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Sertaconazole Nitrate
Also known as: 99592-39-9, Dermofix, Ertaczo, Zalain, Sertaconazole mononitrate, Ginedermofix
Molecular Formula
C20H16Cl3N3O4S
Molecular Weight
500.8  g/mol
InChI Key
HAAITRDZHUANGT-UHFFFAOYSA-N
FDA UNII
1DV05410M5

Sertaconazole Nitrate is the nitrate salt form of sertaconazole, a synthetic imidazole derivative with antifungal property. Sertaconazole nitrate inhibits fungal cytochrome P-450 sterol C-14 alpha-demethylation, resulting in the accumulation of fungal 14 alpha-methyl sterols and the inhibition of ergosterol synthesis, an essential component of the cell membrane of fungi. This leads to a disruption of cell membrane permeability and leakage of adenine triphosphate (ATP) and other constituents from fugal cells.
1 2D Structure

Sertaconazole Nitrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid
2.1.2 InChI
InChI=1S/C20H15Cl3N2OS.HNO3/c21-14-4-5-16(18(23)8-14)19(9-25-7-6-24-12-25)26-10-13-11-27-20-15(13)2-1-3-17(20)22;2-1(3)4/h1-8,11-12,19H,9-10H2;(H,2,3,4)
2.1.3 InChI Key
HAAITRDZHUANGT-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC2=C(C(=C1)Cl)SC=C2COC(CN3C=CN=C3)C4=C(C=C(C=C4)Cl)Cl.[N+](=O)(O)[O-]
2.2 Other Identifiers
2.2.1 UNII
1DV05410M5
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dermofix

2. Dermoseptic

3. Ginedermofix

4. Mykosert

5. Sertaconazole

6. Sertaconazole Mononitrate

7. Zalain

2.3.2 Depositor-Supplied Synonyms

1. 99592-39-9

2. Dermofix

3. Ertaczo

4. Zalain

5. Sertaconazole Mononitrate

6. Ginedermofix

7. Dermovit

8. Fi 7056

9. Sertaconazole (nitrate)

10. Fi-7045

11. 99592-39-9 (nitrate)

12. 1-[2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric Acid

13. 1dv05410m5

14. Fi-7056

15. 1-[2-[(7-chloro-1-benzothien-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1h-imidazole Nitrate

16. 1h-imidazole, 1-(2-((7-chlorobenzo(b)thien-3-yl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, Mononitrate

17. Dermoseptic

18. 1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1h-imidazole; Nitric Acid

19. Fisderm

20. Extens

21. Onabet

22. Sr-05000001439

23. Unii-1dv05410m5

24. Sertaconazolenitrate

25. Ertaczo (tn)

26. Zalain (tn)

27. 1-(2-((7-chlorobenzo[b]thiophen-3-yl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole Nitrate

28. 1h-imidazole, 1-(2-((7-chlorobenzo(b)thien-3-yl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, Nitrate (1:1)

29. Ncgc00016966-01

30. Cas-99592-39-9

31. Dsstox_cid_25529

32. Dsstox_rid_80932

33. Dsstox_gsid_45529

34. Mls002154122

35. Schembl261807

36. Chembl1200725

37. Dtxsid2045529

38. Hy-b0736a

39. Hms1571a12

40. Hms2098a12

41. Hms2231n14

42. Hms3372h01

43. Hms3715a12

44. Sertaconazole Nitrate [mi]

45. Amy32537

46. Bcp09311

47. Tox21_110718

48. Ac-739

49. Fi7056

50. Mfcd00918063

51. S3161

52. Sertaconazole Nitrate [mart.]

53. Akos015888158

54. Akos015964610

55. Sertaconazole Nitrate [who-dd]

56. Ccg-221045

57. 1-[2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole; Nitric Acid

58. As-14332

59. Smr001233429

60. Sertaconazole Nitrate [orange Book]

61. Sertaconazole Nitrate [ep Monograph]

62. Ft-0674558

63. D08510

64. F20635

65. A846049

66. A851341

67. Sr-05000001439-3

68. Q27252298

69. 1-(2-((7-chlorobenzo(b)thien-3-yl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole Mononitrate

70. 1-[2-[(7-chloranyl-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole; Nitric Acid

71. 1-[2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole,nitric Acid

2.3.3 Other Synonyms

1. Sertaconazole

2. Sertaconazol

3. Demofix

2.4 Create Date
2005-08-09
3 Chemical and Physical Properties
Molecular Weight 500.8 g/mol
Molecular Formula C20H16Cl3N3O4S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass498.992710 g/mol
Monoisotopic Mass498.992710 g/mol
Topological Polar Surface Area121 Ų
Heavy Atom Count31
Formal Charge0
Complexity513
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 NameErtaczo
PubMed HealthSertaconazole (On the skin)
Drug ClassesAntifungal
Drug LabelERTACZO (sertaconazole nitrate) Cream, 2%, contains the imidazole antifungal, sertaconazole nitrate. Sertaconazole nitrate contains one asymmetric carbon atom and exists as a racemic mixture of equal amounts of R and S enantiomers.Sertaconazole nit...
Active IngredientSertaconazole nitrate
Dosage FormCream
RouteTopical
Strength2%
Market StatusPrescription
CompanyValeant Luxembourg

2 of 2  
Drug NameErtaczo
PubMed HealthSertaconazole (On the skin)
Drug ClassesAntifungal
Drug LabelERTACZO (sertaconazole nitrate) Cream, 2%, contains the imidazole antifungal, sertaconazole nitrate. Sertaconazole nitrate contains one asymmetric carbon atom and exists as a racemic mixture of equal amounts of R and S enantiomers.Sertaconazole nit...
Active IngredientSertaconazole nitrate
Dosage FormCream
RouteTopical
Strength2%
Market StatusPrescription
CompanyValeant Luxembourg

5 Pharmacology and Biochemistry
5.1 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.)


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