Omoconazole

Chemical compound

D01AC13 (WHO) G01AF16 (WHO)

Identifiers

IUPAC name

1-[(Z)-2-[2-(4-Chlorophenoxy)ethoxy]-2-(2,4-dichlorophenyl)-1-methylvinyl]-1H-imidazole

CAS Number

74512-12-2^Y

PubChem CID

3033988

ChemSpider

2298546^Y

UNII

GQ8ADD54E1

KEGG

D08296

CompTox Dashboard (EPA)

DTXSID7057818

Chemical and physical dataFormulaC₁₃H₁₇N₂O₂Molar mass233.291 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

Clc3ccc(C(/OCCOc1ccc(Cl)cc1)=C(/n2ccnc2)C)c(Cl)c3

InChI

InChI=1S/C20H17Cl3N2O2/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/h2-9,12-13H,10-11H2,1H3/b20-14-^Y
Key:JMFOSJNGKJCTMJ-ZHZULCJRSA-N^Y

(verify)

Omoconazole is an azole antifungal drug.^[1]

Omonocazole is not available in the United States and Canada.^[2] In other countries, it is used to treat cutaneous candidiasis, dermatophytosis, pityriasis versicolor.^[3]

References

^ Itoyama T, Aoki Y, Hiratani T, Uchida K, Yamaguchi H (September 1993). "[In vitro antifungal activity of omoconazole nitrate, a new imidazole antimycotic]". The Japanese Journal of Antibiotics (in Japanese). 46 (9): 773–80. PMID 8254897.
^ "NCATS Inxight: Drugs — OMOCONAZOLE". drugs.ncats.io. Retrieved 16 April 2019.
^ "Omoconazole: Indication, Dosage, Side Effect, Precaution | MIMS Malaysia". www.mims.com. Retrieved 16 April 2019.

Antifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles (lanosterol 14α-
demethylase inhibitors)

Imidazoles	Topical: bifonazole^‡ butoconazole chlormidazole^‡ climbazole clotrimazole^# croconazole^‡ eberconazole econazole fenticonazole^‡ flutrimazole isoconazole ketoconazole luliconazole miconazole^# neticonazole^‡ omoconazole^‡ oxiconazole sertaconazole sulconazole tioconazole Systemic: ketoconazole
Triazoles	Topical: efinaconazole fluconazole^# terconazole Systemic: fluconazole^# fosfluconazole fosravuconazole hexaconazole^‡ isavuconazole itraconazole^# oteseconazole posaconazole voriconazole^# Unknown: albaconazole^‡ ravuconazole^†
Thiazoles	Topical: abafungin^‡

Polyene antimycotics
(ergosterol binding)

Topical: hamycin^‡
natamycin
nystatin^#
Systemic: amphotericin B^#, hamycin^‡

Squalene monooxygenase
inhibitors

Allylamines	Topical: naftifine terbinafine Systemic: terbinafine
Benzylamines	Topical: butenafine

Others

Topical: amorolfine

β-glucan synthase
inhibitors

Intracellular

Pyrimidine analogues/ thymidylate synthase inhibitors	Systemic: flucytosine^#
Mitotic inhibitors	Systemic: griseofulvin^#
Aminoacyl tRNA synthetase inhibitors	Topical: tavaborole

Others

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

Gynecological anti-infectives and antiseptics (G01)

Antibiotics

Arsenic compounds

Acetarsol

Quinoline derivatives

Organic acids

Sulfonamides

Sulfatolamide

Antifungals

Imidazoles	Metronidazole Clotrimazole Miconazole Econazole Ornidazole Isoconazole Tioconazole Ketoconazole Fenticonazole Azanidazole Propenidazole Butoconazole Omoconazole Oxiconazole Flutrimazole
Triazoles	Terconazole
Polyenes	Nystatin Natamycin Amphotericin B
Other	Ciclopirox Methylrosaniline