Metronidazole

Identification

Name
Metronidazole
Accession Number
DB00916  (APRD00631)
Type
Small Molecule
Groups
Approved
Description

A nitroimidazole used to treat amebiasis; vaginitis; trichomonas infections; giardiasis; anaerobic bacteria; and treponemal infections. It has also been proposed as a radiation sensitizer for hypoxic cells. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985, p133), this substance may reasonably be anticipated to be a carcinogen (Merck, 11th ed).

Structure
Thumb
Synonyms
  • 1-(2-hydroxy-1-ethyl)-2-methyl-5-nitroimidazole
  • 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole
  • 1-(beta-Ethylol)-2-methyl-5-nitro-3-azapyrrole
  • 1-(beta-Hydroxyethyl)-2-methyl-5-nitroimidazole
  • 1-(beta-Oxyethyl)-2-methyl-5-nitroimidazole
  • 1-(β-ethylol)-2-methyl-5-nitro-3-azapyrrole
  • 1-(β-hydroxyethyl)-2-methyl-5-nitroimidazole
  • 1-(β-oxyethyl)-2-methyl-5-nitroimidazole
  • 2-methyl-1-(2-hydroxyethyl)-5-nitroimidazole
  • 2-methyl-3-(2-hydroxyethyl)-4-nitroimidazole
  • 2-methyl-5-nitroimidazole-1-ethanol
  • Metronidazol
  • Metronidazolum
External IDs
Bayer 5360 / BAYER-5360 / NSC-50364 / NSC-69587 / RP 8823 / RP-8823
Product Ingredients
IngredientUNIICASInChI Key
Metronidazole hydrochloride76JC1633UF 69198-10-3FPTPAIQTXYFGJC-UHFFFAOYSA-N
Product Images
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
FlagylTablet, film coated250 mg/1OralG.D. Searle LLC Division of Pfizer Inc1963-07-18Not applicableUs
FlagylCapsule375 mg/1OralG.D. Searle LLC Division of Pfizer Inc1995-05-03Not applicableUs
FlagylCapsule500 mgOralOdan Laboratories Ltd1979-12-31Not applicableCanada
FlagylTablet, film coated500 mg/1OralG.D. Searle LLC Division of Pfizer Inc1963-07-18Not applicableUs
Flagyl 500 500mgSuppository500 mgVaginalAventis Pharma Ltd.1960-12-312003-07-22Canada
Flagyl Cream 10%Cream10 %VaginalSanofi Aventis1970-12-31Not applicableCanada
Florazole ERTablet, extended release750 mgOralFerring Pharmaceuticals2002-10-102012-09-30Canada
MetroCreamCream7.5 mg/gTopicalGalderma1995-09-20Not applicableUs
Metrocream - Crm 0.75%Cream.75 %TopicalGalderma1996-12-02Not applicableCanada
MetrogelGel10 mg/gTopicalPhysicians Total Care, Inc.2006-07-28Not applicableUs
MetrogelGel7.5 mg/gVaginalPhysicians Total Care, Inc.1994-12-19Not applicableUs
MetrogelGel10 mg/gTopicalGalderma2005-06-30Not applicableUs
Metrogel 0.75%Gel0.75 %TopicalGalderma1994-12-31Not applicableCanada
Metrogel 1%Gel1 %TopicalGalderma2007-12-20Not applicableCanada
MetroGel-VaginalGel7.5 mg/gVaginalMedicis Pharmaceutical Corporation2011-11-28Not applicableUs
MetroLotionLotion7.5 mg/mLTopicalGalderma1998-11-24Not applicableUs
MetrolotionLotion0.75 %TopicalGalderma2004-03-262016-09-14Canada
MetronidazoleTablet500 mg/1OralLake Erie Medical &Surgical Supply Dba Quality Care Products Llc2012-03-16Not applicableUs50111 0334 01 nlmimage10 0e300720
MetronidazoleGel7.5 mg/gVaginalA S Medication Solutions2015-04-012017-06-20Us
MetronidazoleGel7.5 mg/gVaginalOceanside Pharmaceuticals2015-04-01Not applicableUs
MetronidazoleCapsule500 mgOralAa Pharma Inc2003-11-27Not applicableCanada
MetronidazoleSolution500 mg/100mLIntravenousB. Braun Medical Inc.1983-09-29Not applicableUs
MetronidazoleTablet500 mg/1OralPhysicians Total Care, Inc.1995-04-24Not applicableUs
MetronidazoleSolution500 mg/100mLIntravenousCardinal Health1983-09-29Not applicableUs
MetronidazoleTablet250 mg/1OralPhysicians Total Care, Inc.1996-10-17Not applicableUs
MetronidazoleInjection, solution500 mg/100mLIntravenousBaxter Laboratories1981-12-24Not applicableUs
MetronidazoleGel7.5 mg/gVaginalAidarex Pharmaceuticals LLC2007-03-31Not applicableUs
MetronidazoleLotion7.5 mg/gTopicalPrasco, Laboratories2009-05-28Not applicableUs
MetronidazoleTablet250 mgOralAa Pharma Inc1982-12-31Not applicableCanada
MetronidazoleGel10 mg/gTopicalTaro Pharmaceuticals U.S.A., Inc.2005-06-30Not applicableUs
MetronidazoleGel10 mg/gTopicalPrasco, Laboratories2005-06-30Not applicableUs
MetronidazoleLotion7.5 mg/mLTopicalActavis Mid Atlantic LLC,2009-05-282016-02-25Us
MetronidazoleGel7.5 mg/gVaginalPhysicians Total Care, Inc.2012-06-04Not applicableUs
MetronidazoleTablet500 mg/1OralRemedy Repack2012-07-102016-10-13Us
MetronidazoleCream7.5 mg/gTopicalPrasco, Laboratories2009-06-18Not applicableUs
MetronidazoleGel7.5 mg/gVaginalPreferreed Pharmaceuticals Inc.2012-02-14Not applicableUs
MetronidazoleCream7.5 mg/gTopicalOwen Laboratories2009-06-18Not applicableUs
MetronidazoleTablet500 mg/1OralApace Packaging2009-12-06Not applicableUs
MetronidazoleInjection, solution500 mg/100mLIntravenousBaxter Laboratories1981-12-24Not applicableUs
MetronidazoleInjection, solution500 mg/100mLIntravenousHospira, Inc.1983-11-18Not applicableUs
MetronidazoleGel7.5 mg/gVaginalPrasco, Laboratories2007-03-31Not applicableUs
Metronidazole 5mg/ml InjectionLiquid5 mgIntravenousBaxter Laboratories1990-12-31Not applicableCanada
Metronidazole Injection USPSolution5 mgIntravenousHospira, Inc.1987-12-31Not applicableCanada
Metronidazole Tab 250mgTablet250 mgOralPro Doc Limitee1978-12-312012-07-23Canada
Metronidazole Topical Cream, 0.75%Cream7.5 mg/gTopicalActavis Pharma Company2009-06-18Not applicableUs
Metronidazole Topical GelGel7.5 mg/gTopicalOwen Laboratories2014-03-01Not applicableUs
Metronidazole Topical GelGel7.5 mg/gTopicalPrasco, Laboratories2014-03-01Not applicableUs
Nidagel Vaginal Gel 0.75%Gel0.75 %VaginalValeant Canada Lp Valeant Canada S.E.C.1994-12-31Not applicableCanada
NoritateCream1 %TopicalValeant Canada Lp Valeant Canada S.E.C.1995-12-31Not applicableCanada
NoritateCream10 mg/60gTopicalValeant Pharmaceuticals North America2013-08-09Not applicableUs
NoritateCream10 mg/gTopicalPhysicians Total Care, Inc.2005-09-29Not applicableUs
Novo-nidazol Tab 250mgTablet250 mgOralNovopharm Limited1971-12-31Not applicableCanada
NuvessaGel65 mg/5gVaginalAllergan2015-01-01Not applicableUs
NuvessaGel65 mg/5gVaginalActavis Pharma Company2015-01-01Not applicableUs
PMS-metronidazoleCapsule500 mgOralPharmascience Inc1989-12-31Not applicableCanada
PMS-metronidazole 250mg/tabTablet250 mgOralPharmascience Inc1984-12-31Not applicableCanada
VandazoleGel7.5 mg/gVaginalUpsher Smith Laboratories2005-10-04Not applicableUs
Approved Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Apo-metronidazoleTablet250 mgOralApotex CorporationNot applicableNot applicableCanada
Apo-metronidazoleCapsule500 mgOralApotex CorporationNot applicableNot applicableCanada
MetronidazoleTablet500 mg/1OralAmerincan Health Packaging2014-01-202015-12-31Us
MetronidazoleTablet500 mg/1OralMylan Institutional2015-01-15Not applicableUs
MetronidazoleTablet500 mg/1OralA S Medication Solutions2011-08-222017-06-20Us
MetronidazoleTablet500 mg/1OralRemedy Repack2010-04-052017-06-20Us
MetronidazoleTablet500 mg/1OralUnit Dose Services2011-08-22Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralApotheca, Inc.2014-06-01Not applicableUs
MetronidazoleTablet250 mg/1OralA S Medication Solutions1990-09-302017-06-20Us
MetronidazoleTablet500 mg/1OralMethod Pharmaceuticals2017-09-13Not applicableUs
MetronidazoleGel7.5 mg/gTopicalPru Gen Pharmaceuticals2006-07-18Not applicableUs
MetronidazoleTablet500 mg/1OralPreferreed Pharmaceuticals Inc.2014-11-24Not applicableUs
MetronidazoleTablet500 mg/1OralSt. Marys Medical Park Pharmacy2013-01-10Not applicableUs
MetronidazoleTablet500 mg/1OralActavis Pharma Company2011-08-222016-08-31Us
MetronidazoleCream7.5 mg/gTopicalGw Pharmaceuticals Ltd.2008-03-13Not applicableUs
MetronidazoleTablet250 mg/1OralCarilion Materials Management1990-09-30Not applicableUs
MetronidazoleTablet500 mg/1OralMylan Institutional2012-08-202017-04-14Us
MetronidazoleTablet250 mg/1OralRemedy Repack2016-12-28Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2016-02-03Not applicableUs
MetronidazoleTablet250 mg/1OralStrides Shasun Limited2016-05-25Not applicableUs
MetronidazoleTablet250 mg/1OralAv Pak2016-11-08Not applicableUs
MetronidazoleTablet500 mg/1OralAlembic Pharmaceuticals Limited2016-12-01Not applicableUs
MetronidazoleTablet500 mg/1OralA S Medication Solutions1990-09-302017-06-20Us
MetronidazoleGel7.5 mg/gTopicalTaro Pharmaceuticals U.S.A., Inc.2006-07-18Not applicableUs
MetronidazoleGel7.5 mg/gVaginalRemedy Repack2014-02-282017-02-15Us
MetronidazoleTablet, film coated500 mg/1OralRed Pharm Drug, Inc.2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralNcs Health Care Of Ky, Inc Dba Vangard Labs2010-09-01Not applicableUs
