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    Chemistry

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    Also known as: 24169-02-6, Ifenec, 68797-31-9, Pevaryl, Spectazole, Epi-pevaryl
    Molecular Formula
    C18H16Cl3N3O4
    Molecular Weight
    444.7  g/mol
    InChI Key
    DDXORDQKGIZAME-UHFFFAOYSA-N
    FDA UNII
    H438WYN10E
    Econazole Nitrate
    An imidazole derivative that is commonly used as a topical antifungal agent.
    1 2D Structure

    Econazole Nitrate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid
    2.1.2 InChI
    InChI=1S/C18H15Cl3N2O.HNO3/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;2-1(3)4/h1-9,12,18H,10-11H2;(H,2,3,4)
    2.1.3 InChI Key
    DDXORDQKGIZAME-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC=C1COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl.[N+](=O)(O)[O-]
    2.2 Other Identifiers
    2.2.1 UNII
    H438WYN10E
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Econazole

    2. Ekonazole

    3. Gyno Pervaryl 150

    4. Gyno Pevaril

    5. Gyno Pevaryl

    6. Gyno-pervaryl 150

    7. Gyno-pevaril

    8. Gyno-pevaryl

    9. Gynopevaril

    10. Nitrate, Econazole

    11. Pevaryl

    2.3.2 Depositor-Supplied Synonyms

    1. 24169-02-6

    2. Ifenec

    3. 68797-31-9

    4. Pevaryl

    5. Spectazole

    6. Epi-pevaryl

    7. Gyno-pevaryl

    8. Econazole (nitrate)

    9. Econazole Nitrate Salt

    10. (+-)-econazole Nitrate

    11. Gyno-pevaryl 150

    12. Econazole Mononitrate

    13. Palavale

    14. Nsc 243115

    15. R 14827

    16. R 14,827

    17. Sq 13050

    18. Econazole Nitrate (spectazole)

    19. Mls000028626

    20. H438wyn10e

    21. 1-(2,4-dichloro-beta-((p-chlorobenzyl)oxy)phenethyl)imidazole Nitrate

    22. 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric Acid

    23. Nsc-243115

    24. Sq13050

    25. 24169-02-6 (nitrate)

    26. Smr000058732

    27. Sq-13050

    28. Dsstox_cid_5226

    29. R14827

    30. 1-{2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1h-imidazole; Nitric Acid

    31. Dsstox_rid_77708

    32. Dsstox_gsid_25226

    33. Econail

    34. R-14827

    35. 1h-imidazole, 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, Nitrate

    36. Ccris 6031

    37. Nsc243115

    38. Sr-01000003142

    39. Ncgc00018258-03

    40. Einecs 246-053-5

    41. Mfcd00058160

    42. Unii-h438wyn10e

    43. Micogin

    44. Ecoza

    45. 1-(2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole Nitrate

    46. 1h-imidazole, 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-, Nitrate

    47. Spectazole (tn)

    48. Prestwick_191

    49. Gynoryl

    50. Ecoza (tn)

    51. Econazole Nitrate [usan:usp:ban:jan]

    52. Econazole Nitrate,(s)

    53. 1-[2-[(4-chlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1h-imidazole Nitrate

