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A6355

3-(2-Aminoethyl)-5-((4-ethoxyphenyl)methylene)-2,4-thiazolidinedione hydrochloride

powder, ≥98% (HPLC)

Synonym(s):

Erk Inhibitor

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About This Item

Empirical Formula (Hill Notation):
C14H16N2O3S · HCl
CAS Number:
294675-79-9
Molecular Weight:
328.81
MDL number:
MFCD09038681
NACRES:
NA.77
PubChem Substance ID:
24891079
UNSPSC Code:
12352202
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated, under inert gas
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Quality Segment

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated, under inert gas

color

off-white

solubility

DMSO: ≥4 mg/mL

storage temp.

2-8°C

SMILES string

Cl[H].CCOc1ccc(cc1)C=C2SC(=O)N(CCN)C2=O

InChI

1S/C14H16N2O3S.ClH/c1-2-19-11-5-3-10(4-6-11)9-12-13(17)16(8-7-15)14(18)20-12;/h3-6,9H,2,7-8,15H2,1H3;1H/b12-9+;

InChI key

PQVLWVGMXJPJLG-NBYYMMLRSA-N

Application

3-(2-Aminoethyl)-5-((4-ethoxyphenyl)methylene)-2,4-thiazolidinedione is an extracellular signal-regulated kinase (ERK) docking domain inhibitor. ERK inhibitors have been used to study traumatic brain injuries.

Biochem/physiol Actions

3-(2-Aminoethyl)-5-((4-ethoxyphenyl)methylene)-2,4-thiazolidinedione is extracellular signal-regulated kinase (ERK) docking domain inhibitor. Inhibits ERK binding rather then ERK activity at the ATP domain. IC50 = 25 μM in HeLa, A549, and SUM-159 tumor cells. Currently, no specific inhibitors of the ERK proteins exist. Preferentially binds to ERK2 with a Kd of ~5 μM and prevents its interaction with protein substrates. Shown to block ERK-mediated phosphorylation of ribosomal S6 kinase-1 (RSK-1) and ternary complex factor Elk-1, but exhibits little effect on ERK1/2 phosphorylation by MEK1/2.
Extracellular signal-regulated kinase (ERK) docking domain inhibitor. Inhibits ERK binding rather then ERK activity at the ATP domain. IC50 = 25 μM in HeLa, A549, and SUM-159 tumor cells.

Features and Benefits

This compound is featured on the MAPKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

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
0000426545
0000426545
0000402773
0000402773
101M4628V

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Global Trade Item Number

SKUGTIN
A6355-25MG04061832433882
A6355-5MG04061833382080