MetronidazoleTablet250 mg/1OralCardinal Health2012-10-11Not applicableUs
MetronidazoleTablet500 mg/1OralRebel Distributors2010-09-01Not applicableUs
MetronidazoleTablet250 mg/1OralPreferreed Pharmaceuticals Inc.2014-02-27Not applicableUs
MetronidazoleTablet250 mg/1OralCardinal Health2011-10-06Not applicableUs
MetronidazoleInjection, solution500 mg/100mLIntravenousPfizer Laboratories Div Pfizer Inc.2008-11-20Not applicableUs
MetronidazoleTablet500 mg/1OralReady Meds2011-08-22Not applicableUs
MetronidazoleTablet500 mg/1OralDirectrx2015-01-01Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2016-11-23Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralA S Medication Solutions2014-06-012017-06-20Us
MetronidazoleTablet500 mg/1OralA S Medication Solutions1990-09-302017-06-20Us
MetronidazoleTablet500 mg/1OralNucare Pharmaceuticals, Inc.2013-12-16Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralProficient Rx LP2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralH.J. Harkins Company2011-10-07Not applicableUs
MetronidazoleTablet500 mg/1OralRed Pharm Drug, Inc.2014-11-24Not applicableUs
MetronidazoleTablet250 mg/1OralMajor1998-08-08Not applicableUs
MetronidazoleCapsule375 mg/1OralHeritage2011-08-23Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralA S Medication Solutions2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralAppco Pharmaceuticals Corp2015-09-232016-03-22Us
MetronidazoleCream7.5 mg/gTopicalE. Fougera & CO., A division of Fougera Pharmaceuticals Inc.2004-05-28Not applicableUs
MetronidazoleTablet500 mg/1OralAurobindo Pharma2015-05-29Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2010-10-102016-10-13Us00591 3969 01 nlmimage10 f133789b
MetronidazoleTablet250 mg/1OralMylan Institutional2012-08-20Not applicableUs
MetronidazoleTablet250 mg/1OralCronus Pharma LLC2015-05-29Not applicableUs
MetronidazoleTablet, film coated250 mg/1OralPreferreed Pharmaceuticals Inc.2017-05-09Not applicableUs
MetronidazoleGel7.5 mg/gTopicalPhysicians Total Care, Inc.2010-09-24Not applicableUs
MetronidazoleTablet500 mg/1OralPd Rx Pharmaceuticals, Inc.2013-12-16Not applicableUs
MetronidazoleTablet250 mg/1OralCardinal Health1998-08-08Not applicableUs
MetronidazoleTablet250 mg/1OralRebel Distributors2010-09-01Not applicableUs
MetronidazoleTablet500 mg/1OralCardinal Health2015-01-15Not applicableUs
MetronidazoleTablet500 mg/1Oralbryant ranch prepack1990-09-30Not applicableUs
MetronidazoleTablet500 mg/1OralPd Rx Pharmaceuticals, Inc.2013-12-16Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2011-05-032016-10-26Us
MetronidazoleTablet250 mg/1OralProficient Rx LP1990-09-30Not applicableUs50111 0333 01 nlmimage10 6a08b565
MetronidazoleTablet500 mg/1OralNcs Health Care Of Ky, Inc Dba Vangard Labs1984-12-20Not applicableUs
MetronidazoleTablet250 mg/1OralPreferreed Pharmaceuticals Inc.2010-09-01Not applicableUs
MetronidazoleTablet500 mg/1OralBlue Point Laboratories2014-03-132015-12-31Us
MetronidazoleTablet500 mg/1OralRemedy Repack2013-11-222016-12-23Us
MetronidazoleTablet250 mg/1OralCadila Pharnmaceuticals2017-01-19Not applicableUs
MetronidazoleGel7.5 mg/gTopicalE. Fougera & CO., A division of Fougera Pharmaceuticals Inc.2006-06-06Not applicableUs
MetronidazoleTablet500 mg/1OralNucare Pharmaceuticals, Inc.2013-12-16Not applicableUs
MetronidazoleTablet500 mg/1OralRising Pharmaceuticals2016-02-22Not applicableUs
MetronidazoleTablet250 mg/1OralAmerincan Health Packaging2014-01-20Not applicableUs
MetronidazoleTablet, film coated250 mg/1OralRemedy Repack2016-08-18Not applicableUs
MetronidazoleTablet250 mg/1OralDirectrx2014-01-01Not applicableUs
MetronidazoleTablet500 mg/1OralPreferreed Pharmaceuticals Inc.2013-12-16Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralPd Rx Pharmaceuticals, Inc.2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralClinical Solutions Wholsesale1990-09-30Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2017-03-16Not applicableUs
MetronidazoleTablet250 mg/1OralA S Medication Solutions1990-09-302017-06-20Us
MetronidazoleTablet250 mg/1OralUnit Dose Services2011-08-22Not applicableUs
MetronidazoleTablet250 mg/1OralBlenheim Pharmacal, Inc.2013-11-13Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralA S Medication Solutions2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralAidarex Pharmaceuticals LLC2011-08-22Not applicableUs
MetronidazoleTablet250 mg/1OralClinical Solutions Wholsesale2011-08-222017-06-20Us00591 2521 01 nlmimage10 c63f630b
MetronidazoleTablet500 mg/1OralLiberty Pharmaceuticals, Inc.1990-09-30Not applicableUs
MetronidazoleTablet250 mg/1OralBlue Point Laboratories2014-03-13Not applicableUs
MetronidazoleTablet500 mg/1OralRemedy Repack2011-04-132016-10-13Us
MetronidazoleTablet, film coated250 mg/1OralA S Medication Solutions2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralCardinal Health2011-10-06Not applicableUs51079 0126 20 nlmimage10 de32ef27
MetronidazoleGel7.5 mg/gTopicalImpax Generics2006-07-13Not applicableUs
MetronidazoleTablet250 mg/1OralReady Meds1990-09-30Not applicableUs
MetronidazoleTablet250 mg/1OralNorthwind Pharmaceuticals2014-12-16Not applicableUs
MetronidazoleTablet250 mg/1OralTeva1990-09-30Not applicableUs
MetronidazoleCream7.5 mg/gTopicalPhysicians Total Care, Inc.2006-08-14Not applicableUs
MetronidazoleTablet, film coated250 mg/1OralUnichem Pharmaceuticals (USA), Inc.2014-06-01Not applicableUs
MetronidazoleTablet250 mg/1OralPd Rx Pharmaceuticals, Inc.1990-09-30Not applicableUs
MetronidazoleTablet500 mg/1OralStat Rx USA1990-09-30Not applicableUs
MetronidazoleTablet500 mg/1OralA S Medication Solutions2013-12-162017-06-20Us
MetronidazoleTablet500 mg/1Oralbryant ranch prepack1990-09-30Not applicableUs
MetronidazoleTablet500 mg/1OralPd Rx Pharmaceuticals, Inc.2010-09-01Not applicableUs
MetronidazoleTablet250 mg/1OralNivagen Pharmaceuticals, Inc.2016-09-10Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2014-09-152017-02-02Us
MetronidazoleTablet500 mg/1OralActavis Pharma Company2014-11-24Not applicableUs
MetronidazoleGel7.5 mg/gTopicalGw Pharmaceuticals Ltd.2011-04-01Not applicableUs
MetronidazoleTablet250 mg/1OralPreferreed Pharmaceuticals Inc.2015-10-08Not applicableUs
MetronidazoleTablet500 mg/1OralNorthwind Pharmaceuticals2014-09-17Not applicableUs
MetronidazoleTablet250 mg/1OralZydus Pharmaceuticals Usa, Inc.2017-01-19Not applicableUs
MetronidazoleTablet500 mg/1OralMajor2014-11-24Not applicableUs
MetronidazoleTablet500 mg/1OralStrides Shasun Limited2016-05-25Not applicableUs
MetronidazoleTablet500 mg/1OralAv Pak2016-11-08Not applicableUs
MetronidazoleCapsule375 mg/1OralAlembic Pharmaceuticals Limited2016-12-09Not applicableUs
MetronidazoleTablet500 mg/1OralA S Medication Solutions1990-09-302017-06-20Us
MetronidazoleTablet500 mg/1OralLake Erie Medical Dba Quality Care Produts Llc2017-01-13Not applicableUs
MetronidazoleTablet, film coated, extended release750 mg/1OralAlembic Pharmaceuticals Limited2010-05-07Not applicableUs
MetronidazoleTablet250 mg/1OralLucid Pharma Llc2015-05-29Not applicableUs
MetronidazoleGel7.5 mg/gVaginalRemedy Repack2017-05-15Not applicableUs
MetronidazoleGel7.5 mg/gVaginalSandoz2006-10-31Not applicableUs
MetronidazoleTablet500 mg/1OralCardinal Health2012-10-11Not applicableUs
MetronidazoleTablet250 mg/1OralHeritage2013-12-16Not applicableUs23155 0064 01 nlmimage10 c13c60b3
MetronidazoleTablet500 mg/1OralA S Medication Solutions1990-09-302017-06-20Us
MetronidazoleTablet, film coated500 mg/1OralNucare Pharmaceuticals, Inc.2014-06-01Not applicableUs
MetronidazoleTablet250 mg/1OralH.J. Harkins Company2011-10-07Not applicableUs
MetronidazoleInjection, solution500 mg/100mLIntravenousClaris Lifesciences, Inc.2008-11-20Not applicableUs
MetronidazoleTablet500 mg/1OralBlenheim Pharmacal, Inc.2010-04-14Not applicableUs
MetronidazoleTablet500 mg/1OralRemedy Repack2011-12-152016-10-25Us
MetronidazoleTablet, film coated500 mg/1OralA S Medication Solutions2014-06-01Not applicableUs
MetronidazoleTablet250 mg/1OralSun Pharmaceutical Industries Limited1986-07-16Not applicableUs
MetronidazoleTablet500 mg/1OralKaiser Foundations Hospitals2003-12-31Not applicableUs
MetronidazoleTablet500 mg/1OralMed Vantx, Inc.1990-09-30Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2010-11-042016-10-13Us
MetronidazoleTablet500 mg/1OralCronus Pharma LLC2015-05-29Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2014-10-20Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralLake Erie Medical Dba Quality Care Produts Llc2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralDirectrx2014-01-01Not applicableUs
