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SML0546

Sigma-Aldrich

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

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

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

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).

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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