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Econazole Nitrate

Synopsis, Chemistry

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CREAM;TOPICAL - 1% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, AEROSOL, FOAM;TOPICAL - 1%

CREAM;TOPICAL - 1% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
AEROSOL, FOAM;TOPICAL - 1%

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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

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 Formula	C₁₈H₁₆Cl₃N₃O₄
Molecular Weight	444.7 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	443.020639 g/mol
Monoisotopic Mass	443.020639 g/mol
Topological Polar Surface Area	93.1 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	404
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Econazole nitrate
Drug Label	Econazole 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 Ingredient	Econazole nitrate
Dosage Form	Cream
Route	Topical
Strength	1%
Market Status	Prescription
Company	Fougera Pharms; Igi Labs; Perrigo New York; Taro

2 of 2
Drug Name	Econazole nitrate
Drug Label	Econazole 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 Ingredient	Econazole nitrate
Dosage Form	Cream
Route	Topical
Strength	1%
Market Status	Prescription
Company	Fougera 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]