1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole; nitric acid

• ChemBase ID: 177744
• Molecular Formular: C20H16Cl3N3O4S
• Molecular Mass: 500.78274
• Monoisotopic Mass: 498.99271005
• SMILES: c1ccc2c(c1Cl)scc2COC(c1c(cc(cc1)Cl)Cl)Cn1ccnc1.[N+](=O)([O-])O
• Canonical SMILES: Clc1ccc(c(c1)Cl)C(Cn1ccnc1)OCc1csc2c1cccc2Cl.[O-][N+](=O)O
• InChI: InChI=1S/C20H15Cl3N2OS.HNO3/c21-14-4-5-16(18(23)8-14)19(9-25-7-6-24-12-25)26-10-13-11-27-20-15(13)2-1-3-17(20)22;2-1(3)4/h1-8,11-12,19H,9-10H2;(H,2,3,4)
• InChIKey: HAAITRDZHUANGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole; nitric acid
• IUPAC Traditional name: acid, nitric; sertaconazole; nitric acid; sertaconazole
• Synonyms: 1-[2-[(7-Chlorobenzo[b]thien-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole Nitrate; Dermofix; Dermovit; Ertaczo; FI 7056; Sertaconazole mononitrate; Zalain; Sertaconazole Nitrate

Database IDs

• CAS Number: 99592-39-9
• PubChem SID: 164233654
• PubChem CID: 200103

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.6981435
• LogD (pH = 7.4): 6.1626396
• Log P: 6.2283483
• Molar Refractivity: 111.6029 cm^3
• Polarizability: 44.26195 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: Off-White Solid
• Melting Point: 164-166°C (dec.)

Safety Information

• Storage Condition: Refrigerator

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Nitrate

DETAILS

Toronto Research Chemicals - S278500

An imidazole antifungal agent, inhibits the synthesis of ergosterol, an essential cell wall component of fungi.

REFERENCES

• Ghannoum, M., et al.: J. Clin. Microbiol., 44, 4353 (2006)
• Ghannoum, M., et al.: J. Clin. Microbiol., 44, 4353 (2006)
• Zhang, A., et al.: Dermatol. Clin., 25, 165 (2006)