Clotrimazole

Entry

D00282                      Drug

Name

Clotrimazole (JP18/USP/INN);
Lotrimin (TN);
Mycelex (TN)

Abbr

CLT

Product

Generic

CLOTRIMAZOLE (A-S Medication Solutions), CLOTRIMAZOLE (E. Fougera & Co. a division of Fougera Pharmaceuticals), CLOTRIMAZOLE (Glenmark Pharmaceuticals), CLOTRIMAZOLE (Hikma Pharmacuticals USA USA), CLOTRIMAZOLE (NuCare Pharmaceuticals), CLOTRIMAZOLE (NuCare Pharmaceuticals), CLOTRIMAZOLE (Padagis US LLC), CLOTRIMAZOLE (Proficient Rx LP), CLOTRIMAZOLE (RPK Pharmaceuticals), CLOTRIMAZOLE (Taro Pharmaceuticals U.S.A.), CLOTRIMAZOLE (Taro Pharmaceuticals U.S.A.), CLOTRIMAZOLE (Novitium Pharma LLC), CLOTRIMAZOLE TOPICAL SOLUTION USP, 1% (Tasman Pharma), CLOTRIMAZOLE TOPICAL SOLUTION USP, 1% (TruPharma LLC)

Formula

C22H17ClN2

Exact mass

344.108

Mol weight

344.8368

Structure

Simcomp

Class

Antifungal
DG01883  Imidazole antifungal
Metabolizing enzyme inhibitor
DG02852  CYP3A/CYP3A4 inhibitor
  DG01522  CYP3A4 inhibitor

Remark

Same as:

C06922

Therapeutic category:

2529 2655 6290

ATC code:

A01AB18 D01AC01 G01AF02

Product:

D00282<JP/US>

Product (mixture):

D10300<US>

Efficacy

Antifungal, Ergosterol biosynthesis inhibitor

Disease

Candidiasis [DS:H00363]

Comment

Imidazole derivative

Target

sterol 14alpha-demethylase [KO:K05917]

Pathway

ko00100

Steroid biosynthesis

Interaction

CYP inhibition: CYP3A4 [HSA:1576]

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
     A01AB18 Clotrimazole
      D00282  Clotrimazole (JP18/USP/INN) <JP/US>
D DERMATOLOGICALS
  D01 ANTIFUNGALS FOR DERMATOLOGICAL USE
   D01A ANTIFUNGALS FOR TOPICAL USE
    D01AC Imidazole and triazole derivatives
     D01AC01 Clotrimazole
      D00282  Clotrimazole (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
     G01AF02 Clotrimazole
      D00282  Clotrimazole (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
Antifungals
  Clotrimazole
   D00282  Clotrimazole (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
     D00282  Clotrimazole (JP18/USP/INN)
  26  Epidermides
   265  Antiparasitic dermatosis agents
    2655  Imidazoles
     D00282  Clotrimazole (JP18/USP/INN)
6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   629  Miscellaneous
    6290  Miscellaneous
     D00282  Clotrimazole (JP18/USP/INN)
Classification of Japanese OTC drugs [BR:br08313]
Drugs for women
  51 Other drugs for women
   D00282  Clotrimazole (JP18/USP/INN)
Agents for integumentary system
  58 Ringworm drugs
   D00282  Clotrimazole (JP18/USP/INN)
Risk category of Japanese OTC drugs [BR:br08312]
First-class OTC drugs
  Inorganic and organic chemicals
   Clotrimazole
    D00282  Clotrimazole (JP18/USP/INN)
Second-class OTC drugs
  Inorganic and organic chemicals
   Clotrimazole
    D00282  Clotrimazole (JP18/USP/INN)
Drug groups [BR:br08330]
Antifungal
  DG01883  Imidazole antifungal
   D00282  Clotrimazole
Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    D00282  Clotrimazole
Drug classes [BR:br08332]
Antifungal
  DG01883  Imidazole antifungal
   D00282  Clotrimazole
Antimicrobials [BR:br08307]
Antifungals
  Ergosterol biosynthesis inhibitor
   Imidazole
    D00282  Clotrimazole (JP18/USP/INN) <JP/US>
Antimicrobials abbreviations [BR:br08327]
Antifungals
  Ergosterol biosynthesis inhibitor
   Imidazole
    D00282  Clotrimazole (JP17/USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
Chemicals
  D00282  Clotrimazole
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00282
Rx-to-OTC switch list in the USA [br08315.html]
D00282
Rx-to-OTC switch list in Japan [br08314.html]
D00282

Other DBs

CAS:	23593-75-1

PubChem:

7847348

ChEBI:

3764

PDB-CCD:

CL6[PDBj]

LigandBox:

D00282

NIKKAJI:

J3.156I

KCF data

ATOM        25
            1   C8x C    11.7600  -18.0600
            2   C8x C    11.7600  -19.4600
            3   C8x C    12.9724  -20.1600
            4   C8x C    14.1849  -19.4600
            5   C8x C    14.1849  -18.0600
            6   C8y C    12.9724  -17.3600
            7   C1d C    12.9724  -15.9600
            8   C8y C    12.9724  -14.5600
            9   C8y C    11.3400  -15.9600
            10  N4y N    14.5600  -15.9600
            11  C8y C    10.6400  -14.7476
            12  C8x C     9.2400  -14.7476
            13  C8x C     8.5400  -15.9600
            14  C8x C     9.2400  -17.1724
            15  C8x C    10.6400  -17.1724
            16  C8x C    14.1679  -13.8696
            17  C8x C    14.1678  -12.4696
            18  C8x C    12.9553  -11.7697
            19  C8x C    11.7598  -12.4601
            20  C8x C    11.7599  -13.8601
            21  C8x C    15.3829  -17.0926
            22  N5x N    16.7144  -16.6600
            23  C8x C    16.7144  -15.2600
            24  C8x C    15.3829  -14.8274
            25  X   Cl   10.6400  -13.3476
BOND        28
            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     6   7 1
            8     7   8 1
            9     7   9 1
            10    7  10 1
            11    9  11 2
            12   11  12 1
            13   12  13 2
            14   13  14 1
            15   14  15 2
            16    9  15 1
            17    8  16 2
            18   16  17 1
            19   17  18 2
            20   18  19 1
            21   19  20 2
            22    8  20 1
            23   10  21 1
            24   21  22 2
            25   22  23 1
            26   23  24 2
            27   10  24 1
            28   11  25 1