Isoconazole

Isoconazole
Systematic (IUPAC) name

(RS)-1-[2-[(2,6-Dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
Clinical data
AHFS/Drugs.com	International Drug Names
Identifiers
CAS Number	27523-40-6
ATC code	D01AC05 G01AF07
PubChem	CID 3760
DrugBank	DB08943^N
ChemSpider	3629
UNII	GRI7WFR424^Y
KEGG	D04624
ChEBI	CHEBI:82865^Y
ChEMBL	CHEMBL1571863
Chemical data
Formula	C₁₈H₁₄Cl₄N₂O
Molar mass	416.127 g/mol
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.

Antifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles
(lanosterol 14
alpha-demethylase inhibitors)

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

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

Thiazoles	Topical: abafungin^‡

Polyene antimycotics
(ergosterol binding)

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

Allylamines
(squalene monooxygenase
inhibitors)

Topical: amorolfine^‡
butenafine
naftifine
terbinafine
Systemic: terbinafine

β-glucan synthase
inhibitors

Intracellular

Pyrimidine analogues/ thymidylate synthase inhibitors	flucytosine^#

Mitotic inhibitors	griseofulvin^#

Aminoacyl tRNA synthetase inhibitors	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

Other

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