(+)-Ketoconazole

For research use only. Not for therapeutic Use.

  • CAT Number: I001619
  • CAS Number: 142128-59-4
  • Molecular Formula: C26H28Cl2N4O4
  • Molecular Weight: 531.43
  • Purity: ≥95%
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(+)-Ketoconazole(Cat No.:I001619)is an optically active form of the antifungal agent ketoconazole, widely used in the treatment of fungal infections. It works by inhibiting the synthesis of ergosterol, a key component of fungal cell membranes, disrupting membrane integrity and function. Additionally, it has applications in the treatment of conditions like Cushing’s syndrome due to its ability to inhibit cortisol synthesis. As a potent inhibitor of cytochrome P450 enzymes, (+)-Ketoconazole is also explored for its potential in drug metabolism studies and as a tool for metabolic research.


Catalog Number I001619
CAS Number 142128-59-4
Synonyms

1-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone

Molecular Formula C26H28Cl2N4O4
Purity ≥95%
Target Fungal; Cytochrome P450
Solubility DMSO 3 mg/mL; Water <1 mg/mL
Storage Store at -20C
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

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<br>[1]. Eil C. Ketoconazole binds to the human androgen receptor. Horm Metab Res. 1992 Aug;24(8):367-70.

<br>[2]. Seif El-Din SH, et al. Effect of ketoconazole, a cytochrome P450 inhibitor, on the efficacy of quinine and halofantrine against Schistosoma mansoni in mice. Korean J Parasitol. 2013 Apr;51(2):165-75.

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