MetronidazoleTablet500 mg/1OralPreferreed Pharmaceuticals Inc.2010-09-01Not applicableUs
MetronidazoleTablet500 mg/1OralCadila Pharnmaceuticals2017-01-19Not applicableUs
MetronidazoleTablet500 mg/1OralClinical Solutions Wholsesale2011-08-222017-06-20Us
MetronidazoleTablet250 mg/1OralActavis Pharma Company2011-08-22Not applicableUs
MetronidazoleTablet500 mg/1OralBlue Point Laboratories2014-09-24Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2012-09-112017-01-14Us
MetronidazoleTablet250 mg/1OralDepartment Of State Health Services, Pharmacy Branch1990-09-30Not applicableUs
MetronidazoleTablet500 mg/1OralAmerincan Health Packaging2015-01-15Not applicableUs00591 5215 05 nlmimage10 4d4126e9
MetronidazoleTablet500 mg/1OralProficient Rx LP2013-12-16Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralNucare Pharmaceuticals, Inc.2014-06-01Not applicableUs
MetronidazoleTablet250 mg/1OralAlembic Pharmaceuticals Limited2016-12-01Not applicableUs
MetronidazoleTablet500 mg/1OralCardinal Health2015-04-29Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralClinical Solutions Wholsesale2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralA S Medication Solutions2011-08-222017-06-20Us
MetronidazoleLotion7.5 mg/mLTopicalE. Fougera & CO., A division of Fougera Pharmaceuticals Inc.2006-05-24Not applicableUs
MetronidazoleTablet500 mg/1OralBlenheim Pharmacal, Inc.2015-07-27Not applicableUs
MetronidazoleTablet250 mg/1OralMethod Pharmaceuticals2017-09-13Not applicableUs
MetronidazoleGel7.5 mg/gTopicalRebel Distributors2006-07-13Not applicableUs
MetronidazoleTablet250 mg/1OralNucare Pharmaceuticals, Inc.2013-12-16Not applicableUs
MetronidazoleTablet500 mg/1OralAidarex Pharmaceuticals LLC2016-02-22Not applicableUs
MetronidazoleTablet500 mg/1OralLucid Pharma Llc2015-05-29Not applicableUs
MetronidazoleTablet500 mg/1OralRed Pharm Drug, Inc.2015-05-29Not applicableUs
MetronidazoleGel10 mg/gTopicalSandoz2013-07-01Not applicableUs
MetronidazoleTablet250 mg/1OralCentral Texas Community Health Centers1990-09-30Not applicableUs
MetronidazoleTablet500 mg/1OralHeritage2013-12-16Not applicableUs
MetronidazoleTablet500 mg/1OralA S Medication Solutions2013-12-162017-06-20Us
MetronidazoleTablet250 mg/1OralAppco Pharmaceuticals Corp2015-09-232016-03-22Us
MetronidazoleInjection, solution500 mg/100mLIntravenousWest Ward Pharmaceutical2009-08-04Not applicableUs
MetronidazoleTablet250 mg/1OralAurobindo Pharma2015-05-29Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2010-11-042016-10-13Us53489 0135 01 nlmimage10 36211b38
MetronidazoleTablet, film coated250 mg/1OralNucare Pharmaceuticals, Inc.2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralTeva1990-09-30Not applicableUs
MetronidazoleLotion7.5 mg/mLTopicalPhysicians Total Care, Inc.2008-03-27Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralUnichem Pharmaceuticals (USA), Inc.2014-06-01Not applicableUs
MetronidazoleTablet500 mg/1OralPd Rx Pharmaceuticals, Inc.1990-09-30Not applicableUs
MetronidazoleTablet250 mg/1OralStat Rx USA1990-09-30Not applicableUs
MetronidazoleGel7.5 mg/gVaginalA S Medication Solutions2006-10-312017-06-20Us
MetronidazoleTablet250 mg/1Oralbryant ranch prepack1990-09-30Not applicableUs
MetronidazoleTablet250 mg/1OralPd Rx Pharmaceuticals, Inc.2010-09-01Not applicableUs
MetronidazoleTablet500 mg/1OralNivagen Pharmaceuticals, Inc.2016-09-10Not applicableUs
MetronidazoleTablet500 mg/1OralProficient Rx LP1990-09-30Not applicableUs
MetronidazoleTablet250 mg/1OralNcs Health Care Of Ky, Inc Dba Vangard Labs1984-12-20Not applicableUs
MetronidazoleTablet500 mg/1OralPreferreed Pharmaceuticals Inc.2016-12-06Not applicableUs
MetronidazoleGel7.5 mg/gTopicalObagi Medical Products, Inc.2006-07-132015-12-29Us
MetronidazoleTablet500 mg/1OralNorthwind Pharmaceuticals2015-01-15Not applicableUs
MetronidazoleTablet500 mg/1OralZydus Pharmaceuticals Usa, Inc.2017-01-19Not applicableUs
MetronidazoleTablet500 mg/1OralRemedy Repack2014-12-052017-03-08Us
MetronidazoleTablet250 mg/1OralNucare Pharmaceuticals, Inc.2013-12-16Not applicableUs
MetronidazoleTablet500 mg/1OralCentral Texas Community Health Centers1990-09-30Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralRemedy Repack2016-12-13Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralDirectrx2017-02-14Not applicableUs
MetronidazoleTablet, film coated250 mg/1OralPd Rx Pharmaceuticals, Inc.2014-06-01Not applicableUs
MetronidazoleTablet250 mg/1OralPreferreed Pharmaceuticals Inc.2014-10-07Not applicableUs
MetronidazoleTablet500 mg/1OralLake Erie Medical Dba Quality Care Produts Llc2011-08-22Not applicableUs
MetronidazoleTablet, film coated250 mg/1OralNucare Pharmaceuticals, Inc.2014-06-01Not applicableUs
MetronidazoleTablet, film coated500 mg/1OralPreferred Pharmaceutiicals Inc.2017-03-22Not applicableUs
MetronidazoleTablet500 mg/1OralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
MetronidazoleInjection, solution500 mg/100mLIntravenousClaris Lifesciences, Inc.2008-11-20Not applicableUs
MetronidazoleTablet500 mg/1OralBlenheim Pharmacal, Inc.2013-12-20Not applicableUs
MetronidazoleGel10 mg/gTopicalTaro Pharmaceuticals U.S.A., Inc.2017-03-14Not applicableUs
MetronidazoleTablet250 mg/1OralRemedy Repack2012-09-102016-03-11Us
MetronidazoleTablet, film coated500 mg/1OralRemedy Repack2016-12-28Not applicableUs
MetronidazoleTablet500 mg/1OralSun Pharmaceutical Industries Limited1986-07-16Not applicableUs
MetronidazoleTablet250 mg/1OralLiberty Pharmaceuticals, Inc.1990-09-30Not applicableUs
MetronidazoleCream7.5 mg/gTopicalHarris Pharmaceutical, Inc.2008-03-13Not applicableUs
MetronidazoleTablet500 mg/1OralRemedy Repack2010-11-152016-10-13Us
MetronidazoleTablet250 mg/1OralRising Pharmaceuticals2016-02-22Not applicableUs
MetronidazoleTablet500 mg/1OralRemedy Repack2014-12-232017-03-09Us23155 0065 05 nlmimage10 30451838
MetronidazoleTablet, film coated500 mg/1OralRemedy Repack2016-08-122016-12-30Us
Metronidazole 250 mgTablet, film coated250 mg/1OralVivimed Labs Limited2016-03-24Not applicableUs
Metronidazole 250 mgTablet, film coated250 mg/1OralHeritage2016-06-13Not applicableUs
Metronidazole 500 mgTablet, film coated500 mg/1OralHeritage2016-06-13Not applicableUs
Metronidazole 500 mgTablet, film coated500 mg/1OralVivimed Labs Limited2016-03-24Not applicableUs
Metronidazole250 mg 250 mgTablet, film coated250 mg/1OralCambridge Therapeutics Technologies, Llc2016-06-13Not applicableUs
Metronidazole500 mg 500 mgTablet, film coated500 mg/1OralCambridge Therapeutics Technologies, Llc2016-06-13Not applicableUs
RosadanKitMedimetriks Pharmaceuticals2011-08-01Not applicableUs
RosadanCream7.5 mg/gTopicalMedimetriks Pharmaceuticals2011-08-30Not applicableUs
RosadanCream7.5 mg/gTopicalMedimetriks Pharmaceuticals2011-08-30Not applicableUs
RosadanGel7.5 mg/gTopicalMedimetriks Pharmaceuticals2012-04-15Not applicableUs
Approved Over the Counter Products
Not Available
Unapproved/Other Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
MetronidazoleTablet500 mg/1OralNorth Star Rx Llc2016-12-012017-08-29Us
MetronidazoleTablet250 mg/1OralNorth Star Rx Llc2016-12-012017-08-29Us
Rosaclear SystemKitOMP, INC.2012-12-29Not applicableUs
International/Other Brands
Acromona / Anabact (Cambridge Healthcare Supplies) / Arilin / Clont / Deflamon / Efloran / Elyzol / Entizol / Fossyol / Klion / Klont / Metrolyl / Metrotop / Nalox / Nidagel / Novonidazol / Orvagil / Protostat / Takimetol / Trichazole / Trichex / Trichopol / Tricowas B / Trikacide / Trikozol / Vagilen / Vagimid / Vertisal / Zadstat
Brand mixtures
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
FlagystatinSuppositoryVaginalAventis Pharma Ltd.1972-12-312004-07-30Canada
Flagystatin CreamCreamVaginalSanofi Aventis1976-12-31Not applicableCanada
Flagystatin Vaginal OvuleSuppositoryVaginalSanofi Aventis1979-12-31Not applicableCanada
PyleraCapsuleOralPhysicians Total Care, Inc.2010-08-18Not applicableUs
RosasolCreamTopicalGlaxosmithkline Inc2001-03-282014-03-03Canada
Categories
UNII
140QMO216E
CAS number
443-48-1
Weight
Average: 171.154
Monoisotopic: 171.064391169
Chemical Formula
C6H9N3O3
InChI Key
VAOCPAMSLUNLGC-UHFFFAOYSA-N
InChI
InChI=1S/C6H9N3O3/c1-5-7-4-6(9(11)12)8(5)2-3-10/h4,10H,2-3H2,1H3
IUPAC Name
2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethan-1-ol
SMILES
CC1=NC=C(N1CCO)[N+]([O-])=O

