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Merck
CN

S9632

Sigma-Aldrich

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:
61318-91-0
Molecular Weight:
460.76
MDL number:
MFCD00058163
UNSPSC Code:
51101500
PubChem Substance ID:
24899846

Key Documents

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form

powder

color

white

antibiotic activity spectrum

fungi

Mode of action

enzyme | inhibits

storage temp.

room temp

SMILES string

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

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)

InChI key

CRKGMGQUHDNAPB-UHFFFAOYSA-N

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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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
119F0888

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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
Hiroshi Ogura et al.
Biochemistry, 43(46), 14712-14721 (2004-11-17)
The epothilones are a new class of highly promising anticancer agents with a mode of action akin to that of paclitaxel but with distinct advantages over that drug. The principal natural compounds are epothilones A and B, which have an
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
[Action of sulconazole on fungal membrane].
A Beauvais
Annales de dermatologie et de venereologie, 118 Suppl 1, 13-14 (1991-01-01)
Robert T Kinobe et al.
The Journal of pharmacology and experimental therapeutics, 319(1), 277-284 (2006-06-30)
Ketoconazole (KTZ) and other azole antifungal agents are known to have a variety of actions beyond the inhibition of sterol synthesis in fungi. These drugs share structural features with a series of novel heme oxygenase (HO) inhibitors designed in our
View All Related Papers

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Product Information Sheet - S9632

Product Information Sheet

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