KEGG   DRUG: MetronidazoleHelp
Entry
D00409                      Drug                                   

Name
Metronidazole (JP17/USP/INN);
Flagyl (TN);
Metrogel-vaginal (TN);
Noritate (TN)
Product
  Generic
METRONIDAZOLE (A-S Medication Solutions), METRONIDAZOLE (A-S Medication Solutions), METRONIDAZOLE (A-S Medication Solutions), METRONIDAZOLE (A-S Medication Solutions), METRONIDAZOLE (A-S Medication Solutions), METRONIDAZOLE (A-S Medication Solutions), METRONIDAZOLE (A-S Medication Solutions), METRONIDAZOLE (A-S Medication Solutions), METRONIDAZOLE (AMICI PHARMACEUTICALS LLC), METRONIDAZOLE (Actavis Pharma), METRONIDAZOLE (Aidarex Pharmaceuticals LLC), METRONIDAZOLE (Aidarex Pharmaceuticals LLC), METRONIDAZOLE (Aidarex Pharmaceuticals LLC), METRONIDAZOLE (Alembic Pharmaceuticals), METRONIDAZOLE (Alembic Pharmaceuticals), METRONIDAZOLE (Alembic Pharmaceuticals Limited), METRONIDAZOLE (Alembic Pharmaceuticals Limited), METRONIDAZOLE (Alembic Pharmaceuticals Limited), METRONIDAZOLE (American Health Packaging), METRONIDAZOLE (Apotheca), METRONIDAZOLE (Aurobindo Pharma Limited), METRONIDAZOLE (AvPAK), METRONIDAZOLE (Baxter Healthcare Corporation), METRONIDAZOLE (Blenheim Pharmacal), METRONIDAZOLE (Blenheim Pharmacal), METRONIDAZOLE (Blenheim Pharmacal), METRONIDAZOLE (BluePoint Laboratories), METRONIDAZOLE (BluePoint Laboratories), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Cadila Healthcare Limited), METRONIDAZOLE (Cadila Pharmaceuticals Limited), METRONIDAZOLE500 MG (Cambridge Therapeutics Technologies), METRONIDAZOLE250 MG (Cambridge Therapeutics Technologies), METRONIDAZOLE (Cardinal Health), METRONIDAZOLE (Cardinal Health), METRONIDAZOLE (Cardinal Health), METRONIDAZOLE (Cardinal Health), METRONIDAZOLE (Carilion Materials Management), METRONIDAZOLE (Central Texas Community Health Centers), METRONIDAZOLE (Central Texas Community Health Centers), METRONIDAZOLE (Clinical Solutions Wholesale), METRONIDAZOLE (Cronus Pharma LLC), METRONIDAZOLE (DIRECT RX), METRONIDAZOLE (DIRECT RX), METRONIDAZOLE (DIRECT RX), METRONIDAZOLE (DIRECT RX), METRONIDAZOLE (Denton Pharma), METRONIDAZOLE (Department of State Health Services), METRONIDAZOLE (Direct Rx), METRONIDAZOLE (E. FOUGERA & CO. A division of Fougera Pharmaceuticals), METRONIDAZOLE (E. Fougera & Co. a division of Fougera Pharmaceuticals), METRONIDAZOLE (E.FOUGERA & CO. A division of Fougera Pharmaceuticals), METRONIDAZOLE (G&W Laboratories), METRONIDAZOLE (G&W Laboratories), METRONIDAZOLE (H.J. Harkins Company), METRONIDAZOLE (Harris Pharmaceutical), METRONIDAZOLE (Heritage Pharmaceuticals), METRONIDAZOLE (Heritage Pharmaceuticals), METRONIDAZOLE (Heritage Pharmaceuticals), METRONIDAZOLE (Impax Generics), METRONIDAZOLE (KAISER FOUNDATION HOSPITALS), METRONIDAZOLE (LUCID PHARMA LLC), METRONIDAZOLE (Lake Erie Medical DBA Quality Care Products LLC), METRONIDAZOLE (Lake Erie Medical DBA Quality Care Products LLC), METRONIDAZOLE (Lake Erie Medical DBA Quality Care Products LLC), METRONIDAZOLE (Liberty Pharmaceuticals), METRONIDAZOLE (Lupin Pharmaceuticals), METRONIDAZOLE (Major Pharmaceuticals), METRONIDAZOLE (Major Pharmaceuticals), METRONIDAZOLE (MedVantx), ROSADAN (Medimetriks