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SML0341

Sigma-Aldrich

Importazole

≥98% (HPLC)

Synonym(s):

N-(1-Phenylethyl)-2-(pyrrolidin-1-yl)quinazolin-4-amine

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About This Item

Empirical Formula (Hill Notation):
C20H22N4
CAS Number:
662163-81-7
Molecular Weight:
318.42
MDL number:
MFCD04077630
UNSPSC Code:
12352200
PubChem Substance ID:
329825346
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >5 mg/mL

storage temp.

2-8°C

SMILES string

CC(C1=CC=CC=C1)NC2=NC(N3CCCC3)=NC4=C2C=CC=C4

InChI

1S/C20H22N4/c1-15(16-9-3-2-4-10-16)21-19-17-11-5-6-12-18(17)22-20(23-19)24-13-7-8-14-24/h2-6,9-12,15H,7-8,13-14H2,1H3,(H,21,22,23)

InChI key

HKGJEZIGDHFJFL-UHFFFAOYSA-N

Application

Importazole has been used:
  • to inhibit importin-β and to elucidate the mechanism of enhanced nuclear localization of heat shock protein 70 (HSP70) by vaccinia-related kinase 3 (VRK3)
  • to treat COS?7 cells transfected with the expressing vectors of WT HNF4α , S78A, and S78D to study its effect
  • as a KPNB inhibitor to determine whether CREB-regulated co-activator 1 (CRTC1) would be escorted into the nucleus by the classical nuclear localizing sequence (NLS)- dependent machinery
  • as a functional inhibitor of Importin β in embryo treatment
  • as an importin inhibitor to treat the transfected H1299 cells to block nuclear translocation of phosphorylated p53-RS

Biochem/physiol Actions

Importazole is an inhibitor of importin-β transport receptors. During interphase, the transport receptor importin-β carries cargoes into the nucleus, where RanGTP releases them. Importazole somehow disrupts the importin/RAN interaction. Importazole is selective among other transporters. Compounds are imported into, but not out of, cells.

Storage Class

11 - Combustible Solids

wgk_germany

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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