1-(2-{[(4-chlorophenyl)methyl]sulfanyl}-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole; nitric acid

• ChemBase ID: 133138
• Molecular Formular: C18H16Cl3N3O3S
• Molecular Mass: 460.76194
• Monoisotopic Mass: 458.99779543
• SMILES: c1cc(ccc1CSC(Cn1ccnc1)c1ccc(cc1Cl)Cl)Cl.[N+](=O)(O)[O-]
• Canonical SMILES: Clc1ccc(cc1)CSC(c1ccc(cc1Cl)Cl)Cn1cncc1.[O-][N+](=O)O
• InChI: 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)
• InChIKey: CRKGMGQUHDNAPB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-{[(4-chlorophenyl)methyl]sulfanyl}-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole; nitric acid
• IUPAC Traditional name: acid, nitric; sulconazole; nitric acid; sulconazole
• Synonyms: 1-(2-[p-Chlorobenzylthio]-2-[2,4-dichlorophenyl]ethyl)-1H-imidazole; Sulconazole nitrate salt; Sulconazole Nitrate

Database IDs

• CAS Number: 61318-91-0; 82382-23-8
• MDL Number: MFCD00058163
• PubChem SID: 24899846; 162227415
• PubChem CID: 65495

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.5304832
• LogD (pH = 7.4): 5.9948373
• Log P: 6.062066
• Molar Refractivity: 104.3666 cm^3
• Polarizability: 40.44474 Å^3
• Polar Surface Area: 17.82 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: NI4475000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Nitrate

DETAILS

Sigma Aldrich - S9632

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 fungus1. It is used to block ergosterol biosynthesis and to inhibit heme oxygenases2.
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 vitro2.