNot Available
OspamoxNot Available
PamoxicillinNot Available
PolymoxNot Available
TrimoxNot Available
WymoxNot Available
Brand mixtures
NameLabellerIngredients
Amoxi-clavPro Doc Limitee
Amoxicillan and Clavulanate PotassiumNorthwind Pharmaceuticals, LLC
Amoxicillin and Clavulanate PotassiumTeva Pharmaceuticals USA Inc
Amoxicillin/clavulanate Potassiumbryant ranch prepack
Apo-amoxi ClavApotex Inc
Apo-amoxi Clav 125mg/31.25mg Per 5mlApotex Inc
Apo-amoxi Clav 250/125Apotex Inc
Apo-amoxi Clav 250mg/62.5mg Per 5mlApotex Inc
Apo-amoxi Clav 500/125Apotex Inc
Apo-amoxi Clav 875/125Apotex Inc
AugmentinDr. Reddy's Laboratories Inc
Augmentin Es-600Dr Reddys Laboratories Inc
Augmentin XRDr Reddys Laboratories Inc
AugmentinxrPhysicians Total Care, Inc.
Clavulin 125 F Oral SusGlaxosmithkline Inc
Clavulin 200Glaxosmithkline Inc
Clavulin 250 F Oral SusGlaxosmithkline Inc
Clavulin 250 TabGlaxosmithkline Inc
Clavulin 400Glaxosmithkline Inc
Clavulin 500 F TabGlaxosmithkline Inc
Clavulin 875Glaxosmithkline Inc
Hp-pacTakeda Pharmaceuticals America Inc
Lansoprazole, Amoxicillin, and ClarithromycinTeva Pharmaceuticals USA Inc
Novo-clavamoxin 125Novopharm Limited
Novo-clavamoxin 250Novopharm Limited
Novo-clavamoxin 875Novopharm Limited
Omeclamox-pakPernix Therapeutics, LLC
PMS-amclav-200Pharmascience Inc
PMS-amclav-400Pharmascience Inc
PMS-amclav-875Pharmascience Inc
Ratio-aclavulanateTeva Canada Limited
Ratio-aclavulanate 125 FTeva Canada Limited
Ratio-aclavulanate 250 FTeva Canada Limited
Salts
Name/CASStructureProperties
Amoxicillin sodium
ThumbNot applicableDBSALT000868
Amoxycillin trihydrate
ThumbNot applicableDBSALT000867
Categories
UNII804826J2HU
CAS number26787-78-0
WeightAverage: 365.404
Monoisotopic: 365.104541423
Chemical FormulaC16H19N3O5S
InChI KeyInChIKey=LSQZJLSUYDQPKJ-NJBDSQKTSA-N
InChI
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
IUPAC Name
(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[[email protected]]2NC(=O)[[email protected]](N)C1=CC=C(O)C=C1)C(O)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactams
Sub ClassBeta lactams
Direct ParentPenicillins
Alternative Parents
Substituents
  • Penicillin
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Phenylacetamide
  • Alpha-amino acid or derivatives
  • Aralkylamine
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Thiazolidine
  • Tertiary carboxylic acid amide
  • Tertiary amine
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Azetidine
  • Azacycle
  • Dialkylthioether
  • Hemithioaminal
  • Thioether
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Pharmacology
IndicationFor the treatment of infections of the ear, nose, and throat, the genitourinary tract, the skin and skin structure, and the lower respiratory tract due to susceptible (only b-lactamase-negative) strains of Streptococcus spp. (a- and b-hemolytic strains only), S. pneumoniae, Staphylococcus spp., H. influenzae, E. coli, P. mirabilis, or E. faecalis. Also for the treatment of acute, uncomplicated gonorrhea (ano-genital and urethral infections) due to N. gonorrhoeae (males and females).
PharmacodynamicsAmoxicillin is a moderate-spectrum antibiotic active against a wide range of Gram-positive, and a limited range of Gram-negative organisms. It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other beta-lactam antibiotics. Amoxicillin is susceptible to degradation by β-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptability. The incidence of β-lactamase-producing resistant organisms, including E. coli, appears to be increasing. Amoxicillin is sometimes combined with clavulanic acid, a β-lactamase inhibitor, to increase the spectrum of action against Gram-negative organisms, and to overcome bacterial antibiotic resistance mediated through β-lactamase production.
Mechanism of actionAmoxicillin binds to penicillin-binding protein 1A (PBP-1A) located inside the bacterial cell well. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that amoxicllin interferes with an autolysin inhibitor.
Related Articles
AbsorptionRapidly absorbed after oral administration.