    54. Opera_id_1393

    55. Imidazole, 1-(2,4-dichloro-beta-((p-chlorobenzyl)oxy)phenethyl)-, Mononitrate

    56. Cas-24169-02-6

    57. 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole; Nitric Acid

    58. Schembl36213

    59. Mls001076561

    60. Mls002222182

    61. Mls002415728

    62. Econazole Nitrate (jan/usp)

    63. Spectrum1501185

    64. Regid_for_cid_68589

    65. Econazole Nitrate [mi]

    66. Econazole For System Suitability

    67. Econazole Nitrate [jan]

    68. Chembl1201049

    69. Dtxsid6025226

    70. Econazole Nitrate [usan]

    71. Hms500f15

    72. Econazole Nitrate [vandf]

    73. Econazole Nitrate [mart.]

    74. Hms1568n10

    75. Hms1921p03

    76. Hms2092l03

    77. Hms2095n10

    78. Hms2235c19

    79. Hms3656c14

    80. Hms3712n10

    81. Pharmakon1600-01501185

    82. Econazole Nitrate [usp-rs]

    83. Econazole Nitrate [who-dd]

    84. Bcp12552

    85. Hy-b0453

    86. Tox21_110852

    87. Tox21_200771

    88. Tox21_303391

    89. Ccg-38966

    90. Nsc757882

    91. S2535

    92. Akos015895218

    93. Tox21_110852_1

    94. Ab02338

    95. Ac-1113

    96. Econazole Nitrate [ep Impurity]

    97. Econazole Nitrate [orange Book]

    98. Nsc 757882

    99. Nsc-757882

    100. 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazolium Nitrate

    101. 1h-imidazole, 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, Mononitrate

    102. Econazole Nitrate [ep Monograph]

    103. Econazole Nitrate [usp Monograph]

    104. Ncgc00018258-10

    105. Ncgc00089813-02

    106. Ncgc00094926-01

    107. Ncgc00094926-02

    108. Ncgc00094926-03

    109. Ncgc00094926-04

    110. Ncgc00257500-01

    111. Ncgc00258325-01

    112. As-13263

    113. E0957

    114. Econazole Nitrate 100 Microg/ml In Methanol

    115. Ft-0625644

    116. Ft-0630510

    117. Sw196500-3

    118. Vu0239797-5

    119. C08069

    120. D00881

    121. 1h-imidazole,4-dichlorophenyl]ethyl)-, Nitrate

    122. A817124

    123. A836253

    124. 1h-imidazole,4-dichlorophenyl)ethyl]-, Mononitrate

    125. J-015380

    126. Sr-01000003142-2

    127. Sr-01000003142-3

    128. Q27279621

    129. 1-[2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Nitrate

    130. Imidazole,4-dichloro-.beta.-[(p-chlorobenzyl)oxy]phenethyl]-, Mononitrate

    131. (+/-)-1-(2,4-dichloro-.beta.-((p-chlorobenzyl)oxy)phenethyl)-imidazole Mononitrate

    132. 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole Nitrate;econazole Nitrate

    133. 1h-imidazole, 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, Mononitrate, (+/-)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 444.7 g/mol
    Molecular Formula C18H16Cl3N3O4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass443.020639 g/mol
    Monoisotopic Mass443.020639 g/mol
    Topological Polar Surface Area93.1 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity404
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameEconazole nitrate
    Drug LabelEconazole Nitrate Cream, 1% contains the antifungal agent, econazole nitrate 1%, in a water-miscible base consisting of pegoxyl 7 stearate, peglicol 5 oleate, mineral oil, benzoic acid, butylated hydroxyanisole, and purified water. The white to off-w...
    Active IngredientEconazole nitrate
    Dosage FormCream
    RouteTopical
    Strength1%
    Market StatusPrescription
    CompanyFougera Pharms; Igi Labs; Perrigo New York; Taro

    2 of 2  
    Drug NameEconazole nitrate
    Drug LabelEconazole Nitrate Cream, 1% contains the antifungal agent, econazole nitrate 1%, in a water-miscible base consisting of pegoxyl 7 stearate, peglicol 5 oleate, mineral oil, benzoic acid, butylated hydroxyanisole, and purified water. The white to off-w...
    Active IngredientEconazole nitrate
    Dosage FormCream
    RouteTopical
    Strength1%
    Market StatusPrescription
    CompanyFougera Pharms; Igi Labs; Perrigo New York; Taro

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    14-alpha Demethylase Inhibitors

    Compounds that specifically inhibit STEROL 14-DEMETHYLASE. A variety of azole-derived ANTIFUNGAL AGENTS act through this mechanism. (See all compounds classified as 14-alpha Demethylase Inhibitors.)

    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.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Azoles [CS]; Azole Antifungal [EPC]

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    DOSAGE - CREAM;TOPICAL - 1% **Federal Registe...DOSAGE - CREAM;TOPICAL - 1% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 18751

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    DOSAGE - AEROSOL, FOAM;TOPICAL - 1%

    USFDA APPLICATION NUMBER - 205175

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