401105

Importazole

A cell-permeable diaminoquinazoline compound that selectively blocks importin-β-mediated nuclear import of NLS bearing cargos in a reversible manner.

• Synonym(s): Importazole, Importin-β Inhibitor, N-(1-Phenylethyl)-2-pyrrolidin-1-ylquinazolin-4-amine, IPZ, N-(1-Phenylethyl)-2-pyrrolidin-1-ylquinazolin-4-amine, IPZ, Importin-β Inhibitor
• Empirical Formula (Hill Notation): C₂₀H₂₂N₄
• CAS Number: 662163-81-7
• Molecular Weight: 318.42
• MDL number: MFCD04077630
• UNSPSC Code: 12352200
• PubChem Substance ID: 2949965

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 25 mg/mL, clear, colorless
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: CC(C1=CC=CC=C1)NC2=NC(=NC3=CC=CC=C32)N4CCCC4

Description

General description

A cell-permeable diaminoquinazoline compound that selectively blocks importin-β-mediated nuclear import of NLS- (nuclear localization signal) bearing cargos (IC₅₀ = 15 µM against Ca⁺²-induced NFAT nuclear import in HEK293 cells) in a reversible manner without affecting transportin-dependent nuclear import of M9 signal-containing cargos or CRM1-mediated nuclear export.

A cell-permeable diaminoquinazoline compound that selectively blocks importin-β-mediated nuclear import of NLS- (nuclear localization signal) bearing cargos (IC₅₀ = 15 µM against Ca⁺²-induced NFAT nuclear import in HEK293 cells) in a reversible manner without affecting transportin-dependent nuclear import of M9 signal-containing cargos or CRM1-mediated nuclear export. IPZ affects, but not blocks, importin-β-RanGTP interaction, likely by inducing a conformational change upon direct importin-β binding. IPZ treatment impairs cellular mitosis and is cytotoxic to HeLa cells (50% and >90% killing in 24 h, respectively, with 22.5 and 60 µM IPZ).

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Soderholm, J.F., et al. 2011. ACS Chem. Biol.6, 700.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable