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
• Synthesis of naphthalimide derivatives bearing benzothiazole and thiazole moieties: In vitro anticancer and in silico ADMET study
  作者：Pramod D. JawalePatil、Keerti Bhamidipati、Manoj G. Damale、Jaiprakash N. Sangshetti、Nagaprasad Puvvada、Rajesh S. Bhosale、Rajita D. Ingle、Rajendra P. Pawar、Sidhanath V. Bhosale、Sheshanath V. Bhosale

  DOI：10.1016/j.molstruc.2022.133173

  日期：2022.9

  we report the synthesis and characterization of 1–16 new naphthalimide derivatives. These compounds 1–16 were tested for their anticancer activity against cancerous cells B16F10, MCF7, PANC1, and CHO cell lines. Among these substances, the derivatives 2 and 6 showed moderate cytotoxicity against B16F10 cell lines in vitro. Whereas, compound 14 exhibited excellent cytotoxic activity against B16F10

  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。