2-{2-[(10-{[2-(4,5-dihydro-1H-imidazol-2-yl)hydrazin-1-ylidene]methyl}anthracen-9-yl)methylidene]hydrazin-1-yl}-4,5-dihydro-1H-imidazole dihydrochloride

• ChemBase编号: 154672
• 分子式: C22H24Cl2N8
• 平均质量: 471.38556
• 单一同位素质量: 470.15009817
• SMILES: c1cc2c(c3c(c(c2cc1)/C=N/NC1=NCCN1)cccc3)/C=N/NC1=NCCN1.Cl.Cl
• Canonical SMILES: C1CN=C(N1)N/N=C/c1c2ccccc2c(c2c1cccc2)/C=N/NC1=NCCN1.Cl.Cl
• InChI: InChI=1S/C22H22N8.2ClH/c1-2-6-16-15(5-1)19(13-27-29-21-23-9-10-24-21)17-7-3-4-8-18(17)20(16)14-28-30-22-25-11-12-26-22;;/h1-8,13-14H,9-12H2,(H2,23,24,29)(H2,25,26,30);2*1H
• InChIKey: KINULKKPVJYRON-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-{2-[(10-{[2-(4,5-dihydro-1H-imidazol-2-yl)hydrazin-1-ylidene]methyl}anthracen-9-yl)methylidene]hydrazin-1-yl}-4,5-dihydro-1H-imidazole dihydrochloride
• IUPAC传统名: 2-{2-[(10-{[2-(4,5-dihydro-1H-imidazol-2-yl)hydrazin-1-ylidene]methyl}anthracen-9-yl)methylidene]hydrazin-1-yl}-4,5-dihydro-1H-imidazole dihydrochloride
• 别名: Bis((4,5-dihydro-1H-imidazol-2-yl)hydrazone)-9,10-anthracenedicarboxaldehyde dihydrochloride; NSC 337766; Bisantrene dihydrochloride

登记号

• CAS号: 78186-34-2
• MDL号: MFCD01743164
• PubChem SID: 162248810
• PubChem CID: 6917792

理论计算性质

• Acid pKa: 19.764172
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): 1.5034872
• LogD (pH = 7.4): 2.5721939
• Log P: 2.5997148
• 摩尔折射率: 140.3186 cm^3
• 极化性: 46.08328 Å^3
• 极化表面积: 97.56 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: deionized water: soluble8 mg/mL
• 外观: solid

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: 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: 22-50/53
• 安全公开号: 60-61
• 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 2811 6.1/PG 3
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H22N8 ·2HCl

详细说明

Sigma Aldrich - B4563

Biochem/physiol Actions
Bisantrene dihydrochloride is an antineoplastic agent, MDR1 substrate, DNA intercalator, and topoisomerase II poison. Cancer cells that develop resistance to bisantrene tend to overexpress P-glycoprotein. Bisantrene can be used to select for P-glycoprotein-mediated multiple drug resistance. The data suggest that bisantrene is an excellent substrate for P-glycoprotein.1