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Itraconazole

Cat. No. 5981 2 Citations Submit a Review Datasheet / COA / SDS
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Description: SMO antagonist; acts at different binding site to cyclopamine (Cat No. 1623)
Chemical Name: 4-[4-[4-[4-[[2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one
Purity: ≥99% (HPLC)
Datasheet
Citations (2)
Reviews
Literature (1)
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity for Itraconazole

Itraconazole is a SMO antagonist (IC50 = 690 nM); acts at different binding site to cyclopamine (Cat. No. 1623). Also cytochrome p450 inhibitor (IC50 = 16-26 nM). Inhibits cell cycle at G1 phase in vitro and blocks angiogenesis in vivo (IC50 = 160 nM). Antifungal.

Technical Data for Itraconazole

M. Wt 705.63
Formula C35H38Cl2N8O4
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 84625-61-6
PubChem ID 3793
InChI Key OPJPKRNKYPEBBY-YFWMVZQVSA-N
Smiles CCC(N1N=CN(C2=CC=C(N3CCN(C4=CC=C(C=C4)OC[C@H]5CO[C@@](O5)(C6=C(C=C(C=C6)Cl)Cl)CN7C=NC=N7)CC3)C=C2)C1=O)C.CCC(N8N=CN(C9=CC=C(N%10CCN(C%11=CC=C(C=C%11)OC[C@@H]%12CO[C@](O%12)(C%13=C(C=C(C=C%13)Cl)Cl)CN%14C=NC=N%14)CC%10)C=C9)C8=O)C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Itraconazole

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 14.11 20 with gentle warming

Preparing Stock Solutions for Itraconazole

The following data is based on the product molecular weight 705.63. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 7.09 mL 35.43 mL 70.86 mL
1 mM 1.42 mL 7.09 mL 14.17 mL
2 mM 0.71 mL 3.54 mL 7.09 mL
10 mM 0.14 mL 0.71 mL 1.42 mL

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References for Itraconazole

References are publications that support the biological activity of the product.

Chong et al (2007) Inhibition of angiogenesis by the antifungal drug itracon. ACS Chem.Biol. 2 263 PMID: 17432820

Kim et al (2013) Itraconazole and arsenic trioxide inhibit Hedgehog pathway activation and tumor growth associated with acquired resistance to smoothened antagonists. Cancer Cell 23 23 PMID: 23291299

Kim et al (2010) Itraconazole, a commonly used antifungal that inhibits Hedgehog pathway activity and cancer growth. Cancer Cell 17 388 PMID: 20385363

Pace et al (2016) Repurposing the clinically efficacious antifungal agent itracon. as an anticancer chemotherapeutic. J.Med.Chem. 59 3635 PMID: 27014922

If you know of a relevant reference for Itraconazole, please let us know.

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Keywords: Itraconazole, Itraconazole supplier, SMO, antagonists, smoothened, receptors, cytochrome, p450, inhiibitors, inhibits, cell, cycle, angiogenesis, antifungals, hedgehog, Smoothened, Receptors, Antiangiogenics, Cell, Cycle, Inhibitors, Antifungals, 5981, Tocris Bioscience

2 Citations for Itraconazole

Citations are publications that use Tocris products. Selected citations for Itraconazole include:

Amit et al (2022) Nucleoli in epithelial cell collectives respond to tumorigenic, spatial, and mechanical cues. Mol Biol Cell 33 br19 PMID: 35830599

Jonathan S et al (2020) Optimized Vivid-derived Magnets photodimerizers for subcellular optogenetics in mammalian cells. Elife 9 PMID: 33174843

Do you know of a great paper that uses Itraconazole from Tocris? Please let us know.

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Literature in this Area

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