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Merck
CN

SML2564

Sigma-Aldrich

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:
851814-28-3
Molecular Weight:
265.26
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

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

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+

InChI key

FCMHXGNYHDXIPU-VQHVLOKHSA-N

Related Categories

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 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
0000070612
0000070613
0000068141

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