Volume of distributionNot Available
Protein bindingIn blood serum, amoxicillin is approximately 20% protein-bound
Metabolism

Hepatic metabolism accounts for less than 30% of the biotransformation of most penicillins

Route of eliminationMost of the amoxicillin is excreted unchanged in the urine; its excretion can be delayed by concurrent administration of probenecid.
Half life61.3 minutes
ClearanceNot Available
ToxicitySerious toxicity is unlikely following large doses of amoxicillin. Acute ingestion of large doses of amoxicillin may cause nausea, vomiting, diarrhea and abdominal pain. Acute oliguric renal failure and hematuria may occur following large doses.
Affected organisms
  • Enteric bacteria and other eubacteria
  • Gram negative and gram positive bacteria
  • Streptococcus pyogenes
  • Streptococcus pneumoniae
  • Borrelia burgdorferi
  • Chlamydia pneumoniae
  • Salmonella typhi
  • Chlamydia psittaci
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9008
Blood Brain Barrier-0.9967
Caco-2 permeable-0.8722
P-glycoprotein substrateSubstrate0.5741
P-glycoprotein inhibitor INon-inhibitor0.9665
P-glycoprotein inhibitor IINon-inhibitor0.9968
Renal organic cation transporterNon-inhibitor0.9636
CYP450 2C9 substrateNon-substrate0.843
CYP450 2D6 substrateNon-substrate0.8446
CYP450 3A4 substrateNon-substrate0.5478
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorNon-inhibitor0.915
CYP450 3A4 inhibitorNon-inhibitor0.8309
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9767
Ames testNon AMES toxic0.9099
CarcinogenicityNon-carcinogens0.5439
BiodegradationNot ready biodegradable0.9606
Rat acute toxicity1.7036 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9996
hERG inhibition (predictor II)Non-inhibitor0.8761
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
Packagers
Dosage forms
FormRouteStrength
Capsuleoral250 mg
Capsuleoral500 mg
Suspensionoral125 mg
Suspensionoral250 mg
Tabletoral500 mg/1
Capsuleoral250 mg/1
Capsuleoral500 mg/1
For suspensionoral125 mg/5mL
For suspensionoral25 mg/mL
For suspensionoral50 mg/mL
Powder, for suspensionoral125 mg/5mL
Powder, for suspensionoral200 mg/5mL
Powder, for suspensionoral250 mg/5mL
Powder, for suspensionoral400 mg/5mL
Powder, for suspensionoral600 mg/5mL
Tabletoral250 mg/1
Tabletoral875 mg/1
Tablet, chewableoral125 mg/1
Tablet, chewableoral250 mg/1
Tablet, coatedoral875 mg/1
Tablet, film coatedoral500 mg/1
Tablet, film coatedoral875 mg/1
Powderoral
Powder, for suspensionoral
Suspensionoral
Tablet, chewableoral
Tablet, film coatedoral
Tablet, film coated, extended releaseoral775 mg/1
Tabletoral
Suspensionoral25 mg
Suspensionoral50 mg
Tabletoral125 mg
Tabletoral250 mg
Powder for solutionoral50 mg
Powder for solutionoral125 mg
Powder for suspensionoral
Tablet, film coated, extended releaseoral
Powder for solutionoral
Kit; capsule; capsule (sustained-release); tabletoral
Kit
Granules for suspensionoral125 mg
Granules for suspensionoral25 mg
Granules for suspensionoral250 mg
Granules for suspensionoral50 mg
Tablet (chewable)oral125 mg
Tablet (chewable)oral250 mg
Powder for suspensionoral125 mg
Powder for suspensionoral250 mg
Powder for solutionoral250 mg
Prices
Unit descriptionCostUnit
Amoxil 400 mg/5ml Suspension 100ml Bottle19.99USD bottle
Amoxil 400 mg/5ml Suspension 75ml Bottle17.99USD bottle
Amoxicillin 400 mg/5ml Suspension 100ml Bottle16.99USD bottle
Amoxil 400 mg/5ml Suspension 50ml Bottle15.99USD bottle
Amoxicillin 250 mg/5ml Suspension 150ml Bottle14.0USD bottle
Amoxil 50 mg/ml Suspension 30ml Bottle13.99USD bottle
Amoxil 250 mg/5ml Suspension 100ml Bottle12.99USD bottle
Amoxil 250 mg/5ml Suspension 150ml Bottle12.99USD bottle
Amoxil 200 mg/5ml Suspension 100ml Bottle11.99USD bottle
Trimox 125 mg/5ml Suspension 100ml Bottle11.99USD bottle