Pharmacology

Indication

For the treatment of anaerobic infections and mixed infections, surgical prophylaxis requiring anaerobic coverage, Clostridium difficile-associated diarrhea and colitis, Helicobacter pylori infection and duodenal ulcer disease, bacterial vaginosis, Giardia lamblia gastro-enteritis, amebiasis caused by Entamoeba histolytica, acne rosacea (topical treatment), and Trichomonas infections.

Structured Indications
Pharmacodynamics

Metronidazole, a synthetic antibacterial and antiprotozoal agent of the nitroimidazole class, is used against protozoa such as Trichomonas vaginalis, amebiasis, and giardiasis. Metronidazole is extremely effective against anaerobic bacterial infections and is also used to treat Crohn's disease, antibiotic-associated diarrhea, and rosacea.

Mechanism of action

Metronidazole is a prodrug. Unionized metronidazole is selective for anaerobic bacteria due to their ability to intracellularly reduce metronidazole to its active form. This reduced metronidazole then covalently binds to DNA, disrupt its helical structure, inhibiting bacterial nucleic acid synthesis and resulting in bacterial cell death.

TargetActionsOrganism
ADNA
binder
Human
AOxygen-insensitive NADPH nitroreductase
potentiator
Helicobacter pylori (strain ATCC 700392 / 26695)
UIron hydrogenase 1
inhibitor
Clostridium pasteurianum
ULanosterol 14-alpha demethylaseNot AvailableHuman
Absorption

Well absorbed (at least 80%) with peak plasma concentrations achieved in 1-3 hours following oral administration of therapeutic doses of immediate release formulation.

Volume of distribution
Not Available
Protein binding

Less than 20% bound to plasma proteins.

Metabolism

Hepatic metabolism by hydroxylation, oxidation, and glucuronidation.

Route of elimination
Not Available
Half life

6-8 hours

Clearance
Not Available
Toxicity

LD50=500 mg/kg/day (orally in rat). Adverse effects include reversible peripheral neuropathy with prolonged therapy, CNS toxicity, disulfiram effect with alcohol, dark red-brown urine, metallic taste, nausea, epigastric distress, dizziness, vertigo and paresthesias associated with high doses, and neutropenia (reversible and mild).

