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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:
Molecular Weight:
389.88
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
protect from light
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Quality Level

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

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

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.
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.

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Articles

Discover Bioactive Small Molecules for Kinase Phosphatase Biology


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)
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



Global Trade Item Number

SKUGTIN
SML0546-25MG04061832450353
SML0546-5MG04061832450360