2-(benzo[d]thiazol-2-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione | 329722-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-(benzo[d]thiazol-2-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
• 英文别名: N-(2-benzothiazole)-1,8-naphthalimide；2-(1,3-Benzothiazol-2-yl)benzo[de]isoquinoline-1,3-dione
• CAS: 329722-96-5
• 化学式: C₁₉H₁₀N₂O₂S
• 分子量: 330.367
• InChiKey: OWCGBWUGXYGYKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基苯并噻唑 、 1,8-萘二甲酸酐 在 zinc diacetate 作用下， 以 乙醇 为溶剂， 反应 10.25h， 以89%的产率得到2-(benzo[d]thiazol-2-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  含有苯并噻唑和噻唑部分的萘酰亚胺衍生物的合成：体外抗癌和计算机 ADMET 研究

  摘要：

  在此，我们报告了1-16种新型萘酰亚胺衍生物的合成和表征。测试了这些化合物1-16对癌细胞 B16F10、MCF7、PANC1 和 CHO 细胞系的抗癌活性。在这些物质中，衍生物2和6在体外对B16F10细胞系表现出中等的细胞毒性。而化合物14对 B16F10、MCF7 和 PANC1 细胞表现出优异的细胞毒活性。分子对接研究还表明，化合物2、6和14是有效的候选化合物，可用于药物发现过程中的先导。化合物的药代动力学和毒性特征通过对吸收、分布、代谢、消除和毒性 (ADMET) 参数的预测来访问1-16 。体外细胞系和分子对接研究结果表明，化合物2、6和14是进一步结构操作和评估新一代更有效的细胞毒剂的良好候选者。

  DOI：

  10.1016/j.molstruc.2022.133173

文献信息

• Intrachain Energy Migration to Weak Charge-Transfer State in Polyfluorene End-Capped with Naphthalimide Derivative
  作者：Emanuelle R. Simas、Marcelo H. Gehlen、Melissa F. S. Pinto、Jonathas Siqueira、Lino Misoguti

  DOI：10.1021/jp108168f

  日期：2010.12.2

  Polyfluorene end-capped with N-(2-benzothiazole)-1 8-naphthalimide (PF-BNI) is a highly fluorescent material with fluorescence emission modulated by solvent polarity Its low energy excited state is assigned as a mixed configuration state between the singlet S-1 of the fluorene backbone (F) with the charge transfer (CI) of the end group BNI The triexponential fluorescence decays of PF-BNI were associated with fast energy migration to form an intrachain charge-transfer (ICCT) state polyfluorene backbone decay and ICCT deactivation Time-resolved fluorescence anisotropy exhibited biexponential relaxation with a fast component of 12-16 ps in addition to a slow one in the range 0 8-1 4 ns depending on the solvent showing that depolarization occurs from two different processes energy migration to form the ICCT state and slow rotational diffusion motion of end segments at a longer time Results from femtosecond transient absorption measurements agreed with anisotropy decay and showed a decay component of about 16 ps at 605 nm in PF BNI ascribed to the conversion of S-1 to the ICCT excited state From the ratio of asymptotic and initial amplitudes of the transient absorption measurement the efficiency of intrachain ICCT formation is estimated in 0 5 which means that on average, half of the excited state formed in a BNI-(F)(n)-BNI chain with n = 32 is converted to its low energy intrachain charge-transfer (ICCT) state