Isoconazole

Isoconazole
Clinical data

AHFS/Drugs.com	International Drug Names
ATC code	D01AC05 (WHO) G01AF07 (WHO)
Identifiers
IUPAC name (RS)-1-[2-[(2,6-Dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
CAS Number	27523-40-6
PubChem (CID)	3760
DrugBank	DB08943^N
ChemSpider	3629
UNII	GRI7WFR424^Y
KEGG	D04624
ChEBI	CHEBI:82865^Y
ChEMBL	CHEMBL1571863
ECHA InfoCard	100.044.084
Chemical and physical data
Formula	C₁₈H₁₄Cl₄N₂O
Molar mass	416.127 g/mol
3D model (Jmol)	Interactive image
SMILES Clc1ccc(c(Cl)c1)C(OCc2c(Cl)cccc2Cl)Cn3ccnc3

Isoconazole is an azole antifungal drug and could inhibit gram positive bacteria.^[1]^[2] Nigerian and British medical researchers found that for foot and vaginal infections, isoconazole has a similar effectiveness to clotrimazole.^[3]^[4] Isoconazole nitrate may be used in combination with corticosteroid diflucortolone to increase its bioavailability.^[1]

References

1 2 Veraldi, Stefano (May 2013). "Isoconazole nitrate: a unique broad-spectrum antimicrobial azole effective in the treatment of dermatomycoses, both as monotherapy and in combination with corticosteroids". Mycoses. 56 Suppl 1: 3–15. doi:10.1111/myc.12054. ISSN 1439-0507. PMID 23574019.
↑ The Merck Index, 12th Edition, 5176
↑ Oyeka, C.A.; Gugnani H.C. (1992). "Isoconazole nitrate versus clotrimazole in foot and nail infections due to Hendersonula toruloidea, Scytalidium hyalinum and dermatophytes.". Mycoses. 35 (11-12): 357–61. doi:10.1111/j.1439-0507.1992.tb00894.x. PMID 1302811.
↑ Cohen, L. (1984). "Single dose treatment of vaginal candidosis: comparison of clotrimazole and isoconazole.". Retrieved 2008-05-23.

Wall/
membrane

Ergosterol
inhibitors

Imidazoles	Topical: bifonazole^‡ butoconazole chlormidazole^‡ clotrimazole^# croconazole^‡ econazole fenticonazole^‡ flutrimazole isoconazole^‡ ketoconazole luliconazole miconazole^# neticonazole^‡ omoconazole^‡ oxiconazole sertaconazole sulconazole tioconazole Systemic: ketoconazole

Triazoles	Topical: efinaconazole fluconazole^# fosfluconazole terconazole Systemic: fluconazole^# hexaconazole^‡ isavuconazole itraconazole posaconazole voriconazole Unknown: albaconazole^‡ ravuconazole^†

Thiazoles	Topical: abafungin^‡

Allylamines	Topical: naftifine terbinafine Systemic: terbinafine

Benzylamines	Topical: butenafine

Others

Intracellular

Pyrimidine analogues/ thymidylate synthase inhibitors	flucytosine^#

Mitotic inhibitors	griseofulvin^#

Aminoacyl tRNA synthetase inhibitors	tavaborole

Others

Arsenic compounds

Quinoline derivatives

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

Other

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