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1-(2-((2,4-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole Nitrate

1-(2-((2,4-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole nitrate

Synopsis, Chemistry

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CREAM;VAGINAL - 2%, CREAM, SUPPOSITORY;TOPICAL, VAGINAL - 2%,200MG, OINTMENT;TOPICAL - 0.25%;81.35%;15%, CREAM, INSERT;TOPICAL, VAGINAL - 2%,1.2GM

CREAM;VAGINAL - 2%
CREAM, SUPPOSITORY;TOPICAL, VAGINAL - 2%,200MG
OINTMENT;TOPICAL - 0.25%;81.35%;15%
CREAM, INSERT;TOPICAL, VAGINAL - 2%,1.2GM

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1-{2-[(2,4-Dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole nitrate

Also known as: 22832-87-7, Andergin, Albistat, Aflorix, Conofite, Florid

Molecular Formula

C₁₈H₁₅Cl₄N₃O₄

Molecular Weight

479.1 g/mol

InChI Key

MCCACAIVAXEFAL-UHFFFAOYSA-N

FDA UNII

VW4H1CYW1K

An imidazole antifungal agent that is used topically and by intravenous infusion.

1 2D Structure

1-{2-[(2,4-Dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole nitrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole;nitric acid

2.1.2 InChI

InChI=1S/C18H14Cl4N2O.HNO3/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)

2.1.3 InChI Key

MCCACAIVAXEFAL-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=C(C=C1Cl)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl.[N+](=O)(O)[O-]

2.2 Other Identifiers

2.2.1 UNII

VW4H1CYW1K

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Brentan

2. Dactarin

3. Miconasil Nitrate

4. Miconazole

5. Monistat

6. Nitrate, Miconasil

7. Nitrate, Miconazole

8. R 14,889

9. R-14,889

10. R14,889

2.3.2 Depositor-Supplied Synonyms

1. 22832-87-7

2. Andergin

3. Albistat

4. Aflorix

5. Conofite

6. Florid

7. Dermonistat

8. Micatin

9. Gyno-monistat

10. Epi-monistat

11. Gyno-daktar

12. Miconazole (nitrate)

13. M-zole 7 Dual Pack

14. Brentan

15. Daktarin

16. M-zole 3 Combination Pack

17. Vusion

18. Miconazole 7

19. Priconazole

20. Monistat 3

21. Monistat 5

22. Monistat 7

23. (+/-)-miconazole Nitrate

24. R 14,889

25. Nsc 169434

26. Baza Cream Antifungal

27. R 14889

28. Miconazole 3

29. 1-(2-((2,4-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole Nitrate

30. Monistat 3 Combination Pack

31. Vw4h1cyw1k

32. Nsc-169434

33. R18134 Nitrate

34. Mls000028674

35. Monistat 1 Combination Pack

36. Miconazole 7 Combination Pack

37. 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1h-imidazole; Nitric Acid

38. 1h-imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-, Mononitrate

39. (+/-)-miconazole Nitrate Salt

40. Deralbine

41. Mezolitan

42. Micotef

43. Smr000058733

44. Crimak

45. Daktarin Talc

46. Monistat (tn)

47. Gyno-daktarin

48. Miconal Ecobi

49. 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole;nitric Acid

50. (+-)-miconazole Nitrate

51. R-14889

52. Lotrimin Af Powder

53. Fungisdin

54. Lotrimin Af Spray Liquid

55. Miconazole 1

56. Lotrimin Af Powder Aerosol

57. Monistat Dual-pak

58. 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1h-imidazole Nitrate

59. 75319-48-1

60. Monistat 7 Combination Pack

61. Monistat-3 Combination Pack

62. Monistat Cream & Suppositories

63. Nsc169434

64. Miconazole Nitrate Combination Pack

65. Einecs 245-256-6

66. Unii-vw4h1cyw1k

67. Mfcd00058161

68. Lotrimin Af Jock-itch Powder Aerosol

69. Miconazole 3 Combination Pack

70. Baza Cream

71. Monistat Nitrate

72. Sr-01000000271

73. Miconazoli Nitras

74. Miconazol Nitrate

75. 1-(2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole Nitrate

76. Micatin (tn)

77. Miconazole Nitrate [usan:usp:jan]

78. Monistat 3 Combination Pack (prefilled)

79. Miconazole Nitrate Usp

80. Cpd000058733

81. Miconazole Nitrate,(s)

82. Opera_id_1059

83. 1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole Mononitrate

84. Component Of Monistat Cream

85. Baza Cream [vandf]

86. Nsc 169434 Nitrate

87. Chembl1559

88. Schembl15799

89. Mls001148223

90. Mls002548903

91. Spectrum1500413

92. Regid_for_cid_68553

93. Miconazole Nitrate [mi]

94. Miconazole Nitrate [jan]

95. Hms500h18

96. Hy-b0454a

97. Miconazole Nitrate (jp17/usp)

98. Dtxsid50996767

99. Miconazole Nitrate [inci]

100. Miconazole Nitrate [usan]

101. Hms1920n21

102. Hms2091f16

103. Hms2233o22

104. Hms3259m05

105. Hms3655d05

106. Miconazole Nitrate [vandf]

107. Pharmakon1600-01500413

108. Miconazole Nitrate [mart.]

109. Amy11000

110. Bcp13696

111. Miconazole Nitrate [usp-rs]

112. Miconazole Nitrate [who-dd]

113. Miconazole Nitrate [who-ip]

114. Ccg-39756

115. Nsc757119

116. S1956

117. Akos015895065

118. Akos015962190

119. Ab02339

120. Miconazole Nitrate [green Book]

121. Nc00461

122. Nsc-757119

123. 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1h-imidazole Nitrate

124. Imidazole, 1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)-, Mononitrate

125. Miconazole Nitrate [orange Book]

126. Miconazole Nitrate [ep Monograph]

127. Miconazoli Nitras [who-ip Latin]

128. Ncgc00094728-01

129. Ncgc00094728-02

130. Ncgc00094728-03

131. As-13575

132. Bm166180

133. Miconazole Nitrate [usp Monograph]

134. Vusion Component Miconazole Nitrate

135. Easotic Component Miconazole Nitrate

136. Db-046005

137. Ft-0628943

138. Ft-0628944

139. M-206

140. M1769

141. Miconazole Nitrate Component Of Vusion

142. Sw196614-3

143. Aluminum Hydroxideoxide(al(oh)o),hydrate(9ci)

144. Miconazole Nitrate Component Of Easotic

145. C08070

146. D00882

147. Miconazole Nitrate [ema Epar Veterinary]

148. [2,4-dichlorobenzyloxy)phenethyl]imidazole Nitrate

149. (+/-)-miconazole Nitrate Salt, Imidazole Antibiotic

150. Aluminum Hydroxideoxide (al(oh)o), Hydrate (9ci)

151. J-014876

152. Sr-01000000271-2

153. ( Inverted Exclamation Marka)-miconazole Nitrate Salt

154. Q27292045

155. 1-[2,4-dichlorobenzyl)oxy]phenethyl]imidazole Mononitrate

156. 1-(2,4-dichloro-ss-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole

157. Miconazole Nitrate, British Pharmacopoeia (bp) Reference Standard

158. Miconazole Nitrate, European Pharmacopoeia (ep) Reference Standard

159. 1-[2,4-dichloro-b-[(2,4-dichlorobenzyl)oxy]phenethyl]imidazole Mononitrate

160. Miconazole Nitrate, United States Pharmacopeia (usp) Reference Standard

161. 1-(2,4-dichloro-.beta.-((2,4-dichlorobenezyl)oxy)phenethyl)imidazole Mononitrate

162. 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole;nitric Acid.

163. 1h-imidazole,1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-,mononitrate

164. 1h-imidazole,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-, Mononitrate

165. Imidazole,4-dichloro-.beta.-[(2,4-dichlorobenzyl)oxy]phenethyl]-, Mononitrate

166. (+/-)-miconazole Nitrate Salt, Pharmaceutical Secondary Standard; Certified Reference Material

167. 1h-imidazole, 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-, Nitrate (1:1)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₁₅Cl₄N₃O₄
Molecular Weight	479.1 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	478.978717 g/mol
Monoisotopic Mass	476.981667 g/mol
Topological Polar Surface Area	93.1 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	441
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 18
Drug Name	Monistat 7 combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream, suppository
Route	Topical, vaginal
Strength	2%,100mg
Market Status	Over the Counter
Company	Insight Pharms

2 of 18
Drug Name	Monistat-3 combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream, suppository
Route	Topical, vaginal
Strength	2%,200mg
Market Status	Over the Counter
Company	Insight Pharms

3 of 18
Drug Name	M-zole 3 combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream, suppository
Route	Topical, vaginal
Strength	2%,200mg
Market Status	Over the Counter
Company	Actavis Mid Atlantic

4 of 18
Drug Name	Miconazole 7
Drug Label	Miconazole Nitrate Vaginal Suppositories USP, 200 mg are white to off-white suppositories, each containing the antifungal agent, miconazole nitrate, 1-[2,4-Dichloro--[(2,4- dichlorobenzyl)oxy] phenethyl]-imidazole mononitrate, 200 mg, in a hydrogen...
Active Ingredient	Miconazole nitrate
Dosage Form	Cream
Route	Vaginal
Strength	2%
Market Status	Over the Counter
Company	Actavis Mid Atlantic

