Ethyl 4-[4-butyl-2-[4-butyl-5-(4-ethoxycarbonylphenyl)-1,3-thiazol-2-yl]-1,3-thiazol-5-yl]benzoate | 1421863-28-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl 4-[4-butyl-2-[4-butyl-5-(4-ethoxycarbonylphenyl)-1,3-thiazol-2-yl]-1,3-thiazol-5-yl]benzoate
• 英文别名: ethyl 4-[4-butyl-2-[4-butyl-5-(4-ethoxycarbonylphenyl)-1,3-thiazol-2-yl]-1,3-thiazol-5-yl]benzoate
• CAS: 1421863-28-6
• 化学式: C₃₂H₃₆N₂O₄S₂
• 分子量: 576.781
• InChiKey: ANDQHZJQFVAAJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [iridium(III)(μ-chloro)(2-phenylpyridine)2]2 、 ammonium hexafluorophosphate 、 Ethyl 4-[4-butyl-2-[4-butyl-5-(4-ethoxycarbonylphenyl)-1,3-thiazol-2-yl]-1,3-thiazol-5-yl]benzoate 以 乙二醇 、 水 为溶剂， 反应 19.0h， 以86%的产率得到
  参考文献：
  名称：

  含有双噻唑配体的环金属化铱 (III) 配合物用于更好的粘度检测

  摘要：

  检测粘度对于病理学研究至关重要，因为细胞微粘度的细微变化与病理和疾病有关。在这项工作中，合成了五种阳离子 Ir(III) 配合物Ir1-Ir5，分子式为 [Ir(ppy) 2 L ]PF 6，其中L1-L5是具有多种供体/受体尾部的共面联噻唑衍生物家族（质子、溴、四苯基乙烯、苯并噻吩、苯甲酸乙酯）。荧光实验表明L1-L5具有高量子产率（Ф  >33%）的荧光活性。然而，Ir1–Ir5的量子产率在 2.7% 到 7.7% 的范围内疲软。Log( I 620 nm )与Log(viscosity)之间存在线性关系，可定量测量1.36-669 cP范围内的粘度。此外，利用商业核染料（DAPI）、溶酶体染料（LysoGreen）和线粒体染料（MitoGreen）进行了细胞共定位实验，探索了Ir1在活细胞中的亚细胞定位能力，表明探针Ir1可以轻松通过细胞膜，并且可以准确地靶向活细胞中的溶酶体。此外，

  DOI：

  10.1016/j.dyepig.2022.110512
• 作为产物：
  描述：

  4,4'-dibutyl-2,2'-bithiazole 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 caesium carbonate 、 溶剂黄146 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 67.0h， 生成 Ethyl 4-[4-butyl-2-[4-butyl-5-(4-ethoxycarbonylphenyl)-1,3-thiazol-2-yl]-1,3-thiazol-5-yl]benzoate
  参考文献：
  名称：

  Coplanar Bithiazole-Centered Heterocyclic Aromatic Fluorescent Compounds Having Different Donor/Acceptor Terminal Groups

  摘要：

  A family of stable and soluble bithiazole-centered heterocyclic aromatic fluorescent compounds is described herein. All these multiple N-donor containing compounds have effective pi-conjugated systems and different imidazole, pyridine, thiophene, triphenylamino, benzoic acid, and ethyl benzoate tails showing distinguishable D-A-A-D and A-A-A-A structures. X-ray single-crystal structures of seven compounds indicate that all of the bithiazole cores have the same trans coplanar configuration but exhibit different dihedral angles with their adjacent aromatic heterocycles (4.5(6)-69.7(3)degrees). Optical and electrochemical results demonstrate that the TPA-terminated bithiazole compound 2TPA2TZ has yellow fluorescence and reversible redox activity as well as extraordinarily high thermal stability. Theoretical and experimental studies have been made to reveal the differences from related compounds with adjustable electronic properties. The internal reorganization energy (lambda) studies have been carried out to indicate the differences between the bithiazole-based derivatives and the corresponding bithiophene-based counterparts.

  DOI：

  10.1021/jo302706t

文献信息

• Cyclometalated iridium(III) complexes containing bithiazole ligands for preferable viscosity detection
  作者：Jianrong Yin、Tao Tao、Changjin Ou、Jinjun Shao、Wei Huang

  DOI：10.1016/j.dyepig.2022.110512

  日期：2022.9

  Detecting viscosity is vital for pathological investigation since subtle changes in cellular microviscosity are related to pathologies and diseases. In this work, five cationic Ir(III) complexes Ir1–Ir5 with the formulas as [Ir(ppy)2L]PF6 have been synthesized, where L1-L5 are a family of coplanar bithiazole derivatives having versatile donor/acceptor tails (proton, bromo, tetraphenylethylene, benzothiophene

  检测粘度对于病理学研究至关重要，因为细胞微粘度的细微变化与病理和疾病有关。在这项工作中，合成了五种阳离子 Ir(III) 配合物Ir1-Ir5，分子式为 [Ir(ppy) 2 L ]PF 6，其中L1-L5是具有多种供体/受体尾部的共面联噻唑衍生物家族（质子、溴、四苯基乙烯、苯并噻吩、苯甲酸乙酯）。荧光实验表明L1-L5具有高量子产率（Ф  >33%）的荧光活性。然而，Ir1–Ir5的量子产率在 2.7% 到 7.7% 的范围内疲软。Log( I 620 nm )与Log(viscosity)之间存在线性关系，可定量测量1.36-669 cP范围内的粘度。此外，利用商业核染料（DAPI）、溶酶体染料（LysoGreen）和线粒体染料（MitoGreen）进行了细胞共定位实验，探索了Ir1在活细胞中的亚细胞定位能力，表明探针Ir1可以轻松通过细胞膜，并且可以准确地靶向活细胞中的溶酶体。此外，
• Coplanar Bithiazole-Centered Heterocyclic Aromatic Fluorescent Compounds Having Different Donor/Acceptor Terminal Groups
  作者：Tao Tao、Yu-Xin Peng、Wei Huang、Xiao-Zeng You

  DOI：10.1021/jo302706t

  日期：2013.3.15

  A family of stable and soluble bithiazole-centered heterocyclic aromatic fluorescent compounds is described herein. All these multiple N-donor containing compounds have effective pi-conjugated systems and different imidazole, pyridine, thiophene, triphenylamino, benzoic acid, and ethyl benzoate tails showing distinguishable D-A-A-D and A-A-A-A structures. X-ray single-crystal structures of seven compounds indicate that all of the bithiazole cores have the same trans coplanar configuration but exhibit different dihedral angles with their adjacent aromatic heterocycles (4.5(6)-69.7(3)degrees). Optical and electrochemical results demonstrate that the TPA-terminated bithiazole compound 2TPA2TZ has yellow fluorescence and reversible redox activity as well as extraordinarily high thermal stability. Theoretical and experimental studies have been made to reveal the differences from related compounds with adjustable electronic properties. The internal reorganization energy (lambda) studies have been carried out to indicate the differences between the bithiazole-based derivatives and the corresponding bithiophene-based counterparts.