KEGG   DRUG: Metronidazole
Entry
D00409                      Drug                                   

Name
Metronidazole (JP18/USP/INN);
Flagyl (TN);
Noritate (TN);
Nuvessa (TN);
Vandazole (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 VAGINAL (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 (A-S Medication Solutions), METRONIDAZOLE (AMICI PHARMACEUTICALS LLC), METRONIDAZOLE (AMICI PHARMACEUTICALS LLC), METRONIDAZOLE (Alembic Labs LLC), METRONIDAZOLE (Alembic Pharmaceuticals), METRONIDAZOLE (Alembic Pharmaceuticals), METRONIDAZOLE (Alembic Pharmaceuticals Limited), METRONIDAZOLE (Alembic Pharmaceuticals Limited), METRONIDAZOLE (Alembic Pharmaceuticals Limited), METRONIDAZOLE (American Health Packaging), METRONIDAZOLE (Amneal Pharmaceuticals of New York LLC), METRONIDAZOLE (Aurobindo Pharma Limited), METRONIDAZOLE (AvPAK), METRONIDAZOLE (Baxter Healthcare Corporation), METRONIDAZOLE (BluePoint Laboratories), METRONIDAZOLE (BluePoint Laboratories), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE VAGINAL (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Bryant Ranch Prepack), METRONIDAZOLE (Cadila Pharmaceuticals Limited), METRONIDAZOLE500 MG (Cambridge Therapeutics Technologies), METRONIDAZOLE250 MG (Cambridge Therapeutics Technologies), METRONIDAZOLE (Cardinal Health), METRONIDAZOLE (Cardinal Health), METRONIDAZOLE (Clinical Solutions Wholesale), METRONIDAZOLE (Cosette Pharmaceuticals), METRONIDAZOLE (Cosette Pharmaceuticals), METRONIDAZOLE (Cosette Pharmaceuticals), METRONIDAZOLE (Cronus Pharma LLC), METRONIDAZOLE (DIRECT RX), METRONIDAZOLE (DIRECT RX), METRONIDAZOLE (DIRECT RX), METRONIDAZOLE (Denton Pharma), METRONIDAZOLE (Denton Pharma), METRONIDAZOLE (Denton Pharma), METRONIDAZOLE (Denton Pharma), METRONIDAZOLE (Denton Pharma), METRONIDAZOLE (Denton Pharma), METRONIDAZOLE (Direct Rx), METRONIDAZOLE (Direct_Rx), METRONIDAZOLE (Direct_Rx), METRONIDAZOLE (Fougera Pharmaceuticals), METRONIDAZOLE (Fougera Pharmaceuticals), METRONIDAZOLE (Fougera Pharmaceuticals), METRONIDAZOLE (Gland Pharma Limited), METRONIDAZOLE (Golden State Medical Supply), METRONIDAZOLE (Golden State Medical Supply), METRONIDAZOLE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), METRONIDAZOLE (Lake Erie Medical DBA Quality Care Products LLC), METRONIDAZOLE (Major Pharmaceuticals), METRONIDAZOLE (Major Pharmaceuticals), ROSADAN (Medimetriks Pharmaceuticals), ROSADAN (Medimetriks 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 Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (NuCare Pharmaceuticals), METRONIDAZOLE (Oceanside Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE (PD-Rx Pharmaceuticals), METRONIDAZOLE VAGINAL (Perrigo New York), METRONIDAZOLE (PharmPak), METRONIDAZOLE (PharmPak), 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 Pharmaceutiicals), METRONIDAZOLE (Proficient Rx LP), METRONIDAZOLE (Proficient Rx LP), METRONIDAZOLE (Proficient Rx LP), METRONIDAZOLE (Quality Care Products), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE VAGINAL (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (REMEDYREPACK), METRONIDAZOLE (RPK Pharmaceuticals), METRONIDAZOLE (RPK Pharmaceuticals), METRONIDAZOLE (RPK Pharmaceuticals), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (RedPharm Drug), METRONIDAZOLE (Rising Pharma Holdings), METRONIDAZOLE (Rising Pharmaceuticals), METRONIDAZOLE (Sagent Pharmaceuticals), METRONIDAZOLE (Sandoz), METRONIDAZOLE (Sandoz), METRONIDAZOLE (St. Mary's Medical Park Pharmacy), METRONIDAZOLE (St. Mary's Medical Park Pharmacy), METRONIDAZOLE (Strides Pharma Science Limited), 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 (Viona Pharmaceuticals), METRONIDAZOLE (medsource pharmaceuticals)
Formula
C6H9N3O3
Exact mass
171.0644
Mol weight
171.154
Structure
Simcomp
Class
Antiparasitic
 DG01884  Imidazole antiprotozoal
Metabolizing enzyme substrate
 DG01638  CYP2A6 substrate
Metabolizing 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> 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]
Anaerobic bacterial infections [DS:H01410]
Comment
Nitroimidazole derivative
Target
DNA
Metabolism
Enzyme: CYP2A6 [HSA:1548]
Interaction
CYP inhibition: CYP2C9 [HSA:1559]
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 (JP18/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 (JP18/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 (JP18/USP/INN) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01X OTHER ANTIBACTERIALS
    J01XD Imidazole derivatives
     J01XD01 Metronidazole
      D00409  Metronidazole (JP18/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 (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Antibacterials, Other
   Metronidazole
    D00409  Metronidazole (JP18/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 (JP18/USP/INN)
  26  Epidermides
   269  Miscellaneous
    2699  Others
     D00409  Metronidazole (JP18/USP/INN)
 6  Agents against pathologic organisms and parasites
  64  Parasitics (systemic)
   641  Antiprotozoans
    6419  Others
     D00409  Metronidazole (JP18/USP/INN)
Antimicrobials [BR:br08307]
 Antibacterials
  Bactericidal action
   Imidazole
    D00409  Metronidazole (JP18/USP/INN) <JP/US>
 Antiparasitics
  Agents against Amebiasis and other antiprotozoals
   Nitroimidazole derivatives
    D00409  Metronidazole (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00409  Metronidazole
  D00409  Metronidazole tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00409
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Bactericidal action
   Imidazole
    DG00006  Metronidazole
Other DBs
CAS: 443-48-1
PubChem: 7847475
ChEBI: 6909
ChEMBL: CHEMBL137
DrugBank: DB00916
PDB-CCD: 2MN[PDBj]
LigandBox: D00409
NIKKAJI: J2.046J
LinkDB
KCF data

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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