5 of 18
Drug Name	Miconazole nitrate
Active Ingredient	Miconazole nitrate
Dosage Form	Cream; Suppository; Cream, suppository
Route	topical, vaginal; Vaginal; Topical, vaginal
Strength	200mg; 100mg; 2%; 4%; 2%,1.2gm
Market Status	Over the Counter; Prescription
Company	Taro; Perrigo R And D; Actavis Mid Atlantic; Perrigo; G And W Labs

6 of 18
Drug Name	Miconazole nitrate combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream, suppository
Route	Topical, vaginal
Strength	2%,200mg
Market Status	Over the Counter
Company	Perrigo

7 of 18
Drug Name	Monistat 3
Drug Label	MONISTAT 3 Vaginal Suppositories are white to off-white suppositories, each containing the antifungal agent, miconazole nitrate, 1-[2,4-Dichloro--[(2,4-dichlorobenzyl)oxy]phenethyl]-imidazole mononitrate, 200 mg, in a hydrogenated vegetable oil bas...
Active Ingredient	Miconazole nitrate
Dosage Form	Cream; Suppository
Route	Vaginal
Strength	200mg; 4%
Market Status	Over the Counter; Prescription
Company	Insight Pharms

8 of 18
Drug Name	Monistat 3 combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream
Route	Topical, vaginal
Strength	2%,4%
Market Status	Over the Counter
Company	Insight Pharms

9 of 18
Drug Name	Monistat 7
Active Ingredient	Miconazole nitrate
Dosage Form	Cream; Suppository
Route	Vaginal
Strength	100mg; 2%
Market Status	Over the Counter
Company	Insight Pharms

10 of 18
Drug Name	Monistat 7 combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream, suppository
Route	Topical, vaginal
Strength	2%,100mg
Market Status	Over the Counter
Company	Insight Pharms

11 of 18
Drug Name	Monistat-3 combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream, suppository
Route	Topical, vaginal
Strength	2%,200mg
Market Status	Over the Counter
Company	Insight Pharms

12 of 18
Drug Name	M-zole 3 combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream, suppository
Route	Topical, vaginal
Strength	2%,200mg
Market Status	Over the Counter
Company	Actavis Mid Atlantic

13 of 18
Drug Name	Miconazole 7
Drug Label	Miconazole Nitrate Vaginal Suppositories USP, 200 mg are white to off-white suppositories, each containing the antifungal agent, miconazole nitrate, 1-[2,4-Dichloro--[(2,4- dichlorobenzyl)oxy] phenethyl]-imidazole mononitrate, 200 mg, in a hydrogen...
Active Ingredient	Miconazole nitrate
Dosage Form	Cream
Route	Vaginal
Strength	2%
Market Status	Over the Counter
Company	Actavis Mid Atlantic

14 of 18
Drug Name	Miconazole nitrate
Active Ingredient	Miconazole nitrate
Dosage Form	Cream; Suppository; Cream, suppository
Route	topical, vaginal; Vaginal; Topical, vaginal
Strength	200mg; 100mg; 2%; 4%; 2%,1.2gm
Market Status	Over the Counter; Prescription
Company	Taro; Perrigo R And D; Actavis Mid Atlantic; Perrigo; G And W Labs

15 of 18
Drug Name	Miconazole nitrate combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream, suppository
Route	Topical, vaginal
Strength	2%,200mg
Market Status	Over the Counter
Company	Perrigo

16 of 18
Drug Name	Monistat 3
Drug Label	MONISTAT 3 Vaginal Suppositories are white to off-white suppositories, each containing the antifungal agent, miconazole nitrate, 1-[2,4-Dichloro--[(2,4-dichlorobenzyl)oxy]phenethyl]-imidazole mononitrate, 200 mg, in a hydrogenated vegetable oil bas...
Active Ingredient	Miconazole nitrate
Dosage Form	Cream; Suppository
Route	Vaginal
Strength	200mg; 4%
Market Status	Over the Counter; Prescription
Company	Insight Pharms

17 of 18
Drug Name	Monistat 3 combination pack
Active Ingredient	Miconazole nitrate
Dosage Form	Cream
Route	Topical, vaginal
Strength	2%,4%
Market Status	Over the Counter
Company	Insight Pharms

18 of 18
Drug Name	Monistat 7
Active Ingredient	Miconazole nitrate
Dosage Form	Cream; Suppository
Route	Vaginal
Strength	100mg; 2%
Market Status	Over the Counter
Company	Insight Pharms

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.)

Cytochrome P-450 CYP2C9 Inhibitors

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP2C9. (See all compounds classified as Cytochrome P-450 CYP2C9 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.)

Cytochrome P-450 CYP3A Inhibitors

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP3A. (See all compounds classified as Cytochrome P-450 CYP3A Inhibitors.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Azoles [CS]; Azole Antifungal [EPC]