KEGG   DRUG: Miconazole nitrate
Entry
D00882                      Drug                                   
Name
Miconazole nitrate (JP18/USP);
Micatin (TN);
Monistat (TN)
Product
  Generic
Formula
C18H14Cl4N2O. HNO3
Exact mass
476.9817
Mol weight
479.1414
Structure
Simcomp
Class
Antifungal
 DG01883  Imidazole antifungal
Metabolizing enzyme inhibitor
 DG01643  CYP2C9 inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
Remark
Same as: C08070
Therapeutic category: 2529 2655
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
Vulvovaginal 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
      D00882  Miconazole nitrate (JP18/USP) <JP/US>
  A07 ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
   A07A INTESTINAL ANTIINFECTIVES
    A07AC Imidazole derivatives
     A07AC01 Miconazole
      D00882  Miconazole nitrate (JP18/USP) <JP/US>
 D DERMATOLOGICALS
  D01 ANTIFUNGALS FOR DERMATOLOGICAL USE
   D01A ANTIFUNGALS FOR TOPICAL USE
    D01AC Imidazole and triazole derivatives
     D01AC02 Miconazole
      D00882  Miconazole nitrate (JP18/USP) <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
      D00882  Miconazole nitrate (JP18/USP) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J02 ANTIMYCOTICS FOR SYSTEMIC USE
   J02A ANTIMYCOTICS FOR SYSTEMIC USE
    J02AB Imidazole derivatives
     J02AB01 Miconazole
      D00882  Miconazole nitrate (JP18/USP) <JP/US>
 S SENSORY ORGANS
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA13 Miconazole
      D00882  Miconazole nitrate (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antifungals
  Miconazole
   D00882  Miconazole nitrate (JP18/USP)
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
     D00882  Miconazole nitrate (JP18/USP)
  26  Epidermides
   265  Antiparasitic dermatosis agents
    2655  Imidazoles
     D00882  Miconazole nitrate (JP18/USP)
Classification of Japanese OTC drugs [BR:br08313]
 Drugs for women
  51 Other drugs for women
   D00882  Miconazole nitrate (JP18/USP)
 Agents for integumentary system
  58 Ringworm drugs
   D00882  Miconazole nitrate (JP18/USP)
Risk category of Japanese OTC drugs [BR:br08312]
 First-class OTC drugs
  Inorganic and organic chemicals
   Miconazole
    D00882  Miconazole nitrate (JP18/USP)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Miconazole
    D00882  Miconazole nitrate (JP18/USP)
Drug groups [BR:br08330]
 Antifungal
  DG01883  Imidazole antifungal
   DG00004  Miconazole
    D00882  Miconazole nitrate
 Metabolizing enzyme inhibitor
  DG01643  CYP2C9 inhibitor
   DG00004  Miconazole
    D00882  Miconazole nitrate
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00004  Miconazole
    D00882  Miconazole nitrate
Drug classes [BR:br08332]
 Antifungal
  DG01883  Imidazole antifungal
   D00882  Miconazole nitrate
Antimicrobials [BR:br08307]
 Antifungals
  Ergosterol biosynthesis inhibitor
   Imidazole
    D00882  Miconazole nitrate (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00882  Miconazole nitrate
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00882
Rx-to-OTC switch list in the USA [br08315.html]
 D00882
Rx-to-OTC switch list in Japan [br08314.html]
 D00882
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: 22832-87-7
PubChem: 7847946
ChEBI: 6924
LigandBox: D00882
NIKKAJI: J290.015G
LinkDB
KCF data

ATOM        29
            1   N2b N    27.6357  -20.3006 #+
            2   O1b O    26.4299  -20.9879
            3   O3a O    27.6298  -18.9026
            4   O3a O    28.8414  -20.9996 #-
            5   C8y C    26.1100  -13.3000
            6   C8x C    26.1100  -14.7000
            7   C8y C    27.3000  -15.4000
            8   C8y C    28.5600  -14.7000
            9   C8x C    28.5600  -13.3000
            10  C8x C    27.3000  -12.6000
            11  C1b C    29.7500  -15.4000
            12  O2a O    31.0100  -14.7000
            13  C1c C    32.2000  -15.4000
            14  C1b C    33.3900  -14.7000
            15  N4y N    34.6500  -15.4000
            16  X   Cl   27.3000  -16.8000
            17  X   Cl   24.9200  -12.6000
            18  C8y C    32.2000  -16.8000
            19  C8y C    31.0100  -17.5000
            20  C8x C    31.0100  -18.9000
            21  C8y C    32.2000  -19.6000
            22  C8x C    33.3900  -18.9000
            23  C8x C    33.3900  -17.5000
            24  X   Cl   29.8200  -16.8000
            25  X   Cl   32.2000  -21.0000
            26  C8x C    34.6500  -16.8000
            27  N5x N    35.9800  -17.2200
            28  C8x C    36.7500  -16.1000
            29  C8x C    35.9800  -14.9800
BOND        30
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     5   6 2
            5     6   7 1
            6     7   8 2
            7     8   9 1
            8     9  10 2
            9     5  10 1
            10    8  11 1
            11   11  12 1
            12   12  13 1
            13   13  14 1
            14   14  15 1
            15    7  16 1
            16    5  17 1
            17   13  18 1
            18   18  19 2
            19   19  20 1
            20   20  21 2
            21   21  22 1
            22   22  23 2
            23   18  23 1
            24   19  24 1
            25   21  25 1
            26   15  26 1
            27   26  27 2
            28   27  28 1
            29   28  29 2
            30   15  29 1

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