CAS 65277-42-1: Ketoconazole

Description: Ketoconazole is an antifungal medication primarily used to treat various fungal infections, including those affecting the skin and mucous membranes. It belongs to the class of imidazole derivatives and functions by inhibiting the synthesis of ergosterol, a critical component of fungal cell membranes, thereby disrupting their integrity and function. Ketoconazole is characterized by its relatively low solubility in water but is soluble in organic solvents, which influences its formulation in topical and oral dosage forms. The substance has a molecular formula that reflects its complex structure, which includes multiple rings and functional groups that contribute to its pharmacological activity. Ketoconazole is known for its broad-spectrum antifungal properties, making it effective against a variety of fungi, including dermatophytes and yeasts. However, its use has been associated with potential side effects, including hepatotoxicity and endocrine effects, leading to restrictions in its systemic use. As a result, it is often prescribed in topical formulations for localized infections or in specific cases where systemic treatment is warranted.

Formula: C₂₆H₂₈Cl₂N₄O₄

InChI: InChI=1/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-/s2

InChI key: InChIKey=XMAYWYJOQHXEEK-MKNUCDGGNA-N

SMILES: O=C(N1CCN(C2=CC=C(OCC3OC(OC3)(C4=CC=C(Cl)C=C4Cl)CN5C=NC=C5)C=C2)CC1)C

Synonyms:

• 1-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethanone
• 1-[4-(4-{[(2S,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethanone
• 1-[4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethanone
• 1-acetyl-4-(4-{[(2R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine
• Brizoral
• Cis-1-Acetyl-4-(4-((2-(2,4-Dichlorophenyl)-2-(1H-Imidazol-1-Ylmethyl)-1,3-Dioxolan-4-Yl)Methoxy)Phenyl)Piperazine
• Ethanone, 1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]-, rel-
• Fungarest
• Fungoral
• Ketoconazol
• Ketoderm
• Ketoisdin
• Ketozoral
• Micosin
• Nizaral
• Nizoral
• Nizral
• Onofin K
• Orifungal M
• Panfungol
• Phytorol
• Piperazine, 1-acetyl-4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, rel-
• Piperazine, 1-acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, cis-
• R 41400
• Tocon
• cis-1-Acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazole-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine
• 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
• Ketoconazole

Ketoconazole

CAS: 65277-42-1

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• Formula: C₂₆H₂₈Cl₂N₄O₄
• Color and Shape: White Powder
• Molecular weight: 531.43 g/mol

Ketoconazole-d4

CAS: 65277-42-1

• Formula: C₂₆D₄H₂₄Cl₂N₄O₄
• Color and Shape: Neat
• Molecular weight: 535.456