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Merck
CN

SML2564

PIAA

≥98% (HPLC)

Synonym(s):

(E)-3-(3-phenylbenzo[c]isoxazol-5-yl)acrylic acid, 3-(3-phenyl-2,1-benzisoxazol-5-yl)-2-propenoic acid

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About This Item

Empirical Formula (Hill Notation):
C16H11NO3
CAS Number:
Molecular Weight:
265.26
UNSPSC Code:
12352200
NACRES:
NA.77
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SMILES string

n1[o]c(c3c1ccc(c3)\C=C\C(=O)O)c2ccccc2

InChI key

FCMHXGNYHDXIPU-VQHVLOKHSA-N

InChI

1S/C16H11NO3/c18-15(19)9-7-11-6-8-14-13(10-11)16(20-17-14)12-4-2-1-3-5-12/h1-10H,(H,18,19)/b9-7+

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

Biochem/physiol Actions

PIAA is an inhibitor of TANK binding kinase 1 (TBK1) and IKB kinase epsilon (IKKε) that has been shown to promote regeneration of pancreatic β-cells. PIAA improved function and replication of mammalian β-cells including primary human β-cells and induced β-cell proliferation in streptozotocin-induced diabetic mice resulting in increased pancreas insulin content and improved glycemic control. PIAA exhibited an IC50 value of 400 nM for TBK1 and 1.07 μM for IKKε with minimum toxicity
TBK1/IKKε inhibitor that promotes regeneration of pancreatic β-cells

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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