Methyl 4-(5-bromo-2-thienyl)benzoate | 145208-53-3

• 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: Methyl 4-(5-bromo-2-thienyl)benzoate
• 英文别名: methyl 4-(5-bromothiophen-2-yl)benzoate；4-(5-Bromo-thiophen-2-yl)-benzoic acid methyl ester
• CAS: 145208-53-3
• 化学式: C₁₂H₉BrO₂S
• 分子量: 297.172
• InChiKey: OBGHGZXTVSACKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 4-(5-bromo-2-thienyl)benzoate 在 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 10.0h， 以89%的产率得到4-(5-溴噻吩-2-基)苯甲酸
  参考文献：
  名称：

  Axton, Christopher A.; Billingham, Michael E. J.; Bishop, Paul M., Journal of the Chemical Society. Perkin transactions I, 1992, # 17, p. 2203 - 2214

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氨基苯甲酸甲酯 在 盐酸 、 氟硼酸钠 、 potassium acetate 、 sodium nitrite 作用下， 以 乙腈 为溶剂， 反应 2.33h， 生成 Methyl 4-(5-bromo-2-thienyl)benzoate
  参考文献：
  名称：

  Axton, Christopher A.; Billingham, Michael E. J.; Bishop, Paul M., Journal of the Chemical Society. Perkin transactions I, 1992, # 17, p. 2203 - 2214

  摘要：

  DOI：

文献信息

• Gold-Catalyzed Oxidative Coupling of Arylsilanes and Arenes: Origin of Selectivity and Improved Precatalyst
  作者：Liam T. Ball、Guy C. Lloyd-Jones、Christopher A. Russell

  DOI：10.1021/ja408712e

  日期：2014.1.8

  substitution of the arylsilane and the arene by Au(III) precedes product-forming reductive elimination and subsequent cycle-closing reoxidation of the metal. Despite the fundamental mechanistic similarities between the two auration events, high selectivity is observed for heterocoupling (C-Si then C-H auration) over homocoupling of either the arylsilane or the arene (C-Si then C-Si, or C-H then C-H auration);

  已经研究了金催化芳烃与芳基三甲基硅烷偶联的机制，采用改进的预催化剂 (thtAuBr3) 促进动力学分析。结合线性自由能关系、动力学同位素效应和化学计量实验，数据支持了一种涉及 Au(I)/Au(III) 氧化还原循环的机制，其中芳基硅烷和芳烃被 Au( III) 先于形成产物的还原消除和随后的金属循环闭合再氧化。尽管这两个 auration 事件之间的基本机制相似，但观察到杂偶联（C-Si 然后 CH auration）比芳基硅烷或芳烃的均偶联（C-Si 然后 C-Si，或 CH 然后 CH auration）具有高选择性；这种化学选择性源于每个亲电取代的产物决定基本步骤的差异。反应的周转限制步骤涉及到芳烃 π 复合物途中的缔合取代。讨论了这种洞察力对方法实施的影响。
• Lipopeptide Compounds and Their Use
  申请人：Boyce Rustum S.

  公开号：US20110224129A1

  公开（公告）日：2011-09-15

  The present invention pertains generally to the field of therapeutic compounds, and more specifically to certain lipopeptide compounds comprising a cyclic peptide bearing a lipid side chain (for convenience, collectively referred to herein as “LP compounds”), which, inter alia, are antimicrobial, particularly antibacterial. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to provide an antimicrobial function, particularly an antibacterial function, and in the treatment of diseases and conditions that are mediated by microbes, particularly bacteria, that are ameliorated by the antimicrobial function, particularly an antibacterial function, including bacterial diseases, optionally in combination with another agent, for example, another antibacterial agent.

  本发明一般涉及治疗化合物领域，更具体地涉及包括带有脂肪侧链的环肽的某些脂肽化合物（为方便起见，在本文中统称为“LP化合物”），其中，这些化合物具有抗微生物作用，特别是抗菌作用。本发明还涉及包括这些化合物的药物组合物，以及使用这些化合物和组合物，在体外和体内提供抗微生物功能，特别是抗菌功能，以及在治疗由微生物介导的疾病和病症方面的用途，特别是由抗菌功能缓解的细菌疾病，可选地与另一药剂（例如另一抗菌剂）结合使用。
• Rodlike Macromolecules through Spatial Overlapping of Thiophene Dendrons
  作者：Mutsumi Kimura、Akiko Kitao、Tadashi Fukawa、Hirofusa Shirai

  DOI：10.1002/chem.201003627

  日期：2011.6.6

  Two novel dendritic macromonomers 7 and 8 functionalized with electroactive conjugated thiophene oligomers were synthesized by stepwise cross‐coupling reactions and the introduction of a vinyl group at the focal point. Both macromonomers were polymerized into dendronized polymers 9 and 10 by using a radical polymerization method. The photophysical and redox behaviors of dendronized polymers 9 and 10

  通过逐步交叉偶联反应并在焦点处引入乙烯基，合成了两种用电活性共轭噻吩低聚物官能化的新型树枝状大分子单体7和8。通过使用自由基聚合法将两种大分子单体聚合成树枝状聚合物9和10。树枝状聚合物9和10的光物理和氧化还原行为与相应的大分子单体明显不同。当树枝状分子连接到聚合物骨架上时，这种差异可能是由于噻吩树枝状分子通过π-π相互作用而在空间上重叠造成的。树枝状聚合物可以组织成厚度为4.8 nm的大面积二维薄片。具有全部树突状噻吩侧链的聚合物9通过部分掺杂碘或四氟硼酸硝基硼（NOBF 4）表现出增强的电导率。新型两亲树状聚合物15是通过大分子单体7的原子转移自由基聚合反应从聚乙二醇（PEG）大分子引发剂合成而来的，发现它在水中具有自组织结构。
• Lipopeptide compounds and their use
  申请人：Boyce Rustum S.

  公开号：US08921309B2

  公开（公告）日：2014-12-30

  The present invention pertains generally to the field of therapeutic compounds, and more specifically to certain lipopeptide compounds comprising a cyclic peptide bearing a lipid side chain (for convenience, collectively referred to herein as “LP compounds”), which, inter alia, are antimicrobial, particularly antibacterial. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to provide an antimicrobial function, particularly an antibacterial function, and in the treatment of diseases and conditions that are mediated by microbes, particularly bacteria, that are ameliorated by the antimicrobial function, particularly an antibacterial function, including bacterial diseases, optionally in combination with another agent, for example, another antibacterial agent.

  本发明涉及治疗化合物领域，更具体地涉及含有脂肽侧链的环肽（统称为“LP化合物”）的某些脂肽化合物，其具有抗微生物作用，特别是抗细菌作用。本发明还涉及包含这样的化合物的制药组合物，以及在体内外使用这样的化合物和组合物，以提供抗微生物功能，特别是抗细菌功能，并用于治疗由微生物介导的疾病和病况，特别是由抗微生物功能改善的细菌性疾病，可选择与另一种药物，例如另一种抗菌药物联合使用。
• The enhancement of photovoltaic properties of the DSSCs based on D–A–π–A organic dyes via tuning auxiliary acceptor
  作者：Zhaoxia Liu、Keke Duan、Huan Guo、Yanghua Deng、Hongli Huang、Xuanying Yi、Huajie Chen、Songting Tan

  DOI：10.1016/j.dyepig.2017.01.026

  日期：2017.5

  Three novel D-A-pi-A organic dyes (D1, D2, and D3) based on triarylamine donor (IDTTPA) as the electron donor and benzoic acid as the anchoring group have been successfully synthesized for dye sensitized solar cells (DSSCs). To fine-tune absorption spectra, energy level structures, and photovoltaic properties of the target dyes, auxiliary acceptors including benzothiadiazole or diketopyrrolopyrrole units are also introduced into the dye backbones. It is found that the DPP-containing dye D3 exhibits a higher molar extinction coefficient, stronger light-capturing ability, and better photovoltaic performance than those of Dl and D2 dyes. Investigation of the photovoltaic performances shows that the D3-based DSSCs afford the highest power conversion efficiency (PCE) values of up to 5.19%, higher than those of the Dl-based DSSCs (4.23%) and D2-based DSSCs (4.99%). This work has demonstrated that the incorporation of auxiliary acceptors into the IDTTPA-based organic dyes can effectively manipulate absorption band, charge recombination, and photovoltaic peformance of DSSCs (C) 2017 Elsevier Ltd. All rights reserved.