A6355

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

Name: 3-(2-Aminoethyl)-5-((4-ethoxyphenyl)methylene)-2,4-thiazolidinedione hydrochloride
Brand: SIGMA

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

NACRES:

NA.77

PubChem Substance ID:

24891079

UNSPSC Code:

12352202

MDL number:

MFCD09038681

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated, under inert gas

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Key Documents

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Quality Level

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

Related Categories

Bioactive Small Molecule Inhibitors

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Show Differences

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This Item	D5943	L2167	T0202
Sigma-Aldrich A6355 3-(2-Aminoethyl)-5-((4-ethoxyphenyl)methylene)-2,4-thiazolidinedione hydrochloride	Sigma-Aldrich D5943 2-(3,4-Dimethoxy-benzoylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide	Sigma-Aldrich L2167 L-165,041	Sigma-Aldrich T0202 Tocainide hydrochloride
form powder	form solid	form powder	form solid
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C
storage condition desiccated, under inert gas	storage condition protect from light, under inert gas	storage condition protect from light, under inert gas	storage condition desiccated, under inert gas
solubility DMSO: ≥4 mg/mL	solubility H₂O: <2 mg/mL, DMSO: ~8 mg/mL	solubility DMSO: >10 mg/mL	solubility DMSO: >20 mg/mL, H₂O: ≥5 mg/mL

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

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Certificates of Analysis (COA)

Lot/Batch Number

0000426545

0000402773

101M4628V

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Global Trade Item Number

SKU	GTIN
A6355-25MG	04061832433882
A6355-5MG	04061833382080

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