Chemodex

Itraconazole

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CDX-I0072-M100100 mgCHF 116.00
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Product Details
Synonyms Oriconazole; R 51211; Triasporin; cis-Itraconazole; Fungitraxx
Product Type Chemical
Properties
Formula C35H38Cl2N8O4
MW 705.63
CAS 84625-61-6
RTECS XZ5481000
Source/Host Chemicals Synthetic
Purity Chemicals ≥98% (HPLC)
Appearance White powder.
Solubility Soluble in chloroform and DMSO. Slightly soluble in ethanol or methanol.
Identity Determined by 1H-NMR.
Declaration Manufactured by Chemodex.
Other Product Data

Click here for Original Manufacturer Product Datasheet
Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key VHVPQPYKVGDNFY-ZPGVKDDISA-N
Smiles O=C(N(C(CC)C)N=C1)N1C2=CC=C(N3CCN(C4=CC=C(OC[C@@H]5O[C@@](CN6N=CN=C6)(C7=C(Cl)C=C(Cl)C=C7)OC5)C=C4)CC3)C=C2
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage +4°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
Product Specification Sheet
Datasheet Download PDF
Description
Itraconazole is a broad-spectrum triazole antifungal agent widely used in clinical and research applications for its ability to inhibit fungal ergosterol synthesis by targeting the cytochrome P450 enzyme lanosterol 14α-demethylase and compromising the cell membrane, which leads to its fungicidal activity. It is effective against a range of pathogenic fungi, including Aspergillus, Candida, and Histoplasma species, making it valuable for studying antifungal mechanisms and resistance. Beyond its antifungal properties, Itraconazole has anti-angiogenic and Hedgehog pathway-inhibiting effects and has gained interest in cancer research. Itraconazole has inhibitory activity on Smoothened (SMO) at different binding site to cyclopamine, thereby disrupting the signaling in Hedgehog pathway. It has been extensively investigated for its potential repurposing across various cancers, such as basal cell carcinoma, prostate cancer, non-small cell lung cancer, breast cancer, medulloblastoma, glioblastoma and pancreatic cancer.
Product References
(1) J. Van Cutsem, et al.; Antimicrob. Agents Chemother. 26, 527 (1984) | (2) H. Vanden Bossche, et al.; Antimicrob. Agents Chemother. 37, 2101 (1993) | (3) J.M. Zuckerman & A.R. Tunkel; Infect. Control Hosp. Epidemiol. 15, 397 (1994) | (4) C.R. Chong, et al.; ACS Chem. Biol. 2, 263 (2007) | (5) J. Kim, et al.; Cancer Cell 17, 388 (2010) | (6) J. Kim, et al.; Cancer Cell 23, 23 (2013) | (7) J.R. Pace, et al.; J. Med. Chem. 59, 3635 (2016) | (8) M. Wahid, et al.; Crit. Rev. Oncol. Hematol. 98, 235 (2016) | (9) X. Wei, et al.; J. Cancer Res. Clin. Oncol. 146, 297 (2020) | (10) C.L. Li, et al.; Biomed. Pharmacother. 154, 113616 (2020) | (11) A.M. Kulkarni, et al.; Biochim. Biophys. Acta Rev. Cancer 1880, 189279 (2025)
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