KEGG   DRUG: Miconazole
Entry
D00416                      Drug                                   
Name
Miconazole (JP18/USP/INN);
Monistat (TN);
Oravig (TN)
Product
ORAVIG (Galt Pharmaceuticals)
Formula
C18H14Cl4N2O
Exact mass
413.986
Mol weight
416.1286
Structure
Simcomp
Class
Antifungal
 DG01883  Imidazole antifungal
Metabolizing enzyme inhibitor
 DG01643  CYP2C9 inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
Remark
Therapeutic category: 6290
ATC code: A01AB09 A07AC01 D01AC02 G01AF04 J02AB01 S02AA13
Chemical structure group: DG00004
Product (DG00004): D00416<JP/US> D00882<JP/US>
Efficacy
Antifungal, Ergosterol biosynthesis inhibitor
  Disease
Oropharyngeal candidiasis [DS:H00363]
Comment
Imidazole derivative
Target
sterol 14alpha-demethylase [KO:K05917]
  Pathway
ko00100  Steroid biosynthesis
Interaction
CYP inhibition: CYP2C9 [HSA:1559], CYP3A [HSA:1576 1577 1551]
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
     A01AB09 Miconazole
      D00416  Miconazole (JP18/USP/INN) <JP/US>
  A07 ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
   A07A INTESTINAL ANTIINFECTIVES
    A07AC Imidazole derivatives
     A07AC01 Miconazole
      D00416  Miconazole (JP18/USP/INN) <JP/US>
 D DERMATOLOGICALS
  D01 ANTIFUNGALS FOR DERMATOLOGICAL USE
   D01A ANTIFUNGALS FOR TOPICAL USE
    D01AC Imidazole and triazole derivatives
     D01AC02 Miconazole
      D00416  Miconazole (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
     G01AF04 Miconazole
      D00416  Miconazole (JP18/USP/INN) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J02 ANTIMYCOTICS FOR SYSTEMIC USE
   J02A ANTIMYCOTICS FOR SYSTEMIC USE
    J02AB Imidazole derivatives
     J02AB01 Miconazole
      D00416  Miconazole (JP18/USP/INN) <JP/US>
 S SENSORY ORGANS
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA13 Miconazole
      D00416  Miconazole (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antifungals
  Miconazole
   D00416  Miconazole (JP18/USP/INN)
 Dermatological Agents
  Topical Anti-infectives
   Antifungals, dermatological
    Miconazole
     D00416  Miconazole (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   629  Miscellaneous
    6290  Miscellaneous
     D00416  Miconazole (JP18/USP/INN)
Risk category of Japanese OTC drugs [BR:br08312]
 First-class OTC drugs
  Inorganic and organic chemicals
   Miconazole
    D00416  Miconazole (JP18/USP/INN)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Miconazole
    D00416  Miconazole (JP18/USP/INN)
Drug groups [BR:br08330]
 Antifungal
  DG01883  Imidazole antifungal
   DG00004  Miconazole
    D00416  Miconazole
 Metabolizing enzyme inhibitor
  DG01643  CYP2C9 inhibitor
   DG00004  Miconazole
    D00416  Miconazole
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00004  Miconazole
    D00416  Miconazole
Drug classes [BR:br08332]
 Antifungal
  DG01883  Imidazole antifungal
   D00416  Miconazole
Antimicrobials [BR:br08307]
 Antifungals
  Ergosterol biosynthesis inhibitor
   Imidazole
    D00416  Miconazole (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00416  Miconazole
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00416
Drug groups [BR:br08330]
 Antifungal
  DG01883  Imidazole antifungal
   DG00004  Miconazole
 Metabolizing enzyme inhibitor
  DG01643  CYP2C9 inhibitor
   DG00004  Miconazole
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00004  Miconazole
Antimicrobials abbreviations [BR:br08327]
 Antifungals
  Ergosterol biosynthesis inhibitor
   Imidazole
    DG00004  Miconazole
Other DBs
CAS: 22916-47-8
PubChem: 7847482
ChEBI: 6923
LigandBox: D00416
NIKKAJI: J11.471E
KCF data

ATOM        25
            1   C8y C    11.4100   -9.5200
            2   C8x C    11.4100  -10.9200
            3   C8y C    12.6224  -11.6200
            4   C8y C    13.8349  -10.9200
            5   C8x C    13.8349   -9.5200
            6   C8x C    12.6224   -8.8200
            7   C1b C    15.0724  -11.6200
            8   O2a O    16.2849  -10.9200
            9   C1c C    17.4973  -11.6200
            10  C1b C    18.7097  -10.9200
            11  N4y N    19.9222  -11.6200
            12  X   Cl   12.6224  -13.0198
            13  X   Cl   10.1976   -8.8200
            14  C8y C    17.4973  -13.0200
            15  C8y C    16.2869  -13.7188
            16  C8x C    16.2869  -15.1188
            17  C8y C    17.4993  -15.8188
            18  C8x C    18.7097  -15.1200
            19  C8x C    18.7097  -13.7200
            20  X   Cl   15.0924  -13.0290
            21  X   Cl   17.4993  -17.2200
            22  C8x C    19.9222  -13.0200
            23  N5x N    21.2537  -13.4526
            24  C8x C    22.0766  -12.3200
            25  C8x C    21.2537  -11.1874
BOND        27
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 1
            9     8   9 1
            10    9  10 1
            11   10  11 1
            12    3  12 1
            13    1  13 1
            14    9  14 1
            15   14  15 2
            16   15  16 1
            17   16  17 2
            18   17  18 1
            19   18  19 2
            20   14  19 1
            21   15  20 1
            22   17  21 1
            23   11  22 1
            24   22  23 2
            25   23  24 1
            26   24  25 2
            27   11  25 1

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