Trimox 125 mg/5ml Suspension 150ml Bottle11.99USD bottle
Trimox 250 mg/5ml Suspension 80ml Bottle11.99USD bottle
Amoxil 875 mg tablet1.13USD tablet
Amoxil 400 mg Chew Tabs1.05USD tab
Amoxicillin 875 mg tablet0.89USD tablet
Amoxil 500 mg tablet0.77USD tablet
Novamoxin 250 mg Chewable Tablet0.64USD tablet
Amoxicillin 125 mg Chew Tabs0.57USD tab
Amoxil 500 mg capsule0.53USD capsule
Amoxicillin 500 mg tablet0.5USD tablet
Amoxicillin 250 mg Chew Tabs0.47USD tab
Amoxicillin 500 mg capsule0.47USD capsule
Novamoxin 125 mg Chewable Tablet0.44USD tablet
Apo-Amoxi 500 mg Capsule0.36USD capsule
Mylan-Amoxillin 500 mg Capsule0.36USD capsule
Novamoxin 500 mg Capsule0.36USD capsule
Nu-Amoxi 500 mg Capsule0.36USD capsule
Pms-Amoxicillin 500 mg Capsule0.36USD capsule
Amoxicillin 250 mg capsule0.25USD capsule
Apo-Amoxi 250 mg Capsule0.18USD capsule
Mylan-Amoxillin 250 mg Capsule0.18USD capsule
Novamoxin 250 mg Capsule0.18USD capsule
Nu-Amoxi 250 mg Capsule0.18USD capsule
Pms-Amoxicillin 250 mg Capsule0.18USD capsule
Apo-Amoxi 50 mg/ml Suspension0.06USD ml
Novamoxin 50 mg/ml Suspension0.06USD ml
Novamoxin Sugar-Reduced 50 mg/ml Suspension0.06USD ml
Nu-Amoxi 50 mg/ml Suspension0.06USD ml
Pms-Amoxicillin 50 mg/ml Suspension0.06USD ml
Apo-Amoxi 25 mg/ml Suspension0.04USD ml
Novamoxin 25 mg/ml Suspension0.04USD ml
Novamoxin Sugar-Reduced 25 mg/ml Suspension0.04USD ml
Nu-Amoxi 25 mg/ml Suspension0.04USD ml
Pms-Amoxicillin 25 mg/ml Suspension0.04USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US6544555 No2000-10-132020-10-13Us
US6669948 No2000-10-132020-10-13Us
US6723341 No2000-10-132020-10-13Us
US6746692 No2000-04-042020-04-04Us
US6783773 No2000-04-042020-04-04Us
US6878386 No2000-04-042020-04-04Us
US7217430 No2000-04-042020-04-04Us
US7250176 No2000-04-042020-04-04Us
US8299052 No2007-05-072027-05-07Us
US8357394 No2006-12-082026-12-08Us
US8778924 No2006-12-082026-12-08Us
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point194 °CNot Available
water solubility3430 mg/LNot Available
logP0.87SANGSTER (1994)
Caco2 permeability-6.1ADME Research, USCD
Predicted Properties
PropertyValueSource
Water Solubility0.958 mg/mLALOGPS
logP0.75ALOGPS
logP-2.3ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.23ChemAxon
pKa (Strongest Basic)7.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.96 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity89.5 m3·mol-1ChemAxon
Polarizability35.53 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis Reference

Joan Cabre, Jose Diago, Asuncion Esteve, Johannes Ludescher, “Production of a crystalline salt of amoxicillin.” U.S. Patent US6103897, issued April, 1971.

US6103897
General References
  1. Drawz SM, Bonomo RA: Three decades of beta-lactamase inhibitors. Clin Microbiol Rev. 2010 Jan;23(1):160-201. doi: 10.1128/CMR.00037-09. [PubMed:20065329 ]
External Links
ATC CodesA02BD01A02BD03A02BD04A02BD05A02BD06A02BD07A02BD10A02BD11J01CA04J01CR02
AHFS Codes
  • 08:12.16.08
PDB EntriesNot Available
FDA labelDownload (49.6 KB)
MSDSDownload (38.1 KB)
Interactions
Drug Interactions
Drug
AcenocoumarolAmoxicillin may increase the anticoagulant activities of Acenocoumarol.
AllopurinolThe risk of a hypersensitivity reaction to Amoxicillin is increased when it is combined with Allopurinol.
AmikacinThe serum concentration of Amikacin can be decreased when it is combined with Amoxicillin.
BiotinThe therapeutic efficacy of Amoxicillin can be decreased when used in combination with Biotin.
DemeclocyclineThe therapeutic efficacy of Amoxicillin can be decreased when used in combination with Demeclocycline.
DicoumarolAmoxicillin may increase the anticoagulant activities of Dicoumarol.
DoxycyclineThe therapeutic efficacy of Amoxicillin can be decreased when used in combination with Doxycycline.
