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Merck
CN

SML0546

PIK93

≥98% (HPLC)

Synonym(s):

N-(5-(4-Chloro-3-(((2-hydroxyethyl)amino)sulfonyl)phenyl)-4-methyl-2-thiazolyl)-acetamide, PIK-93

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About This Item

Empirical Formula (Hill Notation):
C14H16ClN3O4S2
CAS Number:
593960-11-3
Molecular Weight:
389.88
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

SMILES string

[S](=O)(=O)(NCCO)c1c(ccc(c1)c2[s]c(nc2C)NC(=O)C)Cl

InChI

1S/C14H16ClN3O4S2/c1-8-13(23-14(17-8)18-9(2)20)10-3-4-11(15)12(7-10)24(21,22)16-5-6-19/h3-4,7,16,19H,5-6H2,1-2H3,(H,17,18,20)

InChI key

JFVNFXCESCXMBC-UHFFFAOYSA-N

Related Categories

Application

PIK93 has been used to examine if the accumulation of SNX27–retromer cargoes in FAM21 (family with sequence similarity 21) depleted cells is caused by an elevation of phosphatidylinositol 4-phosphate [PI(4)P] levels at the Golgi.

Biochem/physiol Actions

PIK-93 inhibits of replication of enterovirus including polio and hepatitis C. PIK93 is a potent, selective, ATP competitive and reversible inhibitor of PI3Kγ and PI4KIIIβ (IC50 = 16 nM and 19 nM, respectively). Also PIK93 moderately inhibits other members of the family including p110δ, PI 3-KC2β, hsVPS34, ATM, p110β and PI 4-KIIIα (IC50 = 0.120, 0.140, 0.320, 0.490, 0.590 and 1.1 μM, respectively). PIK93 blocks ceramide transfer protein-mediated ceramide traffic between endoplasmic reticulum and Golgi.
PIK93 is also known as N-(5-(4-Chloro-3-(((2-hydroxyethyl)amino)sulfonyl)phenyl)-4-methyl-2-thiazolyl)-acetamide. It inhibits poliovirus (PV) and coxsackievirus B3 (CVB3) viral RNA production and virus replication. PIK93 also prevents translation mediated by internal ribosome entry site (IRES).
PIK93 is an Inhibitor of enterviruses (including polio and hepatitis C) replication; PIK93 is a potent, selective, ATP competitive and reversible inhibitor of PI3Kγ and PI4KIIIβ.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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
0000498794
0000498794
0000279865
0000273621
0000279865

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Foot-and-mouth disease virus genome replication is unaffected by inhibition of type III phosphatidylinositol-4-kinases.
Loundras EA, et al.
The Journal of General Virology, 97(9), 2221-2230 (2016)
FAM21 directs SNX27?retromer cargoes to the plasma membrane by preventing transport to the Golgi apparatus.
Lee S, et al.
Nature Communications, 7, 10939-10939 (2016)
Stephen Berryman et al.
The Journal of general virology, 97(8), 1841-1852 (2016-04-20)
Picornaviruses form replication complexes in association with membranes in structures called replication organelles. Common themes to emerge from studies of picornavirus replication are the need for cholesterol and phosphatidylinositol 4-phosphate (PI4P). In infected cells, type III phosphatidylinositol 4-kinases (PI4KIIIs) generate
Sameer S Chopra et al.
Cell systems, 10(1), 66-81 (2019-12-10)
Frequent mutation of PI3K/AKT/mTOR signaling pathway genes in human cancers has stimulated large investments in targeted drugs but clinical successes are rare. As a result, many cancers with high PI3K pathway activity, such as triple-negative breast cancer (TNBC), are treated

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