rac-trans-Ketoconazole

• CAT Number: C000698
• CAS Number: 83374-59-8
• Molecular Formula: C₂₆H₂₈Cl₂N₄O₄
• Molecular Weight: 531.43
• Purity: ≥95%
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Storage: -20°C, Inert atmosphere
• IUPAC Name: 1-[4-[4-[[(2R,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone
• InChI: InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26+/m1/s1
• InChIKey: XMAYWYJOQHXEEK-BVAGGSTKSA-N
• SMILES: CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC3COC(O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl

rac-trans-Ketoconazole (Cat No.:C000698) is a racemic mixture of ketoconazole, a synthetic antifungal medication used to treat various fungal infections. Ketoconazole inhibits the synthesis of ergosterol, an essential component of fungal cell membranes, leading to cell death. The rac-trans designation implies that both enantiomers and geometric isomers are present. Research on rac-trans-Ketoconazole focuses on its antifungal efficacy, mechanism of action and potential applications in treating infections caused by a wide range of fungi.

Reference

Kan, P.B., et al.: J. Steroid Biochem., 23, 1023 (1985),