Importazole HCl
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MedKoo CAT#: 329642

CAS#: Importazole HCl

Description: Importazole is a small molecule inhibitor of the transport receptor importin-β. Importazole specifically inhibits the function of importin-β, likely by altering its interaction with RanGTP. Importazole is a valuable tool to evaluate the function of the importin-β/RanGTP pathway at specific stages during the cell cycle.


Price and Availability

Size Price Shipping out time Quantity
1g USD 2950 2 Weeks
2g USD 3950 2 Weeks
5g USD 6950 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-10-31. Prices are subject to change without notice.

Importazole HCl, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 329642
Name: Importazole HCl
CAS#: Importazole HCl
Chemical Formula: C20H23ClN4
Exact Mass:
Molecular Weight: 354.882
Elemental Analysis: C, 67.69; H, 6.53; Cl, 9.99; N, 15.79


Related CAS #: 662163-81-7 (free base)   Importazole HCl    

Synonym: Importazole, Importazole hydrochloride, Importazole HCl.

IUPAC/Chemical Name: N-(1-phenylethyl)-2-(pyrrolidin-1-yl)quinazolin-4-amine hydrochloride

InChi Key: CVZZTLGULJBEHN-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H22N4.ClH/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);1H

SMILES Code: CC(NC1=C2C=CC=CC2=NC(N3CCCC3)=N1)C4=CC=CC=C4.[H]Cl


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Soderholm JF, Bird SL, Kalab P, Sampathkumar Y, Hasegawa K, Uehara-Bingen M, Weis K, Heald R. Importazole, a small molecule inhibitor of the transport receptor importin-β. ACS Chem Biol. 2011 Jul 15;6(7):700-8. doi: 10.1021/cb2000296. Epub 2011 Apr 21. PubMed PMID: 21469738; PubMed Central PMCID: PMC3137676.

2: Mojica SA, Hovis KM, Frieman MB, Tran B, Hsia RC, Ravel J, Jenkins-Houk C, Wilson KL, Bavoil PM. SINC, a type III secreted protein of Chlamydia psittaci, targets the inner nuclear membrane of infected cells and uninfected neighbors. Mol Biol Cell. 2015 May 15;26(10):1918-34. doi: 10.1091/mbc.E14-11-1530. Epub 2015 Mar 18. PubMed PMID: 25788290; PubMed Central PMCID: PMC4436835.

3: Yan W, Li R, He J, Du J, Hou J. Importin β1 mediates nuclear factor-κB signal transduction into the nuclei of myeloma cells and affects their proliferation and apoptosis. Cell Signal. 2015 Apr;27(4):851-9. doi: 10.1016/j.cellsig.2015.01.013. Epub 2015 Jan 30. PubMed PMID: 25643631.

4: Bird SL, Heald R, Weis K. RanGTP and CLASP1 cooperate to position the mitotic spindle. Mol Biol Cell. 2013 Aug;24(16):2506-14. doi: 10.1091/mbc.E13-03-0150. Epub 2013 Jun 19. PubMed PMID: 23783028; PubMed Central PMCID: PMC3744954.

5: Pathak GK, Ornstein H, Aranda-Espinoza H, Karlsson AJ, Shah SB. Increases in Retrograde Injury Signaling Complex-Related Transcripts in Central Axons following Injury. Neural Plast. 2016;2016:3572506. Epub 2016 Oct 25. PubMed PMID: 27847648; PubMed Central PMCID: PMC5099454.

6: Yan WQ, Du J, Jiang H, Hou J. [Effect of nuclear receptor inhibitor importazole on the proliferation and apoptosis of multiple myeloma cells]. Zhonghua Xue Ye Xue Za Zhi. 2013 Apr;34(4):323-6. doi: 10.3760/cma.j.issn.0253-2727.2013.04.016. Chinese. PubMed PMID: 23668205.

7: Bai L, Michael WM, Yan S. Importin β-dependent nuclear import of TopBP1 in ATR-Chk1 checkpoint in Xenopus egg extracts. Cell Signal. 2014 May;26(5):857-67. doi: 10.1016/j.cellsig.2014.01.006. Epub 2014 Jan 15. PubMed PMID: 24440306; PubMed Central PMCID: PMC3951582.

8: Kublun I, Ehm P, Brehm MA, Nalaskowski MM. Efficacious inhibition of Importin α/β-mediated nuclear import of human inositol phosphate multikinase. Biochimie. 2014 Jul;102:117-23. doi: 10.1016/j.biochi.2014.03.001. Epub 2014 Mar 12. PubMed PMID: 24632208.

9: Roggero VR, Zhang J, Parente LE, Doshi Y, Dziedzic RC, McGregor EL, Varjabedian AD, Schad SE, Bondzi C, Allison LA. Nuclear import of the thyroid hormone receptor α1 is mediated by importin 7, importin β1, and adaptor importin α1. Mol Cell Endocrinol. 2016 Jan 5;419:185-97. doi: 10.1016/j.mce.2015.10.016. Epub 2015 Oct 23. PubMed PMID: 26525414; PubMed Central PMCID: PMC4684427.

10: Maly IV, Hofmann WA. Calcium-regulated import of myosin IC into the nucleus. Cytoskeleton (Hoboken). 2016 Jun;73(7):341-50. doi: 10.1002/cm.21310. Epub 2016 Jun 13. PubMed PMID: 27192697.

11: Li X, Zhao Y, Xia Q, Zheng L, Liu L, Zhao B, Shi J. Nuclear translocation of annexin 1 following oxygen-glucose deprivation-reperfusion induces apoptosis by regulating Bid expression via p53 binding. Cell Death Dis. 2016 Sep 1;7(9):e2356. doi: 10.1038/cddis.2016.259. PubMed PMID: 27584794; PubMed Central PMCID: PMC5059862.

12: Bar Oz M, Kumar A, Elayyan J, Reich E, Binyamin M, Kandel L, Liebergall M, Steinmeyer J, Lefebvre V, Dvir-Ginzberg M. Acetylation reduces SOX9 nuclear entry and ACAN gene transactivation in human chondrocytes. Aging Cell. 2016 Jun;15(3):499-508. doi: 10.1111/acel.12456. Epub 2016 Feb 22. PubMed PMID: 26910618; PubMed Central PMCID: PMC4854920.

13: Iio A, Takagi T, Miki K, Naoe T, Nakayama A, Akao Y. DDX6 post-transcriptionally down-regulates miR-143/145 expression through host gene NCR143/145 in cancer cells. Biochim Biophys Acta. 2013 Oct;1829(10):1102-10. doi: 10.1016/j.bbagrm.2013.07.010. Epub 2013 Aug 9. PubMed PMID: 23932921.