GentamicinThe serum concentration of Gentamicin can be decreased when it is combined with Amoxicillin.
KanamycinThe serum concentration of Kanamycin can be decreased when it is combined with Amoxicillin.
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Amoxicillin.
MinocyclineThe therapeutic efficacy of Amoxicillin can be decreased when used in combination with Minocycline.
Mycophenolate mofetilThe serum concentration of the active metabolites of Mycophenolate mofetil can be reduced when Mycophenolate mofetil is used in combination with Amoxicillin resulting in a loss in efficacy.
Mycophenolic acidThe serum concentration of the active metabolites of Mycophenolic acid can be reduced when Mycophenolic acid is used in combination with Amoxicillin resulting in a loss in efficacy.
NeomycinThe serum concentration of Neomycin can be decreased when it is combined with Amoxicillin.
OxytetracyclineThe therapeutic efficacy of Amoxicillin can be decreased when used in combination with Oxytetracycline.
ProbenecidThe serum concentration of Amoxicillin can be increased when it is combined with Probenecid.
Sodium picosulfateThe therapeutic efficacy of Sodium picosulfate can be decreased when used in combination with Amoxicillin.
StreptomycinThe serum concentration of Streptomycin can be decreased when it is combined with Amoxicillin.
TetracyclineThe therapeutic efficacy of Amoxicillin can be decreased when used in combination with Tetracycline.
TobramycinThe serum concentration of Tobramycin can be decreased when it is combined with Amoxicillin.
WarfarinAmoxicillin may increase the anticoagulant activities of Warfarin.
Food Interactions
  • Take without regard to meals.

Targets

Kind
Protein
Organism
Clostridium perfringens (strain 13 / Type A)
Pharmacological action
yes
Actions
inhibitor
General Function:
Transferase activity, transferring glycosyl groups
Specific Function:
Cell wall formation. Synthesis of cross-linked peptidoglycan from the lipid intermediates. The enzyme has a penicillin-insensitive transglycosylase N-terminal domain (formation of linear glycan strands) and a penicillin-sensitive transpeptidase C-terminal domain (cross-linking of the peptide subunits) (By similarity).
Gene Name:
pbpA
Uniprot ID:
Q8XJ01
Molecular Weight:
75176.35 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Okamoto T, Yoshiyama H, Nakazawa T, Park ID, Chang MW, Yanai H, Okita K, Shirai M: A change in PBP1 is involved in amoxicillin resistance of clinical isolates of Helicobacter pylori. J Antimicrob Chemother. 2002 Dec;50(6):849-56. [PubMed:12461003 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Steroid hydroxylase activity
Specific Function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular Weight:
55930.545 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Proton-dependent oligopeptide secondary active transmembrane transporter activity
Specific Function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products.
Gene Name:
SLC15A1
Uniprot ID:
P46059
Molecular Weight:
78805.265 Da
References
  1. Wenzel U, Gebert I, Weintraut H, Weber WM, Clauss W, Daniel H: Transport characteristics of differently charged cephalosporin antibiotics in oocytes expressing the cloned intestinal peptide transporter PepT1 and in human intestinal Caco-2 cells. J Pharmacol Exp Ther. 1996 May;277(2):831-9. [PubMed:8627565 ]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
  3. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
  4. Sala-Rabanal M, Loo DD, Hirayama BA, Turk E, Wright EM: Molecular interactions between dipeptides, drugs and the human intestinal H+ -oligopeptide cotransporter hPEPT1. J Physiol. 2006 Jul 1;574(Pt 1):149-66. Epub 2006 Apr 20. [PubMed:16627568 ]
  5. Li M, Anderson GD, Phillips BR, Kong W, Shen DD, Wang J: Interactions of amoxicillin and cefaclor with human renal organic anion and peptide transporters. Drug Metab Dispos. 2006 Apr;34(4):547-55. Epub 2006 Jan 24. [PubMed:16434549 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Peptide:proton symporter activity
Specific Function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides.
Gene Name:
SLC15A2
Uniprot ID:
Q16348
Molecular Weight:
81782.77 Da
References
  1. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
  3. Li M, Anderson GD, Phillips BR, Kong W, Shen DD, Wang J: Interactions of amoxicillin and cefaclor with human renal organic anion and peptide transporters. Drug Metab Dispos. 2006 Apr;34(4):547-55. Epub 2006 Jan 24. [PubMed:16434549 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Sodium-independent organic anion transmembrane transporter activity
Specific Function:
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS) (By similarity). Mediates the sodium-in...
Gene Name:
SLC22A6
Uniprot ID:
Q4U2R8
Molecular Weight:
61815.78 Da
References
  1. Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577 ]
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Drug created on June 13, 2005 07:24 / Updated on May 01, 2016 02:29