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Omoconazole

Synopsis, Chemistry

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Also known as: Omoconazole nitrate [usan], 83621-06-1, Omoconazole mononitrate, 15lty5sty6, 1h-imidazole, 1-(2-(2-(4-chlorophenoxy)ethoxy)-2-(2,4-dichlorophenyl)-1-methylethenyl)-, (z)-, mononitrate, Fongarex

Molecular Formula

C₂₀H₁₈Cl₃N₃O₅

Molecular Weight

486.7 g/mol

InChI Key

BNDOPUYTWJQTOE-VSOKSMTPSA-N

FDA UNII

15LTY5STY6

Omoconazole Nitrate is the nitrate salt form of omoconazole, a topical imidazole derivative with antifungal activity against Candida albicans, Malassezia furfur and dematophytes.

1 2D Structure

Omoconazole

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[(Z)-1-[2-(4-chlorophenoxy)ethoxy]-1-(2,4-dichlorophenyl)prop-1-en-2-yl]imidazole;nitric acid

2.1.2 InChI

InChI=1S/C20H17Cl3N2O2.HNO3/c1-14(25-9-8-24-13-25)20(18-7-4-16(22)12-19(18)23)27-11-10-26-17-5-2-15(21)3-6-17;2-1(3)4/h2-9,12-13H,10-11H2,1H3;(H,2,3,4)/b20-14-;

2.1.3 InChI Key

BNDOPUYTWJQTOE-VSOKSMTPSA-N

2.1.4 Canonical SMILES

CC(=C(C1=C(C=C(C=C1)Cl)Cl)OCCOC2=CC=C(C=C2)Cl)N3C=CN=C3.[N+](=O)(O)[O-]

2.1.5 Isomeric SMILES

C/C(=C(\C1=C(C=C(C=C1)Cl)Cl)/OCCOC2=CC=C(C=C2)Cl)/N3C=CN=C3.[N+](=O)(O)[O-]

2.2 Other Identifiers

2.2.1 UNII

15LTY5STY6

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Afongan

2. Cm 8282

3. Cm-8282

4. Fongamil

5. Fongarex

6. Omoconazole

7. Omoconazole Mononitrate

2.3.2 Depositor-Supplied Synonyms

1. Omoconazole Nitrate [usan]

2. 83621-06-1

3. Omoconazole Mononitrate

4. 15lty5sty6

5. 1h-imidazole, 1-(2-(2-(4-chlorophenoxy)ethoxy)-2-(2,4-dichlorophenyl)-1-methylethenyl)-, (z)-, Mononitrate

6. Fongarex

7. 1-[(z)-1-[2-(4-chlorophenoxy)ethoxy]-1-(2,4-dichlorophenyl)prop-1-en-2-yl]imidazole;nitric Acid

8. Unii-15lty5sty6

9. Anfongan

10. Fangorex

11. Fongamil

12. Omotrex

13. Afonga

14. Omoconazolnitrat

15. Ccris 8167

16. (z)-1-(2,4-dichloro-beta-(2-(p-chlorophenoxy)ethoxy)-alpha-methylstyryl)imidazole Mononitrate

17. (z)-1-(2-(2-(4-chlorophenoxy)ethoxy)-2-(2,4-dichlorophenyl)-1-methylethenyl)-1h-imidazole Hno3

18. Schembl1643133

19. Schembl1643135

20. Sgd-12878

21. Chembl2107140

22. Omoconazole Nitrate [mi]

23. Chebi:31935

24. Omoconazole Nitrate (jan/usan)

25. Hoc-155

26. Omoconazole Nitrate [jan]

27. Omoconazole Nitrate [mart.]

28. Omoconazole Nitrate [who-dd]

29. Cm-8282

30. D01664

31. Q27251733

32. (z)-1-(2,4-dichloro-.beta.-(2-(p-chlorophenoxy)ethoxy)-.alpha.-methylstyryl)imidazole Mononitrate

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₁₈Cl₃N₃O₅
Molecular Weight	486.7 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	7
Exact Mass	485.031204 g/mol
Monoisotopic Mass	485.031204 g/mol
Topological Polar Surface Area	102 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	522
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

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.)