3,5-bis[(2-fluorophenyl)methylidene]piperidin-4-one hydrochloride

• ChemBase编号: 154506
• 分子式: C19H16ClF2NO
• 平均质量: 347.7862464
• 单一同位素质量: 347.08884826
• SMILES: c1cc(c(cc1)F)/C=C/1\C(=O)/C(=C\c2c(cccc2)F)/CNC1.Cl
• Canonical SMILES: O=C1/C(=C\c2ccccc2F)/CNC/C/1=C/c1ccccc1F.Cl
• InChI: InChI=1S/C19H15F2NO.ClH/c20-17-7-3-1-5-13(17)9-15-11-22-12-16(19(15)23)10-14-6-2-4-8-18(14)21;/h1-10,22H,11-12H2;1H
• InChIKey: ILMJCEBAMHGBAA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3,5-bis[(2-fluorophenyl)methylidene]piperidin-4-one hydrochloride
• IUPAC传统名: 3,5-bis[(2-fluorophenyl)methylidene]piperidin-4-one hydrochloride
• 别名: (3E,5E)-3,5-bis[(2-fluorophenyl)methylene]-4-piperidinone; EF-24

登记号

• CAS号: 342808-40-6
• PubChem SID: 162248645
• PubChem CID: 71311883

理论计算性质

• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.3290873
• LogD (pH = 7.4): 4.151803
• Log P: 4.184382
• 摩尔折射率: 87.8944 cm^3
• 极化性: 32.650917 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
• 外观: yellow powder

安全信息

• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 3077
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22-50
• 安全公开号: 61
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H302-H400
• GHS警示性声明: P273
• RID/ADR: UN 3077 9/PG 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H15F2NO

详细说明

Sigma Aldrich - E8409

Biochem/physiol Actions
EF-24 is a IKK inhibitor and curcumin analog. EF-24 is more potent and bioavailable than curcumin, with 10-fold greater potency in cell death induction. It is also more efficacious in anti-cancer screens and less toxic than Cisplatin. EF-24 inhibits HIF-1alpha posttranscriptional activity and induces microtubule stabilization, in contrast to Curcumin. EF-24 up-regulates PTEN expression via inhibition of ubiquitination. EF-24 induces cell death through direct inhibition of IkappaB kinase (IKK), resulting in suppression in NFκB activity.