For research use only. Not for therapeutic Use.
Ketoconazole(Cat No.:A000489)is a broad-spectrum antifungal agent commonly used in the treatment of fungal infections, including dermatophyte infections, candidiasis, and systemic fungal diseases. As an imidazole derivative, it works by inhibiting the synthesis of ergosterol, an essential component of fungal cell membranes, leading to fungal cell death. Ketoconazole is also used topically for conditions like dandruff and seborrheic dermatitis. Despite its effectiveness, its systemic use is limited due to potential hepatotoxicity and drug interactions. It is also employed in managing hypercortisolism and Cushing’s syndrome.
Catalog Number | A000489 |
CAS Number | 65277-42-1 |
Synonyms | Xolegel; Extina; 65277-42-1; Kuric; Nizoral |
Molecular Formula | C26H28Cl2N4O4 |
Purity | ≥95% |
Target | P450 |
Solubility | >23.4mg/mL in DMSO |
Storage | -20°C |
Overview of Clinical Research | <span style=”font-family:arial,helvetica,sans-serif;”><span style=”font-size:12px;”>Ketoconazole is a <span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>14-alpha demethylase inhibitor. It is marketed to treat </span><span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>Seborrhoeic dermatitis.</span></span></span> |
IUPAC Name | 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 |
InChIKey | XMAYWYJOQHXEEK-OZXSUGGESA-N |
SMILES | CC(=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 |
Reference | 1: Viljoen JM, Botes D, Steenekamp JH. Formulation and evaluation of selected transmucosal dosage forms containing a double fixed-dose of acyclovir and ketoconazole. Eur J Pharm Sci. 2017 Nov 1;111:503-513. doi: 10.1016/j.ejps.2017.10.033. [Epub ahead of print] PubMed PMID: 29080856.<br /> |