1,4-bis({[2-(dimethylamino)ethyl]amino})-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione

• ChemBase编号: 154826
• 分子式: C22H28N4O4
• 平均质量: 412.48212
• 单一同位素质量: 412.2110554
• SMILES: CN(C)CCNc1ccc(c2c1C(=O)c1c(ccc(c1C2=O)O)O)NCCN(C)C
• Canonical SMILES: CN(CCNc1ccc(c2c1C(=O)c1c(C2=O)c(O)ccc1O)NCCN(C)C)C
• InChI: InChI=1S/C22H28N4O4/c1-25(2)11-9-23-13-5-6-14(24-10-12-26(3)4)18-17(13)21(29)19-15(27)7-8-16(28)20(19)22(18)30/h5-8,23-24,27-28H,9-12H2,1-4H3
• InChIKey: DBAMBJQJKDHEQX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,4-bis({[2-(dimethylamino)ethyl]amino})-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione
• IUPAC传统名: 1,4-bis({[2-(dimethylamino)ethyl]amino})-5,8-dihydroxyanthracene-9,10-dione
• 别名: 1,4-Bis[[2-(dimethylamino)ethyl]amino]-5,8-dihydroxy-9,10-anthracenedione; 1,4-Bis[[2-(dimethylamino)ethyl]amino]-5,8-dihydroxyanthracene-9,10-dione; AQ4

登记号

• CAS号: 70476-63-0
• MDL号: MFCD02656425
• PubChem SID: 162248964
• PubChem CID: 135468

理论计算性质

• Acid pKa: 9.659531
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -0.07586288
• LogD (pH = 7.4): 3.191027
• Log P: 3.8944206
• 摩尔折射率: 121.5386 cm^3
• 极化性: 44.5837 Å^3
• 极化表面积: 105.14 Å^2
• 可自由旋转的化学键: 8
• 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: dark blue powder

安全信息

• 保存条件: desiccated
• 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: 22-50/53
• 安全公开号: 22-60-61
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H302-H410
• GHS警示性声明: P273-P501
• 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): C22H28N4O4

详细说明

Sigma Aldrich - A9236

Biochem/physiol Actions
AQ4 is a chemically stable cytotoxic agent which acts as a topoisomerase II inhibitor and DNA intercalator. The compound is a potent cytotoxic agent in many human tumor lines, including those derived from human pancreatic adenocarcinomas. The compound N-oxide is a hypoxia activated prodrug of topoisomerase-targeting.