SML2330

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
• Empirical Formula (Hill Notation): C₂₀H₁₂F₆N₄O₃
• CAS Number: 2323027-38-7
• Molecular Weight: 470.32
• MDL number: MFCD31567506
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• 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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable