3-(2-aminoethyl)-5-[(4-ethoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione hydrochloride

• ChemBase编号: 153893
• 分子式: C14H17ClN2O3S
• 平均质量: 328.81438
• 单一同位素质量: 328.06484109
• SMILES: CCOc1ccc(cc1)/C=C\1/C(=O)N(C(=O)S1)CCN.Cl
• Canonical SMILES: NCCN1C(=O)S/C(=C\c2ccc(cc2)OCC)/C1=O.Cl
• InChI: 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
• InChIKey: PQVLWVGMXJPJLG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(2-aminoethyl)-5-[(4-ethoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione hydrochloride
• IUPAC传统名: 3-(2-aminoethyl)-5-[(4-ethoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione hydrochloride
• 别名: Erk Inhibitor; 3-(2-Aminoethyl)-5-((4-ethoxyphenyl)methylene)-2,4-thiazolidinedione hydrochloride

登记号

• CAS号: 294675-79-9(freebase)
• MDL号: MFCD09038681
• PubChem SID: 24891079; 162248032
• PubChem CID: 16760416

理论计算性质

• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -1.4612042
• LogD (pH = 7.4): -0.24918012
• Log P: 1.4757879
• 摩尔折射率: 80.2793 cm^3
• 极化性: 30.764532 Å^3
• 极化表面积: 72.63 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥4 mg/mL
• 外观: off-white powder

安全信息

• 保存条件: desiccated; under inert gas
• 德国WGK号: 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H16N2O3S · HCl

详细说明

Sigma Aldrich - A6355

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.