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Identification
NameMetronidazole
Accession NumberDB00916  (APRD00631)
TypeSmall Molecule
GroupsApproved
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
SynonymLanguageCode
1-(2-hydroxy-1-ethyl)-2-methyl-5-nitroimidazoleNot AvailableNot Available
1-(2-hydroxyethyl)-2-methyl-5-nitroimidazoleNot AvailableNot Available
1-(beta-Ethylol)-2-methyl-5-nitro-3-azapyrroleNot AvailableNot Available
1-(beta-Hydroxyethyl)-2-methyl-5-nitroimidazoleNot AvailableNot Available
1-(beta-Oxyethyl)-2-methyl-5-nitroimidazoleNot AvailableNot Available
1-(β-ethylol)-2-methyl-5-nitro-3-azapyrroleNot AvailableNot Available
1-(β-hydroxyethyl)-2-methyl-5-nitroimidazoleNot AvailableNot Available
1-(β-oxyethyl)-2-methyl-5-nitroimidazoleNot AvailableNot Available
2-methyl-1-(2-hydroxyethyl)-5-nitroimidazoleNot AvailableNot Available
2-methyl-3-(2-hydroxyethyl)-4-nitroimidazoleNot AvailableNot Available
2-methyl-5-nitroimidazole-1-ethanolNot AvailableNot Available
MetronidazolNot AvailableNot Available
MetronidazolumNot AvailableNot Available
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Flagyltablet, film coated500 mgoralG.D. Searle LLC Division of Pfizer Inc1963-07-18Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Flagyltablet, film coated250 mgoralG.D. Searle LLC Division of Pfizer Inc1963-07-18Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Flagylcapsule375 mgoralG.D. Searle LLC Division of Pfizer Inc1995-05-03Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Flagyl Ertablet, film coated, extended release750 mgoralG.D. Searle LLC Division of Pfizer Inc1997-11-26Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Noritatecream10 mg/60gtopicalValeant Pharmaceuticals North America LLC2013-08-09Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Vandazolegel7.5 mg/gvaginalUpsher Smith Laboratories, Inc.2005-10-04Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolesolution500 mg/100mLintravenousB. Braun Medical Inc.1983-09-29Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metrogelgel10 mg/gtopicalGalderma Laboratories, L.P.2005-06-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metrocreamcream7.5 mg/gtopicalGalderma Laboratories, L.P.1995-09-20Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metrolotionlotion7.5 mg/gtopicalGalderma Laboratories, L.P.1998-11-24Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoleinjection, solution500 mg/100mLintravenousBaxter Healthcare Corporation1981-12-24Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoleinjection, solution500 mg/100mLintravenousHospira, Inc.1983-11-18Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolelotion7.5 mg/mLtopicalActavis Mid Atlantic LLC,2009-05-28Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralApace Packaging2009-12-06Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gvaginalAidarex Pharmaceuticals LLC2007-03-31Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2012-07-10Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2012-03-16Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel10 mg/gtopicalTaro Pharmaceuticals U.S.A., Inc.2005-06-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralPhysicians Total Care, Inc.1996-10-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralPhysicians Total Care, Inc.1995-04-24Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metrogelgel7.5 mg/gvaginalPhysicians Total Care, Inc.1994-12-19Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Noritatecream10 mg/gtopicalPhysicians Total Care, Inc.2005-09-29Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metrogelgel10 mg/gtopicalPhysicians Total Care, Inc.2006-07-28Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gvaginalPhysicians Total Care, Inc.2012-06-04Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolesolution500 mg/100mLintravenousCardinal Health1983-09-29Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gvaginalPrasco Laboratories2007-03-31Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolecream7.5 mg/gtopicalPrasco Laboratories2009-06-18Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolelotion7.5 mg/gtopicalPrasco Laboratories2009-05-28Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazole Topical Gelgel7.5 mg/gtopicalPrasco Laboratories2014-03-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gvaginalPreferred Pharmaceuticals, Inc2012-02-14Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazole Topical Gelgel7.5 mg/gtopicalOwen Laboratories2014-03-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolecream7.5 mg/gtopicalOwen Laboratories2009-06-18Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metrogel-vaginalgel7.5 mg/gvaginalMedicis Pharmaceutical Corp2011-11-28Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Flagylcapsule500 mgoralSanofi Aventis Canada IncNot AvailableNot AvailableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Metrolotionlotion0.75 %topicalGalderma Canada IncNot AvailableNot AvailableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Noritatecream1 %topicalValeant Canada Lp Valeant Canada S.E.C.Not AvailableNot AvailableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Metronidazoleinjection, solution500 mg/100mLintravenousPfizer Labs, Division of Pfizer Inc2008-11-20Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gtopicalGlobal Pharmaceuticals, Division of Impax Laboratories Inc.2006-07-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoleinjection, solution500 mg/100mLintravenousWest ward Pharmaceutical Corp2009-08-04Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gtopicalE. Fougera & Co. a division of Fougera Pharmaceuticals Inc.2006-06-06Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolecream7.5 mg/gtopicalE.FOUGERA & CO. A division of Fougera Pharmaceuticals Inc.2004-05-28Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolelotion7.5 mg/mLtopicalE. Fougera & Co. a division of Fougera Pharmaceuticals Inc.2006-05-24Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralKAISER FOUNDATION HOSPITALS2003-12-31Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralLiberty Pharmaceuticals, Inc.1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralLiberty Pharmaceuticals, Inc.1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralActavis Pharma, Inc.2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralActavis Pharma, Inc.2011-08-222016-08-31Us 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralActavis Pharma, Inc.2014-11-24Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralNcs Health Care Of Ky, Inc Dba Vangard Labs1984-12-20Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralNcs Health Care Of Ky, Inc Dba Vangard Labs1984-12-20Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralNcs Health Care Of Ky, Inc Dba Vangard Labs2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolecream7.5 mg/gtopicalG&W Laboratories, Inc.2008-03-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gtopicalG & W LABORATORIES, INC.2011-04-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gvaginalSandoz Inc.2006-10-31Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gtopicalSandoz Inc.2006-07-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel10 mg/gtopicalSandoz Inc.2013-07-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralMajor Pharmaceuticals1998-08-08Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralBlenheim Pharmacal, Inc.2010-04-14Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralSTAT Rx USA LLC1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralSTAT Rx USA LLC1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralRebel Distributors Corp2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralRebel Distributors Corp2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralHeritage Pharmaceuticals Inc.2013-12-16Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralHeritage Pharmaceuticals Inc.2013-12-16Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolecapsule375 mgoralHeritage Pharmaceuticals Inc.2011-08-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2011-12-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2012-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2012-09-10Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet, film coated250 mgoralUnichem Pharmaceuticals (USA), Inc.2014-06-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet, film coated500 mgoralUnichem Pharmaceuticals (USA), Inc.2014-06-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralAidarex Pharmaceuticals LLC2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralLake Erie Medical DBA Quality Care Products LLC2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoleinjection, solution500 mg/100mLintravenousClaris Lifesciences Inc.2008-11-20Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoleinjection, solution500 mg/100mLintravenousClaris Lifesciences Inc.2008-11-20Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gtopicalRebel Distributors Corp2006-07-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralPd Rx Pharmaceuticals, Inc.2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Rosadancream7.5 mg/gtopicalMedimetriks Pharmaceuticals, Inc.2011-08-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Rosadancream7.5 mg/gtopicalMedimetriks Pharmaceuticals, Inc.2011-08-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Rosadangel7.5 mg/gtopicalMedimetriks Pharmaceuticals, Inc.2012-04-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
RosadankitMedimetriks Pharmaceuticals, Inc.2011-08-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2010-11-04Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2010-10-10Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2010-11-04Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2010-11-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2011-04-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2011-04-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2011-04-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2013-09-27Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2012-08-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2011-05-03Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2013-09-24Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2012-09-11Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralPliva Inc.1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralPliva Inc.1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralUnit Dose Services2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralUnit Dose Services2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralUDL Laboratories, Inc.2011-10-06Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralUDL Laboratories, Inc.2011-10-06Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralMylan Institutional Inc.2012-10-11Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralMylan Institutional Inc.2012-10-11Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralNorthwind Pharmaceuticals2014-12-16Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralNorthwind Pharmaceuticals, LLC2014-09-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralNorthwind Pharmaceuticals2015-01-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gtopicalTaro Pharmaceuticals U.S.A., Inc.2006-07-18Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2013-11-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2013-11-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gvaginalREMEDYREPACK INC.2014-09-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gvaginalREMEDYREPACK INC.2014-02-28Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralH.J. Harkins Company, Inc.2011-10-07Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralH.J. Harkins Company, Inc.2011-10-07Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralState of Florida DOH Central Pharmacy2009-07-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralA S Medication Solutions Llc1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralA S Medication Solutions Llc2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralA S Medication Solutions Llc2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolecream7.5 mg/gtopicalPhysicians