1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1H-imidazole; nitric acid

• ChemBase ID: 73069
• Molecular Formular: C18H15Cl4N3O4
• Molecular Mass: 479.1414
• Monoisotopic Mass: 476.9816667
• SMILES: c1c(cc(c(c1)C(OCc1c(cccc1Cl)Cl)Cn1ccnc1)Cl)Cl.[N+](=O)([O-])O
• Canonical SMILES: Clc1ccc(c(c1)Cl)C(Cn1cncc1)OCc1c(Cl)cccc1Cl.[O-][N+](=O)O
• InChI: InChI=1S/C18H14Cl4N2O.HNO3/c19-12-4-5-13(17(22)8-12)18(9-24-7-6-23-11-24)25-10-14-15(20)2-1-3-16(14)21;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)
• InChIKey: NNGQLSIGRSTLLU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1H-imidazole; nitric acid
• IUPAC Traditional name: isoconazole; nitric acid; acid, nitric; isoconazole
• Synonyms: Adestan G 100; Fazol; Gyno-Travogen; Isoconazole nitrate; 1-[2-(2,4-Dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-imidazole Mononitrate; Adestan G 100; Fazol; Gyno-Travogen; R 15454; Travogen; Travogyn

Database IDs

• CAS Number: 24168-96-5
• PubChem SID: 162037989
• PubChem CID: 159968

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.4261637
• LogD (pH = 7.4): 5.89066
• Log P: 5.9563684
• Molar Refractivity: 103.0676 cm^3
• Polarizability: 40.015152 Å^3
• Polar Surface Area: 27.05 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 181-183°C

Safety Information

• Storage Condition: -20°C; Refrigerator

Product Information

• Salt Data: nitrate

DETAILS

Selleck Chemicals - S2534

Research Area: Infection
Biological Activity:
Isoconazole nitrate (Travogen) is an azole antifungal reagent. In a clinic study, a total of 40 coal miners, 35 with culturally proven mycotic infections of the feet and 5 with similarly proven infections of toenails due to Hendersonula toruloidea, Scytalidium hyalinum and dermatophytes, were treated with 1% cream of either isoconazole nitrate (R 15454; Travogen; Travogyn) for 4 weeks. The clinical cure rates for the isoconazole-treated group for itching, inflammation, scaling and maceration in the cases of foot infections were 89, 88, 83 and 83% respectively. [1][2]

Toronto Research Chemicals - I798250

Antibacterial; antifungal

REFERENCES

• Oyeka CA et al. Mycoses. 1992 Nov-Dec; 35(11-12)
• Asikoglu, M., et al.: J. Pharm. Pharmacol., 47, 717 (1995)
• Marrero-Ponce, Y., et al.: Bioorg. Med. Chem., 13, 2881 (1995)