Sulconazole

Chemical compound

D01AC09 (WHO)

Identifiers

IUPAC name

1-(2-{[(4-Chlorophenyl)methyl]sulfanyl}-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole

CAS Number

61318-90-9^N

PubChem CID

5318

ChemSpider

5127^Y

UNII

5D9HAA5Q5S

KEGG

D08535^Y

ChEBI

CHEBI:9325^N

ChEMBL

ChEMBL1221^Y

CompTox Dashboard (EPA)

DTXSID8044129

Chemical and physical dataFormulaC₁₈H₁₅Cl₃N₂SMolar mass397.74 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

Clc1ccc(c(Cl)c1)C(SCc2ccc(Cl)cc2)Cn3ccnc3

InChI

InChI=1S/C18H15Cl3N2S/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21/h1-9,12,18H,10-11H2^Y
Key:AFNXATANNDIXLG-UHFFFAOYSA-N^Y

^NY (what is this?) (verify)

Sulconazole (trade name Exelderm) is an antifungal medication of the imidazole class. It is available as a cream or solution to treat skin infections such as athlete's foot, ringworm, jock itch, and tinea versicolor.^[1]^[2] Although not used commercially for insect control, sulconazole nitrate exhibits a strong anti-feeding effect on the keratin-digesting Australian carpet beetle larvae Anthrenocerus australis.^[3]

References

^ Drugs.com: sulconazole topical
^ Fromtling RA (April 1988). "Overview of medically important antifungal azole derivatives". Clinical Microbiology Reviews. 1 (2): 187–217. doi:10.1128/CMR.1.2.187. PMC 358042. PMID 3069196.
^ Sunderland MR, Cruickshank RH, Leighs SJ (2014). "The efficacy of antifungal azole and antiprotozoal compounds in protection of wool from keratin-digesting insect larvae". Textile Research Journal. 84 (9): 924–931. doi:10.1177/0040517513515312. S2CID 135799368.

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