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SML2330

Sigma-Aldrich

Ceapin-A7

≥98% (HPLC)

Synonym(s):

Ceapin-7, N-(1-{[2,4-bis(Trifluoromethyl)phenyl]methyl}-1H-pyrazol-4-yl)-5-(furan-2-yl)-1,2-oxazole-3-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C20H12F6N4O3
CAS Number:
Molecular Weight:
470.32
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to pink

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

FC(F)(F)c1c(ccc(c1)C(F)(F)F)C[n]2ncc(c2)NC(=O)c3n[o]c(c3)c4[o]ccc4

InChI

1S/C20H12F6N4O3/c21-19(22,23)12-4-3-11(14(6-12)20(24,25)26)9-30-10-13(8-27-30)28-18(31)15-7-17(33-29-15)16-2-1-5-32-16/h1-8,10H,9H2,(H,28,31)

InChI key

UJTDYOXTXGBHEG-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

Potent and specific ER stress-induced ATF6α signaling blocker that does not affect IRE1 or PERK branches of UPR, nor proteolytic processing of ATF6β or SREBP.
The pyrazole amide Ceapin-A7 is a potent and highly specific ER stress-induced ATF6α signaling blocker (IC50 = 590 nM by HEK293T-based ERSE-luciferase reporter assay, ATF6α target transcripts GRP78/ERO1B/HERPUD1 induction IC50 = 459/522/614 nM in U2OS cells; ER stress by 100 nM Thapsigargin) that does not affect IRE1 or PERK branches of the unfolded protein response (UPR), nor proteolytic processing of its close homolog ATF6β or SREBP. Ceapin-A7 sensitizes U2-OS cells to ER stress-induced death (thapsigargin EC50 = 4.5/7.1 nM with/without 6 μM Ceapin-A7) without impacting the viability of unstressed cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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