Skip to Content
Merck
All Photos(1)

Documents

SML0341

Sigma-Aldrich

Importazole

≥98% (HPLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

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

Quality Level

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 Code

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

VRK3-mediated nuclear localization of HSP70 prevents glutamate excitotoxicity-induced apoptosis and Abeta accumulation via enhancement of ERK phosphatase VHR activity
Song H, et al.
Scientific reports, 6, 38452-38452 (2016)
High fat diet-induced oxidative stress blocks hepatocyte nuclear factor 4alpha and leads to hepatic steatosis in mice
Yu D, et al.
Journal of Cellular Physiology, 233(6), 4770-4782 (2018)
Essential elements for translation: the germline factor Vasa functions broadly in somatic cells
Yajima M and Wessel GM
Development, 142(11), 1960-1970 (2015)
Mutant p53 gains its function via c-Myc activation upon CDK4 phosphorylation at serine 249 and consequent PIN1 binding
Liao P, et al.
Molecular Cell, 68(6), 1134-1146 (2017)
Nuclear Entry of CRTC1 as Druggable Target of Acquired Pigmentary Disorder
Yun CY, et al.
Theranostics, 9(3), 646-646 (2019)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service