KEGG   DRUG: Miconazole nitrateHelp
Entry
D00882                      Drug                                   

Name
Miconazole nitrate (JP17/USP);
MCZ;
Micatin (TN);
Monistat (TN)
Product
  Generic
Formula
C18H14Cl4N2O. HNO3
Exact mass
476.9817
Mol weight
479.1414
Structure
Mol fileKCF fileDB search
Simcomp SIMCOMP
Class
Antifungal
 DG01883  Imidazole antifungal
Enzyme inhibitor
 DG01643  CYP2C9 inhibitor
 DG02852  CYP3A 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]
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
     A01AB09 Miconazole
      D00882  Miconazole nitrate (JP17/USP) <JP/US>
  A07 ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
   A07A INTESTINAL ANTIINFECTIVES
    A07AC Imidazole derivatives
     A07AC01 Miconazole
      D00882  Miconazole nitrate (JP17/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 (JP17/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 (JP17/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 (JP17/USP) <JP/US>
 S SENSORY ORGANS
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA13 Miconazole
      D00882  Miconazole nitrate (JP17/USP) <JP/US>
USP drug classification [BR:br08302]
 Antifungals
  Miconazole
   D00882  Miconazole nitrate (JP17/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 (JP17/USP)
  26  Epidermides
   265  Antiparasitic dermatosis agents
    2655  Imidazoles
     D00882  Miconazole nitrate (JP17/USP)
Classification of Japanese OTC drugs [BR:br08313]
 Drugs for women
  51 Other drugs for women
   D00882  Miconazole nitrate (JP17/USP)
 Agents for integumentary system
  58 Ringworm drugs
   D00882  Miconazole nitrate (JP17/USP)
Risk category of Japanese OTC drugs [BR:br08312]
 First-class OTC drugs
  Inorganic and organic chemicals
   Miconazole
    D00882  Miconazole nitrate (JP17/USP)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Miconazole
    D00882  Miconazole nitrate (JP17/USP)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00882  Miconazole nitrate
Antiinfectives [br08350.html]
 Antifungals
  D00882
Rx-to-OTC switch list in the USA [br08315.html]
 D00882
Rx-to-OTC switch list in Japan [br08314.html]
 D00882
BRITE hierarchy
Other DBs
CAS: 22832-87-7
PubChem: 7847946
ChEBI: 6924
ChEMBL: CHEMBL1559
DrugBank: DB01110
LigandBox: D00882
NIKKAJI: J290.015G
LinkDB All DBs
KCF data Show

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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