Itraconazole | 1987

A synthetic broad-spectrum triazole antifungal agent with the mode of action being through Inhibition of cytochrome P450 dependent enzymes including 14α-demethylase. Recently, it has been shown that Itraconazole inhibits Hedgehog (Hh) signaling pathway activity (IC50 = 0.8 µM) as well as blocks the VEGFR2 glycosylation, trafficking, and signaling in endothelial cells.

Itraconzole is a synthetic broad-spectrum triazole antifungal agent with the mode of action being through Inhibition of cytochrome P450 dependent enzymes including 14α-demethylase. Recently, it has been shown that Itraconazole inhibits Hedgehog (Hh) signaling pathway activity (IC50 = 0.8 µM) as well as blocks the VEGFR2 glycosylation, trafficking, and signaling in endothelial cells.

1987 | Itraconazole DataSheet

Alternate Name/Synonyms: (2R,4S)-rel-1-(butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-4,5-dihydro-1H-1,2,4-triazol-5-one; Oriconazole, R51211, Sporanox

Appearance: White solid

Formulation: N/A

CAS Number: 84625-61-6

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₃₅H₃₈Cl₂N₈O₄

Molecular Weight: 705.63

Cell-Permeable?: No

Purity: ≥97%

Solubilities: DMSO

Handling: Protect from light and air

Country of Origin: USA

Tag Line: An antifungal agent and Hh signaling inhibitor

MDL Number: MFCD00870168

PubChem CID: 6917738

SMILES: CCC(C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OCC5COC(O5)(CN6C=NC=N6)C7=C(C=C(C=C7)Cl)Cl

InChi: InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3, 14-17,19-21H2,1-2H3/t25?,31-,35-/m1/s1

InChi Key: VHVPQPYKVGDNFY-AVQIMAJZSA-N