Ketoconazole-d3

• CAT Number: R044044
• CAS Number: 1217766-70-5
• Molecular Formula: C26H28Cl2N4O4
• Molecular Weight: 534.452
• Purity: ≥95%
• Synonyms: rel-1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]ethanone-d3; cis-1-Acetyl-d3-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine
• Target: Fungal
• Storage: -20°C
• IUPAC Name: 2,2,2-trideuterio-1-[4-[4-[[(2R,4S)-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-/m0/s1/i1D3
• InChIKey: XMAYWYJOQHXEEK-SIULDFEJSA-N
• SMILES: [2H]C([2H])([2H])C(=O)N1CCN(CC1)C2=CC=C(C=C2)OC[C@H]3CO[C@](O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl

Ketoconazole-d3 is a deuterated form of ketoconazole, featuring three deuterium atoms incorporated into its molecular structure. This high-purity isotopically labeled compound is essential for research in pharmacology, drug metabolism, and antifungal therapy. Ketoconazole-d3 is particularly valuable for studying the metabolic pathways, pharmacokinetics, and mechanisms of action of ketoconazole, a widely used antifungal agent that inhibits the synthesis of ergosterol, an essential component of fungal cell membranes. The deuterium labeling allows for precise tracking and quantification in biological systems using mass spectrometry, enhancing the accuracy of studies involving drug metabolism, bioavailability, and drug-drug interactions. This compound is a crucial tool for researchers focused on the development of antifungal therapies, therapeutic monitoring, and understanding the safety profile of ketoconazole in various experimental applications.