SML3549
KIRA9
≥98% (HPLC)
Synonym(s):
(S)-3,3,3-trifluoro-N-(4-((3-(2-(piperidin-3-ylamino)pyrimidin-4-yl)pyridin-2-yl)oxy)naphthalen-1-yl)propane-1-sulfonamide
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About This Item
Empirical Formula (Hill Notation):
C27H27F3N6O3S
Molecular Weight:
572.60
UNSPSC Code:
12352200
NACRES:
NA.77
Quality Level
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)(CCC(F)(F)F)=O
InChI
1S/C27H27F3N6O3S/c28-27(29,30)12-16-40(37,38)36-23-9-10-24(20-7-2-1-6-19(20)23)39-25-21(8-4-14-32-25)22-11-15-33-26(35-22)34-18-5-3-13-31-17-18/h1-2,4,6-11,14-15,18,31,36H,3,5,12-13,16-17H2,(H,33,34,35)/t18-/m0/s1
InChI key
HLEZGQAFDDCWDE-SFHVURJKSA-N
Biochem/physiol Actions
Cell penetrant, potent and selective ATP-competitive antagonist of both the kinase and RNase activities of IRE1α
KIRA9 is a cell penetrant, potent and selective ATP-competitive antagonist of both the kinase and RNase activities of IRE1α (endoplasmic reticulum to nucleus signaling 1). KIRA9 suppresses destructive ER mRNA endonucleolytic decay and apoptosis.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML3549-5MG | 04065268039519 |
| SML3549-25MG | 04065268039502 |