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Merck

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:
662163-81-7
Molecular Weight:
318.42
UNSPSC Code:
12352200
NACRES:
NA.51
MDL number:
MFCD04077630
PubChem Substance ID:
2949965
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light

Key Documents

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InChI key

HKGJEZIGDHFJFL-UHFFFAOYSA-N

SMILES string

CC(C1=CC=CC=C1)NC2=NC(=NC3=CC=CC=C32)N4CCCC4

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

Quality Level

100

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)

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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Jing Luo et al.
Molecular therapy. Methods & clinical development, 20, 551-558 (2021-03-06)
The anti-inflammatory molecule annexin A1 (ANXA1) determines the ultimate fate of retinal ganglion cell (RGC) in glaucoma. Cytoplasmic and extracellular ANXA1 facilitate resolution of inflammation. However, the nuclear translocation of ANXA1 induces RGC apoptosis in a murine glaucoma model, and
Yu-Ching Dai et al.
Journal of virology, 94(3) (2019-11-07)
Epstein-Barr virus (EBV) genomic DNA is replicated and packaged into procapsids in the nucleus to form nucleocapsids, which are then transported into the cytoplasm for tegumentation and final maturation. The process is facilitated by the coordination of the viral nuclear

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