1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)(2H3)ethyl}(2H3)-1H-imidazole

• ChemBase ID: 177745
• Molecular Formular: C20H15Cl3N2OS
• Molecular Mass: 437.7699
• Monoisotopic Mass: 435.99706715
• SMILES: c1ccc2c(c1Cl)scc2COC(c1c(cc(cc1)Cl)Cl)Cn1cncc1
• Canonical SMILES: Clc1ccc(c(c1)Cl)C(Cn1ccnc1)OCc1csc2c1cccc2Cl
• InChI: InChI=1S/C20H15Cl3N2OS/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/h1-8,11-12,19H,9-10H2
• InChIKey: JLGKQTAYUIMGRK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)(^2H₃)ethyl}(^2H₃)-1H-imidazole; 1-[(2R)-2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)(^2H₃)ethyl](^2H₃)-1H-imidazole
• IUPAC Traditional name: 1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)(^2H₃)ethyl}(^2H₃)imidazole; 1-[(2R)-2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)(^2H₃)ethyl](^2H₃)imidazole
• Synonyms: 1-[2-[(7-Chlorobenzo[b]thien-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole-d6; FI 7045-d6; Sertaconazole-d6; 1-[(2R)-2-[(7-Chlorobenzo[b]thien-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-Imidazole-d6; Arasertaconazole-d6; (R)-Sertaconazole-d6

Database IDs

• CAS Number: 1330261-47-6
• PubChem SID: 164233655
• PubChem CID: 71752185

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: 44.358467 Å^3
• Polar Surface Area: 27.05 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 168-170°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - S278502

Labelled Sertaconazole (S278500). An imidazole antifungal agent, inhibits the synthesis of ergosterol, an essential cell wall component of fungi.

Toronto Research Chemicals - S278507

Labelled analogue of (R)-Sertaconazole. The (R)-enantiomer of Sertaconazole, an imidazole antifungal agent that 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)