Affected organisms
  • Bacteria and protozoa
  • Helicobacter pylori
  • Peptoclostridium difficile
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AbirateroneThe metabolism of Metronidazole can be decreased when combined with Abiraterone.Approved
AcenocoumarolThe serum concentration of Acenocoumarol can be increased when it is combined with Metronidazole.Approved
AmiodaroneThe metabolism of Metronidazole can be decreased when combined with Amiodarone.Approved, Investigational
AmodiaquineThe serum concentration of Amodiaquine can be increased when it is combined with Metronidazole.Approved
AnagrelideMetronidazole may increase the QTc-prolonging activities of Anagrelide.Approved
AprepitantThe serum concentration of Metronidazole can be increased when it is combined with Aprepitant.Approved, Investigational
Arsenic trioxideMetronidazole may increase the QTc-prolonging activities of Arsenic trioxide.Approved, Investigational
ArtemetherMetronidazole may increase the QTc-prolonging activities of Artemether.Approved
AsenapineMetronidazole may increase the QTc-prolonging activities of Asenapine.Approved
AtazanavirThe metabolism of Metronidazole can be decreased when combined with Atazanavir.Approved, Investigational
AtomoxetineThe metabolism of Metronidazole can be decreased when combined with Atomoxetine.Approved
AzithromycinMetronidazole may increase the QTc-prolonging activities of Azithromycin.Approved
BedaquilineMetronidazole may increase the QTc-prolonging activities of Bedaquiline.Approved
BexaroteneThe serum concentration of Metronidazole can be decreased when it is combined with Bexarotene.Approved, Investigational
BoceprevirThe metabolism of Metronidazole can be decreased when combined with Boceprevir.Withdrawn
BortezomibThe metabolism of Metronidazole can be decreased when combined with Bortezomib.Approved, Investigational
BosentanThe serum concentration of Metronidazole can be decreased when it is combined with Bosentan.Approved, Investigational
BusulfanThe serum concentration of Busulfan can be increased when it is combined with Metronidazole.Approved, Investigational
CapecitabineThe metabolism of Metronidazole can be decreased when combined with Capecitabine.Approved, Investigational
CapecitabineThe serum concentration of the active metabolites of Capecitabine can be increased when Capecitabine is used in combination with Metronidazole.Approved, Investigational
CarbamazepineThe metabolism of Metronidazole can be increased when combined with Carbamazepine.Approved, Investigational
CarbocisteineThe risk or severity of adverse effects can be increased when Metronidazole is combined with Carbocisteine.Approved
CeritinibThe serum concentration of Metronidazole can be increased when it is combined with Ceritinib.Approved
ChloroquineMetronidazole may increase the QTc-prolonging activities of Chloroquine.Approved, Vet Approved
ChlorpromazineMetronidazole may increase the QTc-prolonging activities of Chlorpromazine.Approved, Vet Approved
CholecalciferolThe metabolism of Metronidazole can be decreased when combined with Cholecalciferol.Approved, Nutraceutical
CiprofloxacinMetronidazole may increase the QTc-prolonging activities of Ciprofloxacin.Approved, Investigational
CisaprideMetronidazole may increase the QTc-prolonging activities of Cisapride.Approved, Investigational, Withdrawn
CitalopramMetronidazole may increase the QTc-prolonging activities of Citalopram.Approved
ClarithromycinThe metabolism of Metronidazole can be decreased when combined with Clarithromycin.Approved
ClemastineThe metabolism of Metronidazole can be decreased when combined with Clemastine.Approved
ClotrimazoleThe metabolism of Metronidazole can be decreased when combined with Clotrimazole.Approved, Vet Approved
ClozapineMetronidazole may increase the QTc-prolonging activities of Clozapine.Approved
CobicistatThe metabolism of Metronidazole can be decreased when combined with Cobicistat.Approved
ConivaptanThe serum concentration of Metronidazole can be increased when it is combined with Conivaptan.Approved, Investigational
CrizotinibMetronidazole may increase the QTc-prolonging activities of Crizotinib.Approved
CyclosporineThe metabolism of Metronidazole can be decreased when combined with Cyclosporine.Approved, Investigational, Vet Approved
DabrafenibThe serum concentration of Metronidazole can be decreased when it is combined with Dabrafenib.Approved
DarunavirThe metabolism of Metronidazole can be decreased when combined with Darunavir.Approved
DasatinibThe serum concentration of Metronidazole can be increased when it is combined with Dasatinib.Approved, Investigational
DeferasiroxThe serum concentration of Metronidazole can be decreased when it is combined with Deferasirox.Approved, Investigational
DelavirdineThe metabolism of Metronidazole can be decreased when combined with Delavirdine.Approved
DexamethasoneThe serum concentration of Metronidazole can be decreased when it is combined with Dexamethasone.Approved, Investigational, Vet Approved
DicoumarolThe serum concentration of Dicoumarol can be increased when it is combined with Metronidazole.Approved
DihydroergotamineThe metabolism of Metronidazole can be decreased when combined with Dihydroergotamine.Approved
DiltiazemThe metabolism of Metronidazole can be decreased when combined with Diltiazem.Approved
DisopyramideMetronidazole may increase the QTc-prolonging activities of Disopyramide.Approved
DisulfiramThe risk or severity of adverse effects can be increased when Disulfiram is combined with Metronidazole.Approved
DofetilideMetronidazole may increase the QTc-prolonging activities of Dofetilide.Approved
DolasetronMetronidazole may increase the QTc-prolonging activities of Dolasetron.Approved
DomperidoneMetronidazole may increase the QTc-prolonging activities of Domperidone.Approved, Investigational, Vet Approved
DoxycyclineThe metabolism of Metronidazole can be decreased when combined with Doxycycline.Approved, Investigational, Vet Approved
DronedaroneMetronidazole may increase the QTc-prolonging activities of Dronedarone.Approved
DroperidolMetronidazole may increase the QTc-prolonging activities of Droperidol.Approved, Vet Approved
EfavirenzThe serum concentration of Metronidazole can be decreased when it is combined with Efavirenz.Approved, Investigational
EliglustatMetronidazole may increase the QTc-prolonging activities of Eliglustat.Approved
EnzalutamideThe serum concentration of Metronidazole can be decreased when it is combined with Enzalutamide.Approved
ErythromycinMetronidazole may increase the QTc-prolonging activities of Erythromycin.Approved, Vet Approved
EscitalopramMetronidazole may increase the QTc-prolonging activities of Escitalopram.Approved, Investigational
Eslicarbazepine acetateThe serum concentration of Metronidazole can be decreased when it is combined with Eslicarbazepine acetate.Approved
EthanolThe risk or severity of adverse effects can be increased when Metronidazole is combined with Ethanol.Approved
Ethyl biscoumacetateThe serum concentration of Ethyl biscoumacetate can be increased when it is combined with Metronidazole.Withdrawn
EtravirineThe serum concentration of Metronidazole can be decreased when it is combined with Etravirine.Approved
FlecainideMetronidazole may increase the QTc-prolonging activities of Flecainide.Approved, Withdrawn
FloxuridineThe metabolism of Metronidazole can be decreased when combined with Floxuridine.Approved
FluconazoleThe metabolism of Metronidazole can be decreased when combined with Fluconazole.Approved
FluindioneThe serum concentration of Fluindione can be increased when it is combined with Metronidazole.Investigational
FluorouracilThe metabolism of Metronidazole can be decreased when combined with Fluorouracil.Approved
FluorouracilThe serum concentration of Fluorouracil can be increased when it is combined with Metronidazole.Approved
FluoxetineMetronidazole may increase the QTc-prolonging activities of Fluoxetine.Approved, Vet Approved
FlupentixolMetronidazole may increase the QTc-prolonging activities of Flupentixol.Approved, Withdrawn
FluvastatinThe metabolism of Metronidazole can be decreased when combined with Fluvastatin.Approved
FluvoxamineThe metabolism of Metronidazole can be decreased when combined with Fluvoxamine.Approved, Investigational
FosamprenavirThe metabolism of Metronidazole can be decreased when combined with Fosamprenavir.Approved
FosaprepitantThe serum concentration of Metronidazole can be increased when it is combined with Fosaprepitant.Approved
FosphenytoinThe metabolism of Metronidazole can be increased when combined with Fosphenytoin.Approved
FosphenytoinThe serum concentration of Metronidazole can be decreased when it is combined with Fosphenytoin.Approved
Fusidic AcidThe serum concentration of Metronidazole can be increased when it is combined with Fusidic Acid.Approved
Gadobenic acidMetronidazole may increase the QTc-prolonging activities of Gadobenic acid.Approved
GemfibrozilThe metabolism of Metronidazole can be decreased when combined with Gemfibrozil.Approved
GemifloxacinMetronidazole may increase the QTc-prolonging activities of Gemifloxacin.Approved, Investigational
GoserelinMetronidazole may increase the QTc-prolonging activities of Goserelin.Approved
GranisetronMetronidazole may increase the QTc-prolonging activities of Granisetron.Approved, Investigational
HaloperidolMetronidazole may increase the QTc-prolonging activities of Haloperidol.Approved
IbutilideMetronidazole may increase the QTc-prolonging activities of Ibutilide.Approved
IdelalisibThe serum concentration of Metronidazole can be increased when it is combined with Idelalisib.Approved
IloperidoneMetronidazole may increase the QTc-prolonging activities of Iloperidone.Approved
ImatinibThe metabolism of Metronidazole can be decreased when combined with Imatinib.Approved
IndinavirThe metabolism of Metronidazole can be decreased when combined with Indinavir.Approved
IrbesartanThe metabolism of Metronidazole can be decreased when combined with Irbesartan.Approved, Investigational
IsavuconazoniumThe metabolism of Metronidazole can be decreased when combined with Isavuconazonium.Approved, Investigational
IsradipineThe metabolism of Metronidazole can be decreased when combined with Isradipine.Approved
ItraconazoleThe metabolism of Metronidazole can be decreased when combined with Itraconazole.Approved, Investigational
IvacaftorThe serum concentration of Metronidazole can be increased when it is combined with Ivacaftor.Approved
KetoconazoleThe metabolism of Metronidazole can be decreased when combined with Ketoconazole.Approved, Investigational
LeflunomideThe metabolism of Metronidazole can be decreased when combined with Leflunomide.Approved, Investigational
LenvatinibMetronidazole may increase the QTc-prolonging activities of Lenvatinib.Approved
LeuprolideMetronidazole may increase the QTc-prolonging activities of Leuprolide.Approved, Investigational
LevofloxacinMetronidazole may increase the QTc-prolonging activities of Levofloxacin.Approved, Investigational
LopinavirThe metabolism of Metronidazole can be decreased when combined with Lopinavir.Approved
LopinavirThe risk or severity of adverse effects can be increased when Metronidazole is combined with Lopinavir.Approved
LosartanThe metabolism of Metronidazole can be decreased when combined with Losartan.Approved
LovastatinThe metabolism of Metronidazole can be decreased when combined with Lovastatin.Approved, Investigational
LuliconazoleThe serum concentration of Metronidazole can be increased when it is combined with Luliconazole.Approved
LumacaftorThe serum concentration of Metronidazole can be decreased when it is combined with Lumacaftor.Approved
LumefantrineMetronidazole may increase the QTc-prolonging activities of Lumefantrine.Approved
MebendazoleThe risk or severity of adverse effects can be increased when Mebendazole is combined with Metronidazole.Approved, Vet Approved
MethadoneMetronidazole may increase the QTc-prolonging activities of Methadone.Approved
MifepristoneThe serum concentration of Metronidazole can be increased when it is combined with Mifepristone.Approved, Investigational
MitotaneThe serum concentration of Metronidazole can be decreased when it is combined with Mitotane.Approved
ModafinilThe serum concentration of Metronidazole can be decreased when it is combined with Modafinil.Approved, Investigational
MoxifloxacinMetronidazole may increase the QTc-prolonging activities of Moxifloxacin.Approved, Investigational
Mycophenolic acidThe serum concentration of Mycophenolic acid can be decreased when it is combined with Metronidazole.Approved
NafcillinThe serum concentration of Metronidazole can be decreased when it is combined with Nafcillin.Approved
NefazodoneThe metabolism of Metronidazole can be decreased when combined with Nefazodone.Approved, Withdrawn
NelfinavirThe metabolism of Metronidazole can be decreased when combined with Nelfinavir.Approved
NetupitantThe serum concentration of Metronidazole can be increased when it is combined with Netupitant.Approved
NevirapineThe metabolism of Metronidazole can be increased when combined with Nevirapine.Approved
NicardipineThe metabolism of Metronidazole can be decreased when combined with Nicardipine.Approved
NilotinibMetronidazole may increase the QTc-prolonging activities of Nilotinib.Approved, Investigational
OfloxacinMetronidazole may increase the QTc-prolonging activities of Ofloxacin.Approved
OlaparibThe metabolism of Metronidazole can be decreased when combined with Olaparib.Approved
OmeprazoleThe metabolism of Metronidazole can be decreased when combined with Omeprazole.Approved, Investigational, Vet Approved
OndansetronMetronidazole may increase the QTc-prolonging activities of Ondansetron.Approved
OsimertinibThe serum concentration of Metronidazole can be increased when it is combined with Osimertinib.Approved
PalbociclibThe serum concentration of Metronidazole can be increased when it is combined with Palbociclib.Approved
PaliperidoneMetronidazole may increase the QTc-prolonging activities of Paliperidone.Approved
PanobinostatMetronidazole may increase the QTc-prolonging activities of Panobinostat.Approved, Investigational
PazopanibMetronidazole may increase the QTc-prolonging activities of Pazopanib.Approved
PentamidineMetronidazole may increase the QTc-prolonging activities of Pentamidine.Approved
PentobarbitalThe metabolism of Metronidazole can be increased when combined with Pentobarbital.Approved, Vet Approved
PerflutrenMetronidazole may increase the QTc-prolonging activities of Perflutren.Approved
PhenindioneThe serum concentration of Phenindione can be increased when it is combined with Metronidazole.Approved
PhenobarbitalThe metabolism of Metronidazole can be increased when combined with Phenobarbital.Approved
PhenobarbitalThe serum concentration of Metronidazole can be decreased when it is combined with Phenobarbital.Approved
PhenprocoumonThe serum concentration of Phenprocoumon can be increased when it is combined with Metronidazole.Approved
PhenytoinThe metabolism of Metronidazole can be increased when combined with Phenytoin.Approved, Vet Approved
PhenytoinThe serum concentration of Metronidazole can be decreased when it is combined with Phenytoin.Approved, Vet Approved
PimozideMetronidazole may increase the QTc-prolonging activities of Pimozide.Approved
PosaconazoleThe metabolism of Metronidazole can be decreased when combined with Posaconazole.Approved, Investigational, Vet Approved
PrimaquineMetronidazole may increase the QTc-prolonging activities of Primaquine.Approved
PrimidoneThe metabolism of Metronidazole can be increased when combined with Primidone.Approved, Vet Approved
PrimidoneThe serum concentration of Metronidazole can be decreased when it is combined with Primidone.Approved, Vet Approved
ProcainamideMetronidazole may increase the QTc-prolonging activities of Procainamide.Approved
PromazineMetronidazole may increase the QTc-prolonging activities of Promazine.Approved, Vet Approved
PropafenoneMetronidazole may increase the QTc-prolonging activities of Propafenone.Approved
PyrimethamineThe metabolism of Metronidazole can be decreased when combined with Pyrimethamine.Approved, Vet Approved
QuetiapineMetronidazole may increase the QTc-prolonging activities of Quetiapine.Approved
QuinidineMetronidazole may increase the QTc-prolonging activities of Quinidine.Approved
QuinineMetronidazole may increase the QTc-prolonging activities of Quinine.Approved
RanolazineThe metabolism of Metronidazole can be decreased when combined with Ranolazine.Approved, Investigational
RifabutinThe metabolism of Metronidazole can be increased when combined with Rifabutin.Approved
RifampicinThe metabolism of Metronidazole can be increased when combined with Rifampicin.Approved
RifapentineThe metabolism of Metronidazole can be increased when combined with Rifapentine.Approved
RitonavirThe risk or severity of adverse effects can be increased when Ritonavir is combined with Metronidazole.Approved, Investigational
RitonavirThe metabolism of Metronidazole can be decreased when combined with Ritonavir.Approved, Investigational
SaquinavirThe metabolism of Metronidazole can be decreased when combined with Saquinavir.Approved, Investigational
SecobarbitalThe metabolism of Metronidazole can be increased when combined with Secobarbital.Approved, Vet Approved
SildenafilThe metabolism of Metronidazole can be decreased when combined with Sildenafil.Approved, Investigational
SiltuximabThe serum concentration of Metronidazole can be decreased when it is combined with Siltuximab.Approved
SimeprevirThe serum concentration of Metronidazole can be increased when it is combined with Simeprevir.Approved
SorafenibThe metabolism of Metronidazole can be decreased when combined with Sorafenib.Approved, Investigational
SotalolMetronidazole may increase the QTc-prolonging activities of Sotalol.Approved
St. John's WortThe serum concentration of Metronidazole can be decreased when it is combined with St. John's Wort.Nutraceutical
StiripentolThe serum concentration of Metronidazole can be increased when it is combined with Stiripentol.Approved
SulfadiazineThe metabolism of Metronidazole can be decreased when combined with Sulfadiazine.Approved, Vet Approved
SulfamethoxazoleThe metabolism of Metronidazole can be decreased when combined with Sulfamethoxazole.Approved
SulfisoxazoleThe metabolism of Metronidazole can be decreased when combined with Sulfisoxazole.Approved, Vet Approved
TegafurThe serum concentration of the active metabolites of Tegafur can be increased when Tegafur is used in combination with Metronidazole.Approved
TelaprevirThe metabolism of Metronidazole can be decreased when combined with Telaprevir.Withdrawn
TelavancinMetronidazole may increase the QTc-prolonging activities of Telavancin.Approved
TelithromycinThe metabolism of Metronidazole can be decreased when combined with Telithromycin.Approved
TetrabenazineMetronidazole may increase the QTc-prolonging activities of Tetrabenazine.Approved
ThioridazineMetronidazole may increase the QTc-prolonging activities of Thioridazine.Withdrawn
TicagrelorThe metabolism of Metronidazole can be decreased when combined with Ticagrelor.Approved
TiclopidineThe metabolism of Metronidazole can be decreased when combined with Ticlopidine.Approved
TipranavirThe risk or severity of adverse effects can be increased when Metronidazole is combined with Tipranavir.Approved, Investigational
TocilizumabThe serum concentration of Metronidazole can be decreased when it is combined with Tocilizumab.Approved
TolbutamideThe metabolism of Metronidazole can be decreased when combined with Tolbutamide.Approved
ToremifeneMetronidazole may increase the QTc-prolonging activities of Toremifene.Approved, Investigational
TrimethoprimThe metabolism of Metronidazole can be decreased when combined with Trimethoprim.Approved, Vet Approved
Valproic AcidThe metabolism of Metronidazole can be decreased when combined with Valproic Acid.Approved, Investigational
ValsartanThe metabolism of Metronidazole can be decreased when combined with Valsartan.Approved, Investigational
VandetanibMetronidazole may increase the QTc-prolonging activities of Vandetanib.Approved
VemurafenibMetronidazole may increase the QTc-prolonging activities of Vemurafenib.Approved
VenlafaxineThe metabolism of Metronidazole can be decreased when combined with Venlafaxine.Approved
VerapamilThe metabolism of Metronidazole can be decreased when combined with Verapamil.Approved
VoriconazoleThe metabolism of Metronidazole can be decreased when combined with Voriconazole.Approved, Investigational
WarfarinThe serum concentration of Warfarin can be increased when it is combined with Metronidazole.Approved
ZafirlukastThe metabolism of Metronidazole can be decreased when combined with Zafirlukast.Approved, Investigational
ZiprasidoneMetronidazole may increase the QTc-prolonging activities of Ziprasidone.Approved
ZuclopenthixolMetronidazole may increase the QTc-prolonging activities of Zuclopenthixol.Approved, Investigational
Food Interactions
  • Avoid alcohol.
  • Take with food to reduce irritation.

References

Synthesis Reference
US2944061
General References
  1. Shennan A, Crawshaw S, Briley A, Hawken J, Seed P, Jones G, Poston L: A randomised controlled trial of metronidazole for the prevention of preterm birth in women positive for cervicovaginal fetal fibronectin: the PREMET Study. BJOG. 2006 Jan;113(1):65-74. [PubMed:16398774 ]
  2. Lamont RF: Can antibiotics prevent preterm birth--the pro and con debate. BJOG. 2005 Mar;112 Suppl 1:67-73. [PubMed:15715599 ]
  3. Williams CS, Woodcock KR: Do ethanol and metronidazole interact to produce a disulfiram-like reaction? Ann Pharmacother. 2000 Feb;34(2):255-7. [PubMed:10676835 ]
  4. Visapaa JP, Tillonen JS, Kaihovaara PS, Salaspuro MP: Lack of disulfiram-like reaction with metronidazole and ethanol. Ann Pharmacother. 2002 Jun;36(6):971-4. [PubMed:12022894 ]
External Links
Human Metabolome Database
HMDB15052
KEGG Drug
D00409
KEGG Compound
C07203
PubChem Compound
4173
PubChem Substance
46508911
ChemSpider
4029
BindingDB
50375309
ChEBI
6909
ChEMBL
CHEMBL137
Therapeutic Targets Database
DAP000534
PharmGKB
PA450484
HET
2MN
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Metronidazole
ATC Codes
P01AB01 — MetronidazoleA02BD08 — Bismuth subcitrate, tetracycline and metronidazoleG01AF01 — MetronidazoleA02BD01 — Omeprazole, amoxicillin and metronidazoleD06BX01 — MetronidazoleA02BD03 — Lansoprazole, amoxicillin and metronidazoleA01AB17 — MetronidazoleA02BD11 — Pantoprazole, amoxicillin, clarithromycin and metronidazoleP01AB51 — Metronidazole, combinationsA02BD02 — Lansoprazole, tetracycline and metronidazoleJ01RA10 — Ciprofloxacin and metronidazoleJ01XD01 — MetronidazoleJ01RA04 — Spiramycin and metronidazoleJ01RA03 — Cefuroxime and metronidazole
AHFS Codes
  • 08:30.92
  • 84:04.04
  • 84:04.92
PDB Entries
Not Available
FDA label
Download (115 KB)
MSDS
Download (73.9 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
0Active Not RecruitingTreatmentAcute Uncomplicated Appendicitis1
0CompletedTreatmentVaginal Inflammation1
0Enrolling by InvitationBasic ScienceDietary Modifications / Nutrition1
0RecruitingSupportive CareDiverticulitis / Inflammatory Bowel Diseases (IBD) / Neoplasms, Colorectal / Surgical Site Infections1
0RecruitingTreatmentOsteomyelitis1
0SuspendedTreatmentBacterial Vaginosis (BV)1
0Unknown StatusDiagnosticBacterial Vaginosis (BV)1
1CompletedNot AvailableBrain Injury / Infections, Bacterial1
1CompletedNot AvailableHealthy Volunteers2
1CompletedNot AvailableInfection NOS1
1CompletedNot AvailableTo Determine the Bioequivalence Study Under Fasting1
1CompletedNot AvailableTo Determine the Bioequivalence Study Under Fed1
1CompletedBasic ScienceBacterial Vaginosis (BV) / Human Immunodeficiency Virus (HIV) Infections1
1CompletedBasic ScienceHealthy Volunteers1
1CompletedBasic SciencePerianal Crohns'1
1CompletedTreatmentInfection NOS1
1CompletedTreatmentInfections, Bacterial1
1CompletedTreatmentNecrotizing Enterocolitis / Serious Systemic Infections1
1CompletedTreatmentPrimary Sclerosing Cholangitis (PSC)1
1CompletedTreatmentRosaceas1
1Not Yet RecruitingTreatmentSurgical Site Infection Rate in Obese Women Who Have Labored Undergoing Cesarean Section1
1, 2CompletedNot AvailableBacterial Vaginosis (BV)1
1, 2CompletedTreatmentCentral Serous Chorioretinopathy (CSC)1
1, 2TerminatedTreatmentBacterial Vaginosis (BV)1
2Active Not RecruitingTreatmentChronic Lymphocytic Leukaemia (CLL)1
2Active Not RecruitingTreatmentMalnutrition1
2CompletedTreatmentAppendicitis1
2CompletedTreatmentBacterial Vaginosis (BV) / Vaginal Infections1
2CompletedTreatmentChronic Periodontitis1
2CompletedTreatmentClostridium Difficile1
2CompletedTreatmentClostridium Difficile Associated Diarrhea1
2CompletedTreatmentComplicated Intra-Abdominal Infections2
2CompletedTreatmentComplicated Intra-Abdominal Infections / Complicated Intra-Abdominal Infections (cIAIs)1
2CompletedTreatmentErythemato-telangiectatic Rosacea1
2CompletedTreatmentMalignant Lymphomas2
2CompletedTreatmentMulti-Drug Resistant Tuberculosis / Tuberculosis1
2CompletedTreatmentPelvic Inflammatory Disease (PID)1
2CompletedTreatmentPeriodontal Diseases / Periodontitis2
2CompletedTreatmentTrichomonas Vaginitis1
2Not Yet RecruitingPreventionLeak, Anastomotic / Rectal Carcinoma1
2Not Yet RecruitingTreatmentAcute Appendicitis1
2Not Yet RecruitingTreatmentComplicated Intra-Abdominal Infections1
2RecruitingPreventionBacterial Vaginosis (BV)1
2RecruitingTreatmentClostridium Difficile1
2RecruitingTreatmentComplicated Intra-Abdominal Infections (cIAIs) / Complicated Intra-Abdominal Infections, cIAIs1
2RecruitingTreatmentGastric Diffuse Large B-cell Lymphoma1
2RecruitingTreatmentOsteomyelitis1
2RecruitingTreatmentUlcerative Colitis (UC)1
2TerminatedTreatmentCrohn's Disease (CD)1
2Unknown StatusTreatmentHepatic Encephalopathy1
2, 3CompletedTreatmentAggressive Periodontitis1
2, 3CompletedTreatmentAggressive Periodontitis, Generalized1
2, 3CompletedTreatmentBacterial Vaginosis (BV)1
2, 3CompletedTreatmentChronic Functional Diarrhea1
2, 3CompletedTreatmentComplicated Intra Abdominal Infections1
2, 3CompletedTreatmentHemorrhoidectomy1
2, 3Not Yet RecruitingPreventionSurgical Site Infections / Venous Thromboembolism1
2, 3Not Yet RecruitingTreatmentClostridium Difficile Infection (CDI)1
2, 3RecruitingTreatmentClostridium Difficile1
2, 3RecruitingTreatmentCrohn's Disease (CD)1
2, 3Unknown StatusTreatmentBacterial Vaginosis (BV)1
2, 3Unknown StatusTreatmentBacterial Vaginosis (BV) / Diarrhea / Human Immunodeficiency Virus (HIV) Infections1
2, 3Unknown StatusTreatmentDuodenal Ulcer / Gastric Ulcer (GU) / Gastritis / Helicobacter Infections1
3Active Not RecruitingPreventionBacterial Vaginosis (BV)2
3CompletedPreventionAcute Appendicitis / Perforated Gastroduodenal Ulcer / Small intestinal obstruction1
3CompletedPreventionHuman Immunodeficiency Virus (HIV) Infections1
3CompletedPreventionInfection NOS / Surgical Site Infections1
3CompletedPreventionNeoplasms, Colorectal1
3CompletedSupportive CareNeoplasms / Wounds and Injuries1
3CompletedTreatmentAnal Incontinence1
3CompletedTreatmentAntibiotic-Associated Diarrhea / Clostridium Enterocolitis / Pseudomembranous Colitis / Pseudomembranous Enteritis / Pseudomembranous Enterocolitis1
3CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)1
3CompletedTreatmentBacterial Vaginosis (BV)1
3CompletedTreatmentBacterial Vaginosis (BV) / Trichomonas Vaginitis / Urogenital Diseases1
3CompletedTreatmentComplicated Intra-Abdominal Infections4
3CompletedTreatmentComplicated Intra-Abdominal Infections / Complicated Urinary Tract Infections1
3CompletedTreatmentComplicated Intra-Abdominal Infections / Intra-Abdominal Infections1
3CompletedTreatmentCrohn's Disease (CD)1
3CompletedTreatmentErythematotelangiectatic Rosacea / Papulopustular Rosacea1
3CompletedTreatmentHelicobacter Infections1
3CompletedTreatmentHemorrhoids1
3CompletedTreatmentIntra-Abdominal Infections2
3CompletedTreatmentPapulopustular Rosacea1
3CompletedTreatmentPelvic Inflammatory Disease (PID)1
3CompletedTreatmentVaginal Infections1
3Not Yet RecruitingTreatmentAntibiotic Resistance / Antibiotic Toxicity / Malnutrition Severe1
3Not Yet RecruitingTreatmentDuodenal Ulcer1
3RecruitingNot AvailableRenal Stones1
3RecruitingPreventionRecurrent Bacterial Vaginosis1
3RecruitingTreatmentGingival Inflammation1
3RecruitingTreatmentHelicobacter-associated Gastritis1
3RecruitingTreatmentVaginal Infections1
3Unknown StatusTreatmentBacterial Vaginosis (BV) / Fungal Vaginal Infections1
3Unknown StatusTreatmentMalignant Lymphomas / Non-Hodgkin's Lymphoma (NHL)1
3Unknown StatusTreatmentPost Gastrectomy State1
3WithdrawnTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)1
3WithdrawnTreatmentSexual Active Women / Vaginal Discharge1
4Active Not RecruitingTreatmentBlastocystis Hominis Infections1
4CompletedNot AvailablePerforated Appendicitis1
4CompletedPreventionInfection Prophylaxis in Colo Rectal Surgery1
4CompletedSupportive CareAggressive Periodontitis / Generalized Aggressive Periodontitis1
4CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)4
4CompletedTreatmentBacterial Vaginosis (BV)4
4CompletedTreatmentChronic Periodontitis / Smoking1
4CompletedTreatmentComplicated Appendicitis1
4CompletedTreatmentComplicated Intra-Abdominal Infections1
4CompletedTreatmentCrohn's Disease (CD)1
4CompletedTreatmentCure Rate of Helicobacter Pylori Infection1
4CompletedTreatmentDientamoebiasis1
4CompletedTreatmentFunctional Dyspepsia / Scarred Peptic Ulcer1
4CompletedTreatmentHelicobacter Infection1
4CompletedTreatmentHelicobacter Infections2
4CompletedTreatmentHelicobacter Pylori Treatment Failure1
4CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections / Trichomonas Infections1
4CompletedTreatmentIndigestion / Peptic Ulcers1
4CompletedTreatmentIrritable Bowel Syndrome (IBS)1
4CompletedTreatmentPapulopustular Rosacea1
4CompletedTreatmentPelvic Inflammatory Disease (PID)1
4CompletedTreatmentPeptic Ulcers1
4CompletedTreatmentPeri-Implantitis and Peri-implant Mucositis1
4CompletedTreatmentPeriodontal Pocket1
4CompletedTreatmentPeriodontitis1
4CompletedTreatmentRosaceas2
4CompletedTreatmentSkin Manifestations2
4Enrolling by InvitationTreatmentSmall Intestinal Bacterial Overgrowth1
4Not Yet RecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)1
4Not Yet RecruitingTreatmentBacterial Vaginosis (BV) / Recurrences1
4RecruitingPreventionInfection, Postoperative Wound1
4RecruitingTreatmentAntimicrobial Susceptibility Testing / Bacterial Infection Due to Helicobacter Pylori (H. Pylori)1
4RecruitingTreatmentAsthma Bronchial1
4RecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)4
4RecruitingTreatmentBacterial Vaginosis (BV)2
4RecruitingTreatmentGiardiasis1
4RecruitingTreatmentUlcerative Colitis (UC)1
4TerminatedPreventionClostridium Difficile Diarrhea1
4TerminatedTreatmentAppendicitis1
4TerminatedTreatmentBacterial Vaginosis (BV)1
4TerminatedTreatmentSeptic Abortion1
4Unknown StatusTreatmentAdverse Effects / Digestive System Disorders1
4Unknown StatusTreatmentAmputation Wound / Wound Infections1
4Unknown StatusTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)2
4Unknown StatusTreatmentBacterial Vaginosis (BV)1
4Unknown StatusTreatmentCommunity Acquired Pneumonia (CAP)1
4Unknown StatusTreatmentEradication Rate for Helicobacter1
4Unknown StatusTreatmentEradication Rates of the Two Regimens1
4Unknown StatusTreatmentGastritis, Gastric Ulcer, and Duodenal Ulcer1
4Unknown StatusTreatmentH. Pylori Infection1
4Unknown StatusTreatmentHelicobacter Pylori1
4Unknown StatusTreatmentPancreatitis,Acute Necrotizing1
4WithdrawnTreatmentAppendicitis1
Not AvailableActive Not RecruitingTreatmentSimple Diverticular Disease1
Not AvailableCompletedNot AvailableAntibiotic-Associated Colitis / Clostridium Enterocolitis / Pseudomembranous Colitis1
Not AvailableCompletedNot AvailableBacterial Vaginosis (BV) / Trichomonal Vaginitis / Vaginal Candidiasis1
Not AvailableCompletedNot AvailableChronic Periodontitis1
Not AvailableCompletedNot AvailableRosaceas2
Not AvailableCompletedBasic ScienceEndotoxaemia1
Not AvailableCompletedBasic ScienceHealthy Volunteers / Sepsis1
Not AvailableCompletedDiagnosticIron Deficiency / Malabsorption1
Not AvailableCompletedOtherFlu caused by Influenza1
Not AvailableCompletedPreventionBacterial Vaginosis (BV) / Vaginal Discharge1
Not AvailableCompletedPreventionFirst Trimester Abortion1
Not AvailableCompletedSupportive CareBacterial Vaginosis (BV)1
Not AvailableCompletedTreatmentAppendicitis / Children1
Not AvailableCompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)4
Not AvailableCompletedTreatmentBacterial Vaginosis (BV)1
Not AvailableCompletedTreatmentPerforated Appendicitis1
Not AvailableCompletedTreatmentPeritonsillar Abscess1
Not AvailableCompletedTreatmentUlcerative Colitis (UC)1
Not AvailableEnrolling by InvitationOtherAcute Appendicitis1
Not AvailableEnrolling by InvitationTreatmentAcute Appendicitis1
Not AvailableEnrolling by InvitationTreatmentHelicobacter Infection1
Not AvailableNot Yet RecruitingPreventionAppendicitis1
Not AvailableRecruitingNot AvailableC. Difficile / Diarrhea / Enterocolitis1
Not AvailableRecruitingTreatmentAbnormal Vaginal Flora / Clindamycin Vs Metronidazole / High Risk Pregnancies for Preterm Labor1
Not AvailableRecruitingTreatmentAcute Appendicitis1
Not AvailableRecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)3
Not AvailableRecruitingTreatmentClostridium Difficile Infection (CDI)1
Not AvailableRecruitingTreatmentHelicobacter Infection1
Not AvailableRecruitingTreatmentHepatitis, Autoimmune / Overlap Syndrome / Primary Sclerosing Cholangitis (PSC)1
Not AvailableTerminatedPreventionLength of Pregnancy Prolongation in Hours1
Not AvailableTerminatedTreatmentAbortions spontaneous / Bacterial Vaginosis (BV) / Infertilities1
Not AvailableTerminatedTreatmentSeptic Abortion1
Not AvailableTerminatedTreatmentUlcerative Colitis (UC)1
Not AvailableUnknown StatusDiagnosticC. Difficile Infection1
Not AvailableUnknown StatusPreventionAppendicitis1
Not AvailableUnknown StatusPreventionSurgical Site Infection in Obese Women Undergoing C-section1
Not AvailableUnknown StatusTreatmentBMI >30 kg/m2 / Periodontal Diseases / Periodontitis1
Not AvailableUnknown StatusTreatmentBacterial Vaginosis (BV)1

