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    Sulconazole

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 61318-90-9, Sulconazolum, Sulconazol, Sulconazolum [inn-latin], 1-(2-((4-chlorobenzyl)thio)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole, Sulconazol [inn-spanish]
    Molecular Formula
    C18H15Cl3N2S
    Molecular Weight
    397.7  g/mol
    InChI Key
    AFNXATANNDIXLG-UHFFFAOYSA-N
    FDA UNII
    5D9HAA5Q5S
    Sulconazole is a topical imidazole derivative with broad-spectrum antifungal and antibacterial activity. Sulconazole is excreted in both the feces and urine.
    Sulconazole is an Azole Antifungal.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[2-[(4-chlorophenyl)methylsulfanyl]-2-(2,4-dichlorophenyl)ethyl]imidazole
    2.1.2 InChI
    InChI=1S/C18H15Cl3N2S/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21/h1-9,12,18H,10-11H2
    2.1.3 InChI Key
    AFNXATANNDIXLG-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC=C1CSC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl
    2.2 Other Identifiers
    2.2.1 UNII
    5D9HAA5Q5S
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-(beta-(4''-chlorobenzylthio)-2'4'-dichlorophenethyl)imidazole

    2. Exelderm

    3. Myk

    4. Sulconazole Mononitrate

    5. Sulconazole Nitrate

    6. Sulconazole, Mononitrate, (+-)-isomer

    2.3.2 Depositor-Supplied Synonyms

    1. 61318-90-9

    2. Sulconazolum

    3. Sulconazol

    4. Sulconazolum [inn-latin]

    5. 1-(2-((4-chlorobenzyl)thio)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole

    6. Sulconazol [inn-spanish]

    7. (+/-)-sulconazole

    8. 1-[2-[(4-chlorophenyl)methylsulfanyl]-2-(2,4-dichlorophenyl)ethyl]imidazole

    9. 5d9haa5q5s

    10. Chebi:77776

    11. Sulconazole (inn)

    12. 1-{2-[(4-chlorobenzyl)sulfanyl]-2-(2,4-dichlorophenyl)ethyl}-1h-imidazole

    13. Sulconazole [inn]

    14. 1-[2-(4-chloro-benzylsulfanyl)-2-(2,4-dichloro-phenyl)-ethyl]-1h-imidazole

    15. Sulconazole [inn:ban]

    16. Unii-5d9haa5q5s

    17. 1h-imidazole, 1-(2-(((4-chlorophenyl)methyl)thio)-2-(2,4-dichlorophenyl)ethyl)-

    18. 1h-imidazole, 1-[2-[[(4-chlorophenyl)methyl]thio]-2-(2,4-dichlorophenyl)ethyl]-

    19. Spectrum_001416

    20. Sulconazole [mi]

    21. Prestwick0_000810

    22. Prestwick1_000810

    23. Prestwick2_000810

    24. Prestwick3_000810

    25. Spectrum2_001422

    26. Spectrum3_001457

    27. Spectrum4_000436

    28. Spectrum5_001155

    29. Sulconazole [vandf]

    30. Chembl1221

    31. Schembl34761

    32. Bspbio_000679

    33. Bspbio_002953

    34. Kbiogr_000792

    35. Kbioss_001896

    36. Sulconazole [who-dd]

    37. Cid_65495

    38. Divk1c_000220

    39. Spbio_001524

    40. Spbio_002600

    41. Bpbio1_000747

    42. Dtxsid8044129

    43. Bdbm31770

    44. Hy-b1460b

    45. Kbio1_000220

    46. Kbio2_001896

    47. Kbio2_004464

    48. Kbio2_007032

    49. Kbio3_002453

    50. Ninds_000220

    51. (+-)-1-(2,4-dichlor-beta-((4-chlorbenzyl)thio)phenethyl)imidazol

    52. (+-)-1-(2,4-dichloro-beta-((p-chlorobenzyl)thio)phenethyl)imidazole

    53. Akos015961204

    54. Db06820

    55. 1h-imidazole, 1-(2-(((4-chlorophenyl)methyl)thio)-2-(2,4-dichlorophenyl)ethyl)-, (+-)-

    56. Idi1_000220

    57. Ncgc00018250-02

    58. Ac-13116

    59. Sbi-0051660.p002

    60. Db-053840

    61. Ab00053607

    62. Cs-0013811

    63. Ft-0630725

    64. C08076

    65. D08535

    66. Ab00053607_16

    67. Ab00053607_17

    68. Q2392530

    69. Brd-a70649075-008-05-0

    70. Brd-a70649075-008-17-5

    71. 1-[2,4-dichloro-beta-(4-chlorobenzylthio)phenethyl]imidazole

    72. 1-[beta-[(4-chlorobenzyl)thio]-2,4-dichlorophenethyl]-1h-imidazole

    73. 1-(2-(4-chlorobenzylthio)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole

    74. 1-(2-(((4-chlorophenyl)methyl)thio)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole

    75. 1h-imidazole, 1-[2-[[(4-chlorophenyl)methyl]thio]-2-(2,4-dichlorophenyl)ethyl]-(9ci)

    76. 1h-imidazole, 1-(2-(((4-chlorophenyl)methyl)thio)-2-(2,4-dichlorophenyl)ethyl)-, (+/-)-

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 397.7 g/mol
    Molecular Formula C18H15Cl3N2S
    XLogP36.1
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count6
    Exact Mass396.002153 g/mol
    Monoisotopic Mass396.002153 g/mol
    Topological Polar Surface Area43.1 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity379
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Sulconazole solution 1.0% is indicated for the treatment of tinea cruris and tinea corporis caused by Trichophyton rubrum, Trichophyton mentagrophytes, Epidermophyton floccosum, and Microsporum canis; and for the treatment of tinea versicolor. Effectiveness has not been proven in tinea pedis (athletes foot).

    FDA Label

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    The function of imidazole derivatives can be attributed to their structural resemblance to purines essential to metabolism.

    5.2 MeSH Pharmacological Classification

    Antifungal Agents

    Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    SULCONAZOLE
    5.3.2 FDA UNII
    5D9HAA5Q5S
    5.3.3 Pharmacological Classes
    Chemical Structure [CS] - Azoles
    5.4 ATC Code

    D01AC09

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    D - Dermatologicals

    D01 - Antifungals for dermatological use

    D01A - Antifungals for topical use

    D01AC - Imidazole and triazole derivatives

    D01AC09 - Sulconazole

    5.5 Absorption, Distribution and Excretion

    Absorption

    Total sulconazole systemic absorption after topical administration was ~8.71% of the dose.

    Route of Elimination

    About 6.70% of the dose was recovered in urine, and 2.01% in feces over a 7 day collection period. Radioactivity could be detected in both urine and feces at 7 days potentially due to a reservoir effect.