Pharmaceuticals), ROSADAN (Medimetriks Pharmaceuticals), METRONIDAZOLE (Metcure Pharmaceuticals), METRONIDAZOLE (Method Pharmaceuticals), METRONIDAZOLE (Mylan Institutional), METRONIDAZOLE (Mylan Institutional), METRONIDAZOLE (NCS HealthCare of KY), METRONIDAZOLE (NCS HealthCare of KY), METRONIDAZOLE (Nivagen Pharmaceuticals), METRONIDAZOLE (Northwind Pharmaceuticals), METRONIDAZOLE (Northwind Pharmaceuticals), METRONIDAZOLE (Northwind Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticlas), METRONIDAZOLE (Oceanside Pharmaceuticals), METRONIDAZOLE TOPICAL GEL (Owen Laboratories), METRONIDAZOLE (Owen Laboratories), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (Pfizer Labs), METRONIDAZOLE TOPICAL GEL (Prasco Laboratories), METRONIDAZOLE (Prasco Laboratories), METRONIDAZOLE (Prasco Laboratories), METRONIDAZOLE (Prasco Laboratories), METRONIDAZOLE (Preferred Pharmaceuticals), METRONIDAZOLE (Preferred Pharmaceuticals), METRONIDAZOLE (Preferred Pharmaceuticals), METRONIDAZOLE (Preferred Pharmaceuticals), METRONIDAZOLE (Preferred Pharmaceuticals), METRONIDAZOLE (Preferred Pharmaceuticals), METRONIDAZOLE (Preferred Pharmaceuticals), METRONIDAZOLE (Preferred Pharmaceutiicals), METRONIDAZOLE (Proficient Rx LP), METRONIDAZOLE (Proficient Rx LP), METRONIDAZOLE (Proficient Rx LP), METRONIDAZOLE (Proficient Rx LP), METRONIDAZOLE (Prugen), METRONIDAZOLE (QPharma), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (RPK Pharmaceuticals), METRONIDAZOLE (RPK Pharmaceuticals), METRONIDAZOLE (ReadyMeds), METRONIDAZOLE (ReadyMeds), METRONIDAZOLE (Rebel Distributors Corp), METRONIDAZOLE (Rebel Distributors Corp), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (Rising Pharmaceuticals), METRONIDAZOLE (Sandoz), METRONIDAZOLE (Sandoz), METRONIDAZOLE (St Marys Medical Park Pharmacy), METRONIDAZOLE (St. Mary's Medical Park Pharmacy), METRONIDAZOLE (State of Florida DOH Central Pharmacy), METRONIDAZOLE (Strides Shasun Limited), METRONIDAZOLE (Sun Pharmaceutical Industries), METRONIDAZOLE (Taro Pharmaceuticals U.S.A.), METRONIDAZOLE (Taro Pharmaceuticals U.S.A.), METRONIDAZOLE (Taro Pharmaceuticals U.S.A.), METRONIDAZOLE (Teva Pharmaceuticals USA), METRONIDAZOLE (Unichem Pharmaceuticals (USA)), METRONIDAZOLE (Unit Dose Services), METRONIDAZOLE (Unit Dose Services), METRONIDAZOLE (Unit Dose Services), METRONIDAZOLE (Vivimed Labs Limited), METRONIDAZOLE (Vivimed Labs Limited), METRONIDAZOLE (West-ward Pharmaceutical Corp), METRONIDAZOLE (Zydus Pharmaceuticals (USA))
Formula
C6H9N3O3
Exact mass
171.0644
Mol weight
171.154
Structure
Mol fileKCF fileDB search
Simcomp SIMCOMP
Class
Antiparasitic
 DG01884  Imidazole antiprotozoal
Enzyme substrate
 DG01638  CYP2A6 substrate
Enzyme inhibitor
 DG01643  CYP2C9 inhibitor
Remark
Same as: C07203
Therapeutic category: 2529 2699 6419
ATC code: A01AB17 D06BX01 G01AF01 J01XD01 P01AB01
Chemical structure group: DG00006
Product (DG00006): D00409<JP/US>
Product (mixture): D10245<US> D09742<JP> D10520<JP> D10774<JP>
Efficacy
Antibacterial, Antiprotozoal, DNA synthesis inhibitor
  Disease
Bacterial vaginosis [DS:H01380]
Trichomoniasis [DS:H00812]
Intestinal amebiasis; amebic dysentery [DS:H00360]