Pharmacoeconomics

Manufacturers
  • Gd searle llc
  • Able laboratories inc
  • Alembic ltd
  • Par pharmaceutical inc
  • Galderma laboratories lp
  • Altana inc
  • G and w laboratories inc
  • Sanofi aventis us llc
  • Taro pharmaceutical industries ltd
  • Tolmar inc
  • Graceway pharmaceuticals llc
  • Teva pharmaceuticals usa
  • Baxter healthcare corp
  • B braun medical inc
  • Abbott laboratories pharmaceutical products div
  • Abraxis pharmaceutical products
  • Elkins sinn div ah robins co inc
  • International medication systems ltd
  • Watson laboratories inc
  • Claris lifesciences ltd
  • Hospira inc
  • Laboratorios aplicaciones farmaceuticas sa de cv
  • Halsey drug co inc
  • Ivax pharmaceuticals inc sub teva pharmaceuticals usa
  • Lnk international inc
  • Mutual pharmaceutical co inc
  • Pliva inc
  • Sandoz inc
  • Superpharm corp
  • Teva pharmaceuticals usa inc
  • World gen llc
  • Ortho mcneil pharmaceutical inc
  • Savage laboratories inc div altana inc
Packagers
Dosage forms
FormRouteStrength
SuppositoryVaginal500 mg
CreamVaginal10 %
CreamVaginal
SuppositoryVaginal
Tablet, extended releaseOral750 mg
CreamTopical.75 %
GelTopical10 mg/g
GelTopical0.75 %
GelTopical1 %
LotionTopical0.75 %
LotionTopical7.5 mg/mL
CapsuleOral375 mg/1
CapsuleOral500 mg
CreamTopical7.5 mg/g
GelTopical7.5 mg/g
GelVaginal7.5 mg/g
Injection, solutionIntravenous500 mg/100mL
LotionTopical7.5 mg/g
SolutionIntravenous500 mg/100mL
TabletOral250 mg/1
TabletOral500 mg/1
Tablet, film coatedOral500 mg/1
Tablet, film coated, extended releaseOral750 mg/1
Tablet, film coatedOral250 mg/1
LiquidIntravenous5 mg
SolutionIntravenous5 mg
GelVaginal0.75 %
CreamTopical1 %
CreamTopical10 mg/60g
CreamTopical10 mg/g
TabletOral250 mg
GelVaginal65 mg/5g
CapsuleOral
Kit
CreamTopical
Prices
Unit descriptionCostUnit
MetroLotion 0.75% Lotion 59ml Bottle292.66USD bottle
MetroCream 0.75% Cream 45 gm Tube281.09USD tube
Metrogel 1% Gel 60 gm Tube200.93USD tube
Metrogel 1% Kit Box200.93USD box
Metrogel 1% kit193.2USD kit
Noritate 1% Cream 60 gm Tube156.44USD tube
MetroNIDAZOLE 0.75% Lotion 59ml Bottle89.86USD bottle
MetroNIDAZOLE 0.75% Cream 45 gm Tube80.87USD tube
MetroNIDAZOLE 0.75% Gel 45 gm Tube74.0USD tube
MetroNIDAZOLE 0.75% Gel 70 gm Tube68.53USD tube
Flagyl ER 750 mg 24 Hour tablet13.2USD tablet
Flagyl er 750 mg tablet12.7USD tablet
MetroNIDAZOLE 750 mg 24 Hour tablet8.07USD tablet
Flagyl 500 mg tablet6.24USD tablet
Metrocream 0.75% cream5.99USD g
Danazol 200 mg capsule5.63USD capsule
Flagyl 375 mg capsule5.45USD capsule
Metrolotion topical 0.75%4.77USD ml
Metronidazole benz powder4.74USD g
Flagyl 250 mg tablet3.49USD tablet
Danazol 100 mg capsule2.98USD capsule
Noritate 1% cream2.51USD g
Danazol 50 mg capsule1.99USD capsule
Metronidazole powder1.65USD g
Metronidazole 0.75% cream1.34USD g
Metronidazole vaginal 0.75% gl0.94USD g
Metronidazole 500 mg tablet0.72USD tablet
Metrogel 0.75 % Gel0.69USD g
Metrogel 1 % Gel0.63USD g
Noritate 1 % Cream0.58USD g
Rosasol 1 % Cream0.57USD g
Metrocream 0.75 % Cream0.52USD g
Metrolotion 0.75 % Lotion0.52USD g
Metrogel-vaginal 0.75% gel0.51USD g
Vandazole vaginal 0.75% gel0.48USD g
Metronidazole 250 mg tablet0.44USD tablet
Flagyl 10 % Cream0.25USD g
Apo-Metronidazole 250 mg Tablet0.06USD tablet
Flagyl 5 mg/ml0.03USD ml
Metro iv 500 mg/100 ml0.03USD ml
Metronidazole 5 mg/ml0.03USD ml
Metronidazole 500 mg/100 ml0.03USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US5536743 No1993-07-162013-07-16Us
CA2470492 No2010-02-232022-11-07Canada
CA2161737 No1998-10-202015-10-30Canada
US6881726 No2002-02-212022-02-21Us
US7348317 No2002-02-212022-02-21Us
US7456207 No2004-09-222024-09-22Us
US6350468 No1998-12-142018-12-14Us
US8946276 No2012-06-282032-06-28Us
US8658678 No2008-06-272028-06-27Us
US9198858 No2012-06-282032-06-28Us
US8877792 No2008-02-022028-02-02Us
US7893097 No2008-02-192028-02-19Us

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)160.5 °CPhysProp
water solubility9500 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-0.02HANSCH,C ET AL. (1995)
logS-1.26ADME Research, USCD
Predicted Properties
PropertyValueSource
Water Solubility5.92 mg/mLALOGPS
logP-0.15ALOGPS
logP-0.46ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)15.44ChemAxon
pKa (Strongest Basic)3.09ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.87 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity41.22 m3·mol-1ChemAxon
Polarizability15.82 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9805
Blood Brain Barrier+0.9297
Caco-2 permeable-0.5365
P-glycoprotein substrateNon-substrate0.5141
P-glycoprotein inhibitor INon-inhibitor0.8954
P-glycoprotein inhibitor IINon-inhibitor0.8755
Renal organic cation transporterNon-inhibitor0.7762
CYP450 2C9 substrateNon-substrate0.7318
CYP450 2D6 substrateNon-substrate0.8815
CYP450 3A4 substrateNon-substrate0.6767
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.9242
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorNon-inhibitor0.9401
CYP450 3A4 inhibitorNon-inhibitor0.9242
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8483
Ames testAMES toxic0.9107
CarcinogenicityNon-carcinogens0.7471
BiodegradationNot ready biodegradable0.5941
Rat acute toxicity2.0422 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5
hERG inhibition (predictor II)Non-inhibitor0.8272
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )

Spectra

Mass Spec (NIST)
Download (9.68 KB)
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-004i-1900000000-659f2bbb83f8ef5a85d1
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-0900000000-50c7cfe79eb17c4440a8
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-00di-0900000000-b06d808767cc01c0d494
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-00fr-0900000000-e9c07cc448b8fb519022
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-0900000000-8ad03b44aa7557127e34
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-0900000000-ed7ba5c872a6309a31d4
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-2900000000-e0ead4b0eec72b9c44b6
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-5900000000-2da8a7b45537f9063220
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-00di-0900000000-24d94f1704e577b05eb7
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-00fr-0900000000-fbb1c4e8457cd3d799b9
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-0900000000-fd6166313a17f944f530
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-0900000000-5ebb32a580e1f5d00170
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-2900000000-811a6e7e45b7ea1a6184
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-5900000000-082e6de6c0fa3f382d84
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-004i-0900000000-baf9e195c01d875e77b5
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-0900000000-ec181c008a10dac8040b
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-004i-1900000000-2a218e19a8fadb9c66d6
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-003r-9500000000-ed02acd36b190c189cc9
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9000000000-71ea79659ccd75c64bef
Predicted LC-MS/MS Spectrum - 10V, PositivePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 20V, PositivePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 40V, PositivePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 10V, NegativePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 20V, NegativePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 40V, NegativePredicted LC-MS/MSNot Available
Mass Spectrum (Electron Ionization)MSsplash10-0ul0-9300000000-2268b08f47fed3f6d263
1H NMR Spectrum1D NMRNot applicable
13C NMR Spectrum1D NMRNot applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as nitroimidazoles. These are compounds containing an imidazole ring which bears a nitro group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Imidazoles
Direct Parent
Nitroimidazoles
Alternative Parents
Nitroaromatic compounds / 1,2,5-trisubstituted imidazoles / N-substituted imidazoles / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds / Azacyclic compounds / Alkanolamines / Primary alcohols / Organopnictogen compounds
show 3 more
Substituents
1,2,5-trisubstituted-imidazole / Nitroaromatic compound / Nitroimidazole / Trisubstituted imidazole / N-substituted imidazole / Heteroaromatic compound / Organic nitro compound / C-nitro compound / Alkanolamine / Azacycle
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
C-nitro compound, imidazoles, primary alcohol (CHEBI:6909 )

Targets

1. DNA
Kind
Nucleotide
Organism
Human
Pharmacological action
Yes
Actions
Binder
General Function:
Used for biological information storage.
Specific Function:
DNA contains the instructions needed for an organism to develop, survive and reproduce.
Molecular Weight:
2.15 x 1012 Da
References
  1. Salles JM, Salles MJ, Moraes LA, Silva MC: Invasive amebiasis: an update on diagnosis and management. Expert Rev Anti Infect Ther. 2007 Oct;5(5):893-901. [PubMed:17914922 ]
  2. Li AQ, Dai N, Yan J, Zhu YL: [Screening for metronidazole-resistance associated gene fragments of Helicobacter pylori by suppression subtractive hybridization]. Zhejiang Da Xue Xue Bao Yi Xue Ban. 2007 Sep;36(5):465-9. [PubMed:17924465 ]
  3. Edwards DI: Nitroimidazole drugs--action and resistance mechanisms. I. Mechanisms of action. J Antimicrob Chemother. 1993 Jan;31(1):9-20. [PubMed:8444678 ]
Kind
Protein
Organism
Helicobacter pylori (strain ATCC 700392 / 26695)
Pharmacological action
Yes
Actions
Potentiator
General Function
Oxidoreductase activity
Specific Function
Reduction of a variety of nitroaromatic compounds using NADPH as source of reducing equivalents; two electrons are transferred (By similarity). Capable of reducing metronidazole; inactive RdxA rend...
Gene Name
rdxA
Uniprot ID
O25608
Uniprot Name
Oxygen-insensitive NADPH nitroreductase
Molecular Weight
24067.775 Da
References
  1. Sisson G, Jeong JY, Goodwin A, Bryden L, Rossler N, Lim-Morrison S, Raudonikiene A, Berg DE, Hoffman PS: Metronidazole activation is mutagenic and causes DNA fragmentation in Helicobacter pylori and in Escherichia coli containing a cloned H. pylori RdxA(+) (Nitroreductase) gene. J Bacteriol. 2000 Sep;182(18):5091-6. [PubMed:10960092 ]
  2. Chisholm SA, Owen RJ: Mutations in Helicobacter pylori rdxA gene sequences may not contribute to metronidazole resistance. J Antimicrob Chemother. 2003 Apr;51(4):995-9. Epub 2003 Mar 13. [PubMed:12654749 ]
  3. Debets-Ossenkopp YJ, Pot RG, van Westerloo DJ, Goodwin A, Vandenbroucke-Grauls CM, Berg DE, Hoffman PS, Kusters JG: Insertion of mini-IS605 and deletion of adjacent sequences in the nitroreductase (rdxA) gene cause metronidazole resistance in Helicobacter pylori NCTC11637. Antimicrob Agents Chemother. 1999 Nov;43(11):2657-62. [PubMed:10543743 ]
  4. Pisharath H, Parsons MJ: Nitroreductase-mediated cell ablation in transgenic zebrafish embryos. Methods Mol Biol. 2009;546:133-43. doi: 10.1007/978-1-60327-977-2_9. [PubMed:19378102 ]
  5. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Clostridium pasteurianum
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Iron ion binding
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
P29166
Uniprot Name
Iron hydrogenase 1
Molecular Weight
63827.595 Da
References
  1. Kutty R, Bennett GN: Studies on inhibition of transformation of 2,4,6-trinitrotoluene catalyzed by Fe-only hydrogenase from Clostridium acetobutylicum. J Ind Microbiol Biotechnol. 2006 May;33(5):368-76. Epub 2006 Jan 28. [PubMed:16550436 ]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Sterol 14-demethylase activity
Specific Function
Catalyzes C14-demethylation of lanosterol; it transforms lanosterol into 4,4'-dimethyl cholesta-8,14,24-triene-3-beta-ol.
Gene Name
CYP51A1
Uniprot ID
Q16850
Uniprot Name
Lanosterol 14-alpha demethylase
Molecular Weight
56805.26 Da
References
  1. Ekins S, Mankowski DC, Hoover DJ, Lawton MP, Treadway JL, Harwood HJ Jr: Three-dimensional quantitative structure-activity relationship analysis of human CYP51 inhibitors. Drug Metab Dispos. 2007 Mar;35(3):493-500. Epub 2006 Dec 28. [PubMed:17194716 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
Inhibitor
General Function
Steroid hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP2C9
Uniprot ID
P11712
Uniprot Name
Cytochrome P450 2C9
Molecular Weight
55627.365 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 ]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
Inhibitor
General Function
Vitamin d3 25-hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
Gene Name
CYP3A4
Uniprot ID
P08684
Uniprot Name
Cytochrome P450 3A4
Molecular Weight
57342.67 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 ]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Steroid hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP2C8
Uniprot ID
P10632
Uniprot Name
Cytochrome P450 2C8
Molecular Weight
55824.275 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 ]
Drug created on June 13, 2005 07:24 / Updated on September 01, 2017 10:33