5-[(4-ethylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

• ChemBase编号: 154010
• 分子式: C12H11NOS2
• 平均质量: 249.35184
• 单一同位素质量: 249.02820598
• SMILES: CCc1ccc(cc1)/C=C/1\C(=O)NC(=S)S1
• Canonical SMILES: CCc1ccc(cc1)/C=C\1/SC(=S)NC1=O
• InChI: InChI=1S/C12H11NOS2/c1-2-8-3-5-9(6-4-8)7-10-11(14)13-12(15)16-10/h3-7H,2H2,1H3,(H,13,14,15)
• InChIKey: SVXDHPADAXBMFB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(4-ethylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one; (5E)-5-[(4-ethylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• IUPAC传统名: 5-[(4-ethylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one; (5E)-5-[(4-ethylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• 别名: 5-[(4-Ethylphenyl)methylene]-2-thioxo-4-thiazolidinone; 10058-F4; 10058-F4

登记号

• CAS号: 403811-55-2
• MDL号: MFCD00758517
• PubChem SID: 162248149
• PubChem CID: 1271002

理论计算性质

• Acid pKa: 7.4830008
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 3.693377
• LogD (pH = 7.4): 3.440381
• Log P: 3.6978185
• 摩尔折射率: 73.8541 cm^3
• 极化性: 28.165894 Å^3
• 极化表面积: 29.1 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL; H2O: <2 mg/mL
• 外观: yellow solid

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36-43
• 安全公开号: 26-36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H317-H319
• GHS警示性声明: P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 作用靶点: c-Myc

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C12H11NOS2

详细说明

Sigma Aldrich - F3680

Biochem/physiol Actions
10058-F4 is a c-Myc inhibitor that induces cell-cycle arrest and apoptosis. It is a cell-permeable thiazolidinone that specificallly inhibits the c-Myc-Max interaction and prevents transactivation of c-Myc target gene expression. 10058-F4 inhibits tumor cell growth in a c-Myc-dependent manner both in vitro and in vivo (64 mM using c-Myc transfected Rat1a fibroblasts).