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    Chemistry

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    Also known as: 27523-40-6, Travogen, 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]imidazole, Gri7wfr424, Isoconazol, Chebi:83667
    Molecular Formula
    C18H14Cl4N2O
    Molecular Weight
    416.1  g/mol
    InChI Key
    MPIPASJGOJYODL-UHFFFAOYSA-N
    FDA UNII
    GRI7WFR424
    Isoconazole
    Isoconazole is an azole antifungal drug that has similar effectiveness to clotrimazole in the treatment of foot and vaginal infections.
    1 2D Structure

    Isoconazole

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]imidazole
    2.1.2 InChI
    InChI=1S/C18H14Cl4N2O/c19-12-4-5-13(17(22)8-12)18(9-24-7-6-23-11-24)25-10-14-15(20)2-1-3-16(14)21/h1-8,11,18H,9-10H2
    2.1.3 InChI Key
    MPIPASJGOJYODL-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC(=C(C(=C1)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl
    2.2 Other Identifiers
    2.2.1 UNII
    GRI7WFR424
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-(2,4-dichloro Beta-(2,6-dichlorobenzyloxy)phenethyl) Imidazole

    2. Fazol

    3. Gyno Icaden

    4. Gyno-travogen

    5. Icaden

    6. Isoconazole Nitrate

    7. R15454

    8. Travogyn

    2.3.2 Depositor-Supplied Synonyms

    1. 27523-40-6

    2. Travogen

    3. 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]imidazole

    4. Gri7wfr424

    5. Isoconazol

    6. Chebi:83667

    7. R-15,454 [as Nitrate Salt]

    8. Isoconazolum

    9. 1h-imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,6-dichlorophenyl)methoxy)ethyl)-

    10. Dsstox_cid_25447

    11. Dsstox_rid_80886

    12. Dsstox_gsid_45447

    13. Isoconazol [inn-spanish]

    14. Isoconazolum [inn-latin]

    15. 1h-imidazole, 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-

    16. Einecs 248-508-3

    17. Unii-gri7wfr424

    18. Isoconazole [usan:inn:ban]

    19. R-15,454

    20. 1-{2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}-1h-imidazole

    21. 1-(2-((2,6-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole

    22. Ncgc00016800-01

    23. Prestwick_532

    24. Cas-27523-40-6

    25. Miconazole Impurity D

    26. Isoconazole [mi]

    27. 1-(2,4-dichloro-beta-((2,6-dichlorobenzyl)oxy)phenethyl)imidazole

    28. Prestwick0_000127

    29. Prestwick1_000127

    30. Prestwick2_000127

    31. Prestwick3_000127

    32. Isoconazole (usan/inn)

    33. Isoconazole [usan]

    34. 1-(2-(2,4-dichlorophenyl)-2-((2,6-dichlorophenyl)methoxy)ethyl)1h-imidazole

    35. Cid_3760

    36. Isoconazole [mart.]

    37. Bspbio_000174

    38. Isoconazole [who-dd]

    39. Mls002154207

    40. Schembl148288

    41. R15454 Free Base

    42. Spbio_002113

    43. Miconazole 2,6-isomer

    44. Bpbio1_000192

    45. Chembl1571863

    46. Dtxsid7045447

    47. R-15454 Free Base

    48. Bdbm31771

    49. Isoconazole [ep Impurity]

    50. Hms1568i16

    51. Hms2095i16

    52. Hms2231p05

    53. Hms3374m05

    54. Hms3712i16

    55. Isoconazole [ep Monograph]

    56. Amy32539

    57. Tox21_110616

    58. Imidazole, 1-(2,4-dichloro-beta-((2,6-dichlorobenzyl)oxy)phenethyl)-

    59. Akos015896434

    60. Tox21_110616_1

    61. Ccg-220127

    62. Db08943

    63. 1-(2-(2,4-dichlorophenyl)-2-((2,6-dichlorophenyl)methoxy)ethyl)-1h-imidazole

    64. Ncgc00179642-01

    65. Ncgc00179642-02

    66. Ncgc00179642-03

    67. Ncgc00179642-04

    68. Ncgc00179642-05

    69. Smr001233493

    70. Miconazole Impurity D [ep Impurity]

    71. Ft-0657773

    72. D04624

    73. A819101

    74. Q262210

    75. Sr-01000838847

    76. Miconazole Nitrate Impurity D [ep Impurity]

    77. Sr-01000838847-2

    78. Brd-a93353767-001-03-5

    79. 1-(2-(2,6-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole

    80. 1-[2,4-dichloro-.beta.-[2,6-dichlorobenzyl)oxy]phenylethyl]imidazole

    81. 1-{2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}imidazole

    82. 1-(2,4-dichloro-.beta.-((2,6-dichlorobenzyl)oxy)phenethyl)imidazole

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 416.1 g/mol
    Molecular Formula C18H14Cl4N2O
    XLogP35.3
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count6
    Exact Mass415.983074 g/mol
    Monoisotopic Mass413.986024 g/mol
    Topological Polar Surface Area27 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity407
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 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.)

    4.2 ATC Code

    D01AC05

    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

    D01AC05 - Isoconazole

    G - Genito urinary system and sex hormones

    G01 - Gynecological antiinfectives and antiseptics

    G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids

    G01AF - Imidazole derivatives

    G01AF07 - Isoconazole

    API Reference Price

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    18-Jan-2021
    08-Aug-2024
    KGS
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    Average Price (USD/KGS)

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    (USD/KGS)    		 Number of Transactions

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