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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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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

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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Product Information Sheet


S Dekio et al.
The Journal of dermatology, 17(7), 448-451 (1990-07-01)
A 57-year-old Japanese man with tinea of the scrotum was described. His lesions on the scrotum were unusual; they appeared as lichenified plaques.
María Castro-Puyana et al.
Electrophoresis, 28(15), 2667-2674 (2007-07-04)
The enantioselective separation of a group of six weak base azole compounds was achieved in this work using EKC with three neutral beta-CDs as chiral selectors. The native beta-CD and two other beta-CD derivatives with different types and positions of
Overview of medically important antifungal azole derivatives
Fromtling, RA
Clin. Microbiol. Reviews, 1, 187-217 (1988)