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Merck
CN

S9632

Sulconazole nitrate salt

Synonym(s):

1-(2-[p-Chlorobenzylthio]-2-[2,4-dichlorophenyl]ethyl)-1H-imidazole

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About This Item

Empirical Formula (Hill Notation):
C18H15Cl3N2S · HNO3
CAS Number:
Molecular Weight:
460.76
UNSPSC Code:
51101500
PubChem Substance ID:
MDL number:
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InChI

1S/C18H15Cl3N2S.HNO3/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;2-1(3)4/h1-9,12,18H,10-11H2;(H,2,3,4)

SMILES string

O[N+]([O-])=O.Clc1ccc(CSC(Cn2ccnc2)c3ccc(Cl)cc3Cl)cc1

InChI key

CRKGMGQUHDNAPB-UHFFFAOYSA-N

form

powder

color

white

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

storage temp.

room temp

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General description

Chemical structure: imidazole

Application

Sulconazole nitrate is an antifungal medication of the imidazole class. It is used clinically to treat skin infections, such as ringworm, athlete′s foot, jock itch, and sun fungus. It is used to block ergosterol biosynthesis and to inhibit heme oxygenases.

Biochem/physiol Actions

Sulconazole blocks biosynthesis of ergosterol by inhibiting fungal cytochrome P450-dependent lanosterol 14-α-demethylase, a mechanism similar among azoles. Sulconazole is a heme oxygenase (HO) inhibitor. It has been shown to inhibit both HO-1 and HO-2 in vitro.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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H C Gugnani et al.
Mycoses, 40(3-4), 139-141 (1997-12-31)
A 1% cream of sulconazole nitrate, an imidazole derivative, was used to treat 38 patients with diverse clinical types of dermatomycoses, including 16 cases of pityriasis versicolor, 14 of dermatophytosis (tinea pedis, tinea cruris, tinea corporis), two of balanoposthitis due
Hassan Y Aboul-Enein et al.
Journal of pharmaceutical and biomedical analysis, 27(3-4), 441-446 (2002-01-05)
The chiral resolution of (+/-)-econazole, (+/-)-miconazole and (+/-)-sulconazole on the columns containing different cellulose derivatives namely Chiralcel OD, OJ, OB, OK, OC and OF in normal phase mode has been described. The mobile phase used was hexane-2-propanol-diethylamine (425:74:1, v/v/v). The
Molecular properties of econazole and sulconazole relevant to bioavailability.
Monika Grudzień et al.
Acta poloniae pharmaceutica, 63(5), 465-466 (2007-03-16)
[Action of sulconazole on fungal membrane].
A Beauvais
Annales de dermatologie et de venereologie, 118 Suppl 1, 13-14 (1991-01-01)
Overview of medically important antifungal azole derivatives
Fromtling, RA
Clin. Microbiol. Reviews, 1, 187-217 (1988)

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