A6355

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

powder, ≥98% (HPLC)

• Synonym(s): Erk Inhibitor
• 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
• Storage condition: desiccated, under inert gas

Properties

• 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

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable