4-[(2S,3R)-3-(3,5-dioxopiperazin-1-yl)butan-2-yl]piperazine-2,6-dione

• ChemBase编号: 153963
• 分子式: C12H18N4O4
• 平均质量: 282.29572
• 单一同位素质量: 282.13280508
• SMILES: C[C@H]([C@H](C)N1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1
• Canonical SMILES: C[C@H]([C@@H](N1CC(=O)NC(=O)C1)C)N1CC(=O)NC(=O)C1
• InChI: InChI=1S/C12H18N4O4/c1-7(15-3-9(17)13-10(18)4-15)8(2)16-5-11(19)14-12(20)6-16/h7-8H,3-6H2,1-2H3,(H,13,17,18)(H,14,19,20)/t7-,8+
• InChIKey: OBYGAPWKTPDTAS-OCAPTIKFSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(2S,3R)-3-(3,5-dioxopiperazin-1-yl)butan-2-yl]piperazine-2,6-dione
• IUPAC传统名: 4-[(2S,3R)-3-(3,5-dioxopiperazin-1-yl)butan-2-yl]piperazine-2,6-dione
• 别名: meso-4,4′-(3,2-butanediyl)-bis(2,6-piperazinedione); ICRF-193

登记号

• CAS号: 21416-88-6
• MDL号: MFCD01702964
• PubChem SID: 162248102; 24896062
• PubChem CID: 119081

理论计算性质

• Acid pKa: 11.198703
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -2.246287
• LogD (pH = 7.4): -2.2362783
• Log P: -2.23608
• 摩尔折射率: 68.672 cm^3
• 极化性: 27.119255 Å^3
• 极化表面积: 98.82 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: soluble4 mg/mL

安全信息

• RTECS编号: TL6380200
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22-43
• 安全公开号: 36/37
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H317
• GHS警示性声明: P280-P301 + P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95%
• Empirical Formula (Hill Notation): C12H18N4O4

详细说明

Sigma Aldrich - I4659

Biochem/physiol Actions
ICRF-193 induces a G2 checkpoint that is associated with an ATR-dependent inhibition of polo-like kinase 1 (plk1) activity and a decrease in cyclin B1 phosphorylation.1 Induces apoptosis in several cell lines including K562 and Molt-4 cells.2,,,1 ICRF-193 is a topoisomerase II inhibitor, more potent against topoisomerase II-β than topoisomerase II-α3, and may in addition cause DNA strand breaks.4