2-[2,6-bis(propan-2-yl)phenyl]-5-hydroxy-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase编号: 154136
• 分子式: C20H21NO3
• 平均质量: 323.38564
• 单一同位素质量: 323.15214354
• SMILES: CC(C)c1cccc(c1N1C(=O)c2ccc(cc2C1=O)O)C(C)C
• Canonical SMILES: Oc1ccc2c(c1)C(=O)N(C2=O)c1c(cccc1C(C)C)C(C)C
• InChI: InChI=1S/C20H21NO3/c1-11(2)14-6-5-7-15(12(3)4)18(14)21-19(23)16-9-8-13(22)10-17(16)20(21)24/h5-12,22H,1-4H3
• InChIKey: LAKWINYVWJPHQW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[2,6-bis(propan-2-yl)phenyl]-5-hydroxy-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC传统名: 2-(2,6-diisopropylphenyl)-5-hydroxyisoindole-1,3-dione
• 别名: 2-[2,6-bis(1-Methylethyl)phenyl]-5-hydroxy-1H-isoindole-1,3(2H)-dione; 5-Hydroxy-2-(2,6-diisopropylphenyl)-1H-isoindole-1,3-dione; 5HPP-33

登记号

• CAS号: 105624-86-0
• MDL号: MFCD03085294
• PubChem SID: 162248275
• PubChem CID: 11723708

理论计算性质

• Acid pKa: 7.874298
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 4.7596936
• LogD (pH = 7.4): 4.6369615
• Log P: 4.7615104
• 摩尔折射率: 94.3516 cm^3
• 极化性: 35.584965 Å^3
• 极化表面积: 57.61 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >20 mg/mL
• 外观: white to off-white solid

安全信息

• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• 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: 50/53
• 安全公开号: 60-61
• GHS危险品标识: GHS09
• GHS警示词: Warning
• GHS危险声明: H410
• GHS警示性声明: P273-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H21NO3

详细说明

Sigma Aldrich - H9415

Biochem/physiol Actions
5HPP-33 is a thalidomide derivative which was reported to be active as anticancer agent through stabilization of the microtubules. 5HPP-33 has shown inhibition of cell proliferation of both estrogen-dependent (MCF-7) and estrogen-independent (MDA-MB-231) breast cancer cells as well as other cell lines. A study in tubulin forming assay reported that 5HPP-33 acts as a microtubule formation inhibitor (IC50=810 nM).