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178497-M

Apoptosis Activator VII, Apoptozole

The Apoptosis Activator VII, Apoptozole, also referenced under CAS 1054543-47-3, modulates Apoptosis. This small molecule/inhibitor is primarily used for Cancer applications.

Synonym(s):

Apoptosis Activator VII, Apoptozole, Hsp70 Inhibitor III, N-(4-Carboxamidobenzyl)-2-(3,5-bis-trifluoromethyl)-4,5-bis-(4-methoxyphenyl)-imidazole, N-(4-Carboxamidobenzyl)-2-(3,5-bis-trifluoromethyl)-4,5-bis-(4-methoxyphenyl)-imidazole, Hsp70 Inhibitor III

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About This Item

Empirical Formula (Hill Notation):
C33H24F6N3O3
CAS Number:
1054543-47-3
Molecular Weight:
624.55
MDL number:
MFCD19443178
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light
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Quality Level

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

ethanol: 5 mg/mL, DMSO: 50 mg/mL

storage temp.

2-8°C

SMILES string

FC(F)(F)c1cc(cc(c1)c2[n](c(c(n2)c5ccc(cc5)OC)c4ccc(cc4)OC)Cc3ccc(cc3)C(=O)N)C(F)(F)F

InChI

1S/C33H25F6N3O3/c1-44-26-11-7-20(8-12-26)28-29(21-9-13-27(45-2)14-10-21)42(18-19-3-5-22(6-4-19)30(40)43)31(41-28)23-15-24(32(34,35)36)17-25(16-23)33(37,38)39/h3-17H,18H2,1-2H3,(H2,40,43)

InChI key

ZIMMTPFXOMAJTQ-UHFFFAOYSA-N

General description

A cell-permeable imidazole compound that directly binds anti-apoptotic chaperone Hsc70 and its inducible homologue Hsp70 (Kd = 210 and 140 nM, respectively). Apoptozole is shown to effectively inhibit the proliferation of SK-OV-3, HCT-15, and A549 cancer cell lines (IC50 = 220, 250 and 130 nM, respectively) and induce 90% apoptotic cell death in P19 embryonic carcinoma and A549 lung cancer cultures after 12 h drug treatment (1 µM). Shown to suppress ubiquitination of mutant CFTR and promote membrane trafficking, and restore chloride channel activity.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Cho, H.J., et al. 2012. J. Am. Chem. Soc.133, 20267.
Williams, D.R., et al. 2008. Angew. Chem. Int. Ed.47, 7466.

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)

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Global Trade Item Number

SKUGTIN
178497-10MG04055977204827