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
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About This Item
Empirical Formula (Hill Notation):
C20H22N4
CAS Number:
Molecular Weight:
318.42
UNSPSC Code:
12352200
NACRES:
NA.51
MDL number:
PubChem Substance ID:
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Quality Segment
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
InChI key
HKGJEZIGDHFJFL-UHFFFAOYSA-N
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. 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
Preparation Note
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
Disclaimer
Toxicity: Standard Handling (A)
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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