Total Care, Inc.2006-08-14Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolelotion7.5 mg/mLtopicalPhysicians Total Care, Inc.2008-03-27Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gtopicalPhysicians Total Care, Inc.2010-09-24Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralCardinal Health1998-08-08Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralCardinal Health2012-10-11Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralCardinal Health2012-10-11Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralCardinal Health2011-10-06Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralCardinal Health2011-10-06Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralPd Rx Pharmaceuticals, Inc.2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralPd Rx Pharmaceuticals, Inc.2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralClinical Solutions Wholesale2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralClinical Solutions Wholesale2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralSt Marys Medical Park Pharmacy2013-01-10Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2014-09-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralREMEDYREPACK INC.2014-10-20Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2015-01-12Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2014-12-05Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2015-01-26Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2015-01-12Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralREMEDYREPACK INC.2014-12-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralDIRECT RX2014-01-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralDIRECT RX2014-01-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolegel7.5 mg/gtopicalObagi Medical Products, Inc.2006-07-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralProficient Rx LP1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralbryant ranch prepack2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralbryant ranch prepack2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralReady Meds2011-08-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralReady Meds1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralMed Vantx, Inc.1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazolecream7.5 mg/gtopicalHarris Pharmaceutical, Inc.2008-03-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralBlue Point Laboratories2014-03-13Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralBlue Point Laboratories2014-03-132015-12-31Us 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralBlue Point Laboratories2014-09-24Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralAmerincan Health Packaging2014-01-20Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralAmerincan Health Packaging2014-01-202015-12-31Us 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralAmerican Health Packaging2015-01-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralCarilion Materials Management1990-09-30Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralPreferred Pharmaceuticals, Inc.2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralPreferred Pharmaceuticals, Inc.2010-09-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralPreferred Pharmaceuticals, Inc.2014-10-07Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet500 mgoralPreferred Pharmaceuticals, Inc.2013-12-16Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralPreferred Pharmaceuticals, Inc.2014-02-27Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Metronidazoletablet250 mgoralAa Pharma IncNot AvailableNot AvailableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Metronidazolecapsule500 mgoralAa Pharma IncNot AvailableNot AvailableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Over the Counter ProductsNot Available
International Brands
NameCompany
AcromonaNot Available
AnabactCambridge Healthcare Supplies
ArilinNot Available
ClontNot Available
DeflamonNot Available
EfloranNot Available
ElyzolNot Available
EntizolNot Available
FossyolNot Available
KlionNot Available
KlontNot Available
MetrolylNot Available
MetrotopNot Available
NaloxNot Available
NidagelNot Available
NovonidazolNot Available
OrvagilNot Available
ProtostatNot Available
TakimetolNot Available
TrichazoleNot Available
TrichexNot Available
TrichopolNot Available
Tricowas BNot Available
TrikacideNot Available
TrikozolNot Available
VagilenNot Available
VagimidNot Available
VertisalNot Available
ZadstatNot Available
Brand mixtures
Brand NameIngredients
HelidacMetronidazole + Bismuth subsalicylate + tetracycline hydrochloride
Salts
Name/CASStructureProperties
Metronidazole hydrochloride
69198-10-3
Thumb
  • InChI Key: FPTPAIQTXYFGJC-UHFFFAOYSA-N
  • Monoisotopic Mass: 207.041068908
  • Average Mass: 207.615
DBSALT000362
Categories
CAS number443-48-1
WeightAverage: 171.154
Monoisotopic: 171.064391169
Chemical FormulaC6H9N3O3
InChI KeyVAOCPAMSLUNLGC-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
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as nitroimidazoles. These are compounds containing an imidazole ring which bears a nitro group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassImidazoles
Direct ParentNitroimidazoles
Alternative Parents
Substituents
  • Trisubstituted imidazole
  • Nitroimidazole
  • 1,2,5-trisubstituted-imidazole
  • N-substituted imidazole
  • Heteroaromatic compound
  • Organic nitro compound
  • Organic nitrite
  • C-nitro compound
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Alkanolamine
  • Hydrocarbon derivative
  • Organic salt
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic zwitterion
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Pharmacology
IndicationFor 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.
PharmacodynamicsMetronidazole, 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 actionMetronidazole 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.
AbsorptionWell 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 distributionNot Available
Protein bindingLess than 20% bound to plasma proteins.
Metabolism

Hepatic metabolism by hydroxylation, oxidation, and glucuronidation.

Route of eliminationNot Available
Half life6-8 hours
ClearanceNot Available
ToxicityLD50=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
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
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 substrateNon-inhibitor0.9242
CYP450 2D6 substrateNon-inhibitor0.9231
CYP450 2C19 substrateNon-inhibitor0.9401
CYP450 3A4 substrateNon-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
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
Capsuleoral375 mg
Capsuleoral500 mg
Creamtopical1 %
Creamtopical10 mg/60g
Creamtopical10 mg/g
Creamtopical7.5 mg/g
Geltopical10 mg/g
Geltopical7.5 mg/g
Gelvaginal7.5 mg/g
Injection, solutionintravenous500 mg/100mL
Kit
Lotiontopical0.75 %
Lotiontopical7.5 mg/g
Lotiontopical7.5 mg/mL
Solutionintravenous500 mg/100mL
Tabletoral250 mg
Tabletoral500 mg
Tablet, film coatedoral250 mg
Tablet, film coatedoral500 mg
Tablet, film coated, extended releaseoral750 mg
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
CountryPatent NumberApprovedExpires (estimated)
Canada21617371998-10-202015-10-30
Canada24704922010-02-232022-11-07
United States55367431993-07-162013-07-16
United States68817262002-02-212022-02-21
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point160.5 °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 FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (9.68 KB)
SpectraMS1D NMR
References
Synthesis Reference

DrugSyn.org

US2944061
General Reference
  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
  2. Lamont RF: Can antibiotics prevent preterm birth—the pro and con debate. BJOG. 2005 Mar;112 Suppl 1:67-73. Pubmed
  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
  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
External Links
ATC CodesA01AB17D06BX01G01AF01J01XD01P01AB01
AHFS Codes
  • 08:30.92
  • 84:04.04
  • 84:04.92
PDB EntriesNot Available
FDA labelDownload (115 KB)
MSDSDownload (73.9 KB)
Interactions
Drug Interactions
Drug
AcenocoumarolMetronidazole may increase the anticoagulant effect of acenocoumarol.
AmobarbitalThe barbiturate, amobarbital, decreases the effect of metronidazole.
AmprenavirIncreased risk of side effects (oral solution)
AnisindioneMetronidazole may increase the anticoagulant effect of anisindione.
AprobarbitalThe barbiturate, aprobarbital, decreases the effect of metronidazole.
BusulfanMetronidazole increases the effect/toxicity of busulfan
ButabarbitalThe barbiturate, butabarbital, decreases the effect of metronidazole.
ButalbitalThe barbiturate, butalbital, decreases the effect of metronidazole.
ButethalThe barbiturate, butethal, decreases the effect of metronidazole.
CarbamazepineMetronidazole increases the effect of carbamazepine
DicoumarolMetronidazole may increase the anticoagulant effect of dicumarol.
Dihydroquinidine barbiturateThe barbiturate, dihydroquinidine barbiturate, decreases the effect of metronidazole.
DisulfiramPossible acute psychosis and confusion
FluorouracilRisk of 5-FU toxicity when associated with metronidazole
HeptabarbitalThe barbiturate, heptabarbital, decreases the effect of metronidazole.
HexobarbitalThe barbiturate, hexobarbital, decreases the effect of metronidazole.
LithiumMetronidazole increases the effect and toxicity of lithium
MethohexitalThe barbiturate, methohexital, decreases the effect of metronidazole.
MethylphenobarbitalThe barbiturate, methylphenobarbital, decreases the effect of metronidazole.
PentobarbitalThe barbiturate, pentobarbital, decreases the effect of metronidazole.
PhenobarbitalThe barbiturate, phenobarbital, decreases the effect of metronidazole.
PrimidoneThe barbiturate, primidone, decreases the effect of metronidazole.
Quinidine barbiturateThe barbiturate, quinidine barbiturate, decreases the effect of metronidazole.
SecobarbitalThe barbiturate, secobarbital, decreases the effect of metronidazole.
TacrolimusMetronidazole increases the levels/toxicity of tacrolimus
TalbutalThe barbiturate, talbutal, decreases the effect of metronidazole.
TamsulosinMetronidazole, a CYP3A4 inhibitor, may decrease the metabolism and clearance of Tamsulosin, a CYP3A4 substrate. Monitor for changes in therapeutic/adverse effects of Tamsulosin if Metronidazole is initiated, discontinued, or dose changed.
TolterodineMetronidazole may decrease the metabolism and clearance of Tolterodine. Adjust Tolterodine dose and monitor for efficacy and toxicity.
TramadolMetronidazole may increase Tramadol toxicity by decreasing Tramadol metabolism and clearance.
TrazodoneThe CYP3A4 inhibitor, Metronidazole, may increase Trazodone efficacy/toxicity by decreasing Trazodone metabolism and clearance. Monitor for changes in Trazodone efficacy/toxicity if Metronidazole is initiated, discontinued or dose changed.
WarfarinMetronidazole may increase the serum concentration of warfarin by decreasing its metabolism. Consider alternate therapy or a dose reduction in warfarin. Monitor for changes in prothrombin time and therapeutic and adverse effects of warfarin if metronidazole is initiated, discontinued or dose changed.
Food Interactions
  • Avoid alcohol.
  • Take with food to reduce irritation.

Targets

1. DNA

Kind: nucleotide

Organism: Human

Pharmacological action: yes

Actions: binder

Components

Name UniProt ID Details

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
  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
  3. Edwards DI: Nitroimidazole drugs—action and resistance mechanisms. I. Mechanisms of action. J Antimicrob Chemother. 1993 Jan;31(1):9-20. Pubmed

2. Oxygen-insensitive NADPH nitroreductase

Kind: protein

Organism: Helicobacter pylori (strain ATCC 700392 / 26695)

Pharmacological action: yes

Actions: potentiator

Components

Name UniProt ID Details
Oxygen-insensitive NADPH nitroreductase O25608 Details

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
  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
  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
  4. Pisharath H, Parsons MJ: Nitroreductase-mediated cell ablation in transgenic zebrafish embryos. Methods Mol Biol. 2009;546:133-43. Pubmed
  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

3. Iron hydrogenase 1

Kind: protein

Organism: Clostridium pasteurianum

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Iron hydrogenase 1 P29166 Details

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

4. Lanosterol 14-alpha demethylase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Lanosterol 14-alpha demethylase Q16850 Details

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

Enzymes

1. Cytochrome P450 2C9

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate inhibitor

Components

Name UniProt ID Details
Cytochrome P450 2C9 P11712 Details

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. Epub 2009 Nov 24. Pubmed

2. Cytochrome P450 3A4

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate inhibitor

Components

Name UniProt ID Details
Cytochrome P450 3A4 P08684 Details

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. Epub 2009 Nov 24. Pubmed

3. Cytochrome P450 2C8

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Cytochrome P450 2C8 P10632 Details

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. Epub 2009 Nov 24. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on October 08, 2013 14:24