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Merck
CN

SML3550

Sigma-Aldrich

PAIR1

≥98% (HPLC)

Synonym(s):

(S)-2,2,2-trifluoro-N-(4-((3-(2-(piperidin-3-ylamino)pyrimidin-4-yl)pyridin-2-yl)oxy)naphthalen-1-yl)ethane-1-sulfonamide

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About This Item

Empirical Formula (Hill Notation):
C26H25F3N6O3S
CAS Number:
2771006-58-5
Molecular Weight:
558.58
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=S(NC(C=C1)=C2C(C=CC=C2)=C1OC3=NC=CC=C3C4=CC=NC(N[C@@H]5CNCCC5)=N4)(CC(F)(F)F)=O

InChI

1S/C26H25F3N6O3S/c27-26(28,29)16-39(36,37)35-22-9-10-23(19-7-2-1-6-18(19)22)38-24-20(8-4-13-31-24)21-11-14-32-25(34-21)33-17-5-3-12-30-15-17/h1-2,4,6-11,13-14,17,30,35H,3,5,12,15-16H2,(H,32,33,34)/t17-/m0/s1

InChI key

LVBYPSVRFGNRPW-KRWDZBQOSA-N

Biochem/physiol Actions

Cell penetrant, potent and selective ATP-competitive partial antagonist of the IRE1α RNase activity, while affording quantitative kinase activity inhibition
PAIR1 is a cell penetrant, potent and selective ATP-competitive partial antagonist of the IRE1α (endoplasmic reticulum to nucleus signaling 1) RNase activity, while affording quantitative kinase activity inhibition. PAIR1 partially antagonize the IRE1α RNase at full occupancy of the kinase. In β-cells PAIR1 allows adaptive splicing of Xbp1 mRNA while suppressing destructive ER mRNA endonucleolytic decay and apoptosis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000223271
0000223272
0000211726
0000223272
0000223271

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Hannah C Feldman et al.
Nature chemical biology, 17(11), 1148-1156 (2021-09-25)
The unfolded protein response (UPR) homeostatically matches endoplasmic reticulum (ER) protein-folding capacity to cellular secretory needs. However, under high or chronic ER stress, the UPR triggers apoptosis. This cell fate dichotomy is promoted by differential activation of the ER transmembrane

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