1,1'-bisferrocenedicarboxylic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,1'-bisferrocenedicarboxylic acid
• 英文别名: 1,1'-ferrocenedicarboxylic acid；1,1′-ferrocenedicarboxylic acid；ferrocene dicarboxylic acid；ferrocene-1,1'-dicarboxylic acid；1,1’-ferrocene(di)carboxylic acid；Fc(COOH)₂；1,1'-Biscarboxylferrocene
• 化学式: C₁₂H₁₀FeO₄
• 分子量: 274.056
• InChiKey: ISVVAJYTLASNEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.95
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1'-bisferrocenedicarboxylic acid 在 草酰氯 、 sodium azide 、 四丁基溴化铵 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 以65%的产率得到1,1'-bis(azidocarbonyl)ferrocene
  参考文献：
  名称：

  Aminoferrocene-Based Prodrugs and Their Effects on Human Normal and Cancer Cells as Well as Bacterial Cells

  摘要：

  Aminoferrocene-based prodrugs are activated under cancer-specific conditions (high concentration of reactive oxygen species, ROS) with the formation of glutathione scavengers (p-quinone methide) and ROS-generating iron complexes. Herein, we explored three structural modifications of these prodrugs in an attempt to improve their properties: (a) the attachment of a -COOH function to the ferrocene fragment leads to the improvement of water solubility and reactivity in vitro but also decreases cell-membrane permeability and biological activity, (b) the alkylation of the N-benzyl residue does not show any significant affect, and (c) the attachment of the second arylboronic acid fragment improves the toxicity (IC50) of the prodrugs toward human promyelocytic leukemia cells (HL-60) from 52 to 12 mu M. Finally, we demonstrated that the prodrugs are active against primary chronic lymphocytic leukemia (CLL) cells, with the, best compounds exhibiting an IC50 value of 1.5 mu M. The most active compounds were found to not affect mononuclear cells and representative bacterial cells.

  DOI：

  10.1021/jm400754c
• 作为产物：
  描述：

  1,1'-diacetylferrocene 在 sodium hypochlorite 作用下， 以 水 