CAS 142128-57-2

(-)-Ketoconazole

Description:

(-)-Ketoconazole is an antifungal agent belonging to the imidazole class of compounds, primarily used in the treatment of fungal infections and certain skin conditions. It exhibits broad-spectrum antifungal activity by inhibiting the synthesis of ergosterol, a vital component of fungal cell membranes, thereby disrupting their integrity and function. The substance is characterized by its chiral nature, with the (-) designation indicating its specific stereochemistry. Ketoconazole is typically administered orally or topically, and it is known for its ability to penetrate various tissues, including the skin and nails. In addition to its antifungal properties, it has been utilized in the management of conditions like Cushing's syndrome due to its ability to inhibit steroidogenesis. However, its use can be associated with side effects, including hepatotoxicity and drug interactions, necessitating careful monitoring. The compound is soluble in organic solvents but has limited solubility in water, which can affect its bioavailability. Overall, (-)-Ketoconazole is a significant therapeutic agent in the field of dermatology and infectious disease.

Formula: C₂₆H₂₈Cl₂N₄O₄

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

InChI key: InChIKey=XMAYWYJOQHXEEK-ZEQKJWHPSA-N

SMILES: C([C@@]1(O[C@H](COC2=CC=C(C=C2)N3CCN(C(C)=O)CC3)CO1)C4=C(Cl)C=C(Cl)C=C4)N5C=CN=C5

Synonyms:

• Piperazine, 1-acetyl-4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-
• Ethanone, 1-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]-
• 1-[4-[4-[[(2S,4R)-2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]ethanone
• (-)-Ketoconazole
• Piperazine, 1-acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, (2S-cis)-

(-)-Ketoconazole

CAS: 142128-57-2

(-)-Ketoconazole

Purity: ≥95%

Molecular weight: 531.43g/mol

Ref: 54-BUP21734

(-)-Ketoconazole

CAS: 142128-57-2

Formula: C₂₆H₂₈Cl₂N₄O₄

Molecular weight: 531.43

Ref: 4Z-K-0174

(-)-Ketoconazole

Controlled Product

CAS: 142128-57-2

Formula: C₂₆H₂₈Cl₂N₄O₄

Color and Shape: Neat

Molecular weight: 531.431

Ref: TR-K186025

(-)-Ketoconazole

CAS: 142128-57-2

(-)-Ketoconazole is a potential mitochondrial CYP24A1 inhibitor and has antifungal activity against Aspergillus fumigatus.

Formula: C₂₆H₂₈Cl₂N₄O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 531.43

Ref: TM-T13464L

Levoketoconazole

CAS: 142128-57-2

Formula: C₂₆H₂₈Cl₂N₄O₄

Molecular weight: 531.43

Ref: ST-EA-CP-K2030