Bacterial endocarditis [DS:H00334]
Comment
Nitroimidazole derivative
Target
DNA
Metabolism
Enzyme: CYP2A6 [HSA:1548]
Interaction
CYP inhibition: CYP2C9 [HSA:1559]
Drug interaction
Structure map
map07026  Antifungal agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 A ALIMENTARY TRACT AND METABOLISM
  A01 STOMATOLOGICAL PREPARATIONS
   A01A STOMATOLOGICAL PREPARATIONS
    A01AB Antiinfectives and antiseptics for local oral treatment
     A01AB17 Metronidazole
      D00409  Metronidazole (JP17/USP/INN) <JP/US>
 D DERMATOLOGICALS
  D06 ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
   D06B CHEMOTHERAPEUTICS FOR TOPICAL USE
    D06BX Other chemotherapeutics
     D06BX01 Metronidazole
      D00409  Metronidazole (JP17/USP/INN) <JP/US>
 G GENITO URINARY SYSTEM AND SEX HORMONES
  G01 GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
   G01A ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
    G01AF Imidazole derivatives
     G01AF01 Metronidazole
      D00409  Metronidazole (JP17/USP/INN) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01X OTHER ANTIBACTERIALS
    J01XD Imidazole derivatives
     J01XD01 Metronidazole
      D00409  Metronidazole (JP17/USP/INN) <JP/US>
 P ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
  P01 ANTIPROTOZOALS
   P01A AGENTS AGAINST AMOEBIASIS AND OTHER PROTOZOAL DISEASES
    P01AB Nitroimidazole derivatives
     P01AB01 Metronidazole
      D00409  Metronidazole (JP17/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Antibacterials, Other
   Metronidazole
    D00409  Metronidazole (JP17/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  25  Urogenital and anal organ agents
   252  Genital organ agents
    2529  Others
     D00409  Metronidazole (JP17/USP/INN)
  26  Epidermides
   269  Miscellaneous
    2699  Others
     D00409  Metronidazole (JP17/USP/INN)
 6  Agents against pathologic organisms and parasites
  64  Parasitics (systemic)
   641  Antiprotozoans
    6419  Others
     D00409  Metronidazole (JP17/USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00409  Metronidazole
  D00409  Metronidazole tablets
Antiinfectives [br08350.html]
 Antibacterials
  D00409
 Antiparasitics
  D00409
BRITE hierarchy
Other DBs
CAS: 443-48-1
PubChem: 7847475
ChEBI: 6909
ChEMBL: CHEMBL137
DrugBank: DB00916
PDB-CCD: 2MN[PDBj]
LigandBox: D00409
NIKKAJI: J2.046J
LinkDB All DBs
KCF data Show

ATOM        12
            1   N4y N    22.2483  -16.2228
            2   C8y C    21.8345  -17.4879
            3   C8y C    21.1640  -15.4301
            4   C1b C    23.3153  -15.5992
            5   C8x C    20.5053  -17.4879
            6   N2b N    22.6157  -18.5665 #+
            7   N5x N    20.0855  -16.2228
            8   C1a C    21.1640  -14.1009
            9   C1b C    24.3995  -16.2812
            10  O3a O    23.7875  -19.7150
            11  O3a O    21.1582  -19.7207 #-
            12  O1a O    25.6763  -15.5992
BOND        12
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 2
            7     3   8 1
            8     4   9 1
            9     6  10 2
            10    6  11 1
            11    9  12 1
            12    5   7 1

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