Molecular structure of Keto Itraconazole, CAS Number: 112560-33-5
Keto Itraconazole (CAS 112560-33-5)
Alternate Names:
keto-ITZ
Application:
Keto Itraconazole is A metabolite of Itraconazole
CAS Number:
112560-33-5
Molecular Weight:
719.62
Molecular Formula:
C35H36Cl2N8O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Keto Itraconazole, a synthetic derivative of triazole, plays a pivotal role in antifungal research through its unique mechanism of action that targets the fungal cytochrome P450 enzyme, essential for ergosterol biosynthesis in fungal cell membranes. By inhibiting this enzyme, Keto Itraconazole disrupts the cell membrane′s integrity, leading to an inhibition of fungal cell growth and replication. This mechanism not only positions it as a tool for exploring fungal biology and pathology but also highlights its significance in the development of antifungal strategies. Additionally, its capacity to penetrate fungal cells and interfere with ergosterol synthesis is instrumental in studying fungal resistance mechanisms, contributing to the advancement of research focused on overcoming resistance and understanding fungal ecology.
Keto Itraconazole (CAS 112560-33-5) References
- Role of itraconazole metabolites in CYP3A4 inhibition. | Isoherranen, N., et al. 2004. Drug Metab Dispos. 32: 1121-31. PMID: 15242978
- Dynamically simulating the interaction of midazolam and the CYP3A4 inhibitor itraconazole using individual coupled whole-body physiologically-based pharmacokinetic (WB-PBPK) models. | Vossen, M., et al. 2007. Theor Biol Med Model. 4: 13. PMID: 17386084
- Hydroxyitraconazole, formed during intestinal first-pass metabolism of itraconazole, controls the time course of hepatic CYP3A inhibition and the bioavailability of itraconazole in rats. | Quinney, SK., et al. 2008. Drug Metab Dispos. 36: 1097-101. PMID: 18339815
- Bioanalytical methods for the determination of itraconazole and hydroxyitraconazole: overview from clinical pharmacology, pharmacokinetic, pharmacodynamic and metabolism perspectives. | Yao, M. and Srinivas, NR. 2009. Biomed Chromatogr. 23: 677-91. PMID: 19309762
- Evaluation of oral itraconazole administration in captive Humboldt penguins (Spheniscus humboldti). | Bunting, EM., et al. 2009. J Zoo Wildl Med. 40: 508-18. PMID: 19746867
- A simple, sensitive HPLC-PDA method for the quantification of itraconazole and hydroxy itraconazole in human serum: a reference laboratory experience. | Cendejas-Bueno, E., et al. 2013. Diagn Microbiol Infect Dis. 76: 314-20. PMID: 23588004
- Evaluation of Ketoconazole and Its Alternative Clinical CYP3A4/5 Inhibitors as Inhibitors of Drug Transporters: The In Vitro Effects of Ketoconazole, Ritonavir, Clarithromycin, and Itraconazole on 13 Clinically-Relevant Drug Transporters. | Vermeer, LM., et al. 2016. Drug Metab Dispos. 44: 453-9. PMID: 26668209
- The Role of Drug Metabolites in the Inhibition of Cytochrome P450 Enzymes. | Mikov, M., et al. 2017. Eur J Drug Metab Pharmacokinet. 42: 881-890. PMID: 28534261
- The impact of azole antifungal drugs on imatinib metabolism in human liver microsomes. | Luo, X., et al. 2019. Xenobiotica. 49: 753-761. PMID: 29770723
- Skin Allergy to Azole Antifungal Agents for Systemic Use: A Review of the Literature. | Calogiuri, G., et al. 2019. Recent Pat Inflamm Allergy Drug Discov. 13: 144-157. PMID: 31538908
- A generic framework for the physiologically-based pharmacokinetic platform qualification of PK-Sim and its application to predicting cytochrome P450 3A4-mediated drug-drug interactions. | Frechen, S., et al. 2021. CPT Pharmacometrics Syst Pharmacol. 10: 633-644. PMID: 33946131
- Itraconazole-Induced Increases in Gilteritinib Exposure Are Mediated by CYP3A and OATP1B. | Garrison, DA., et al. 2022. Molecules. 27: PMID: 36296409
- Involvement of Transporters in Intestinal Drug-Drug Interactions of Oral Targeted Anticancer Drugs Assessed by Changes in Drug Absorption Time. | Malnoë, D., et al. 2022. Pharmaceutics. 14: PMID: 36432682
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Keto Itraconazole, 1 mg | sc-207778 | 1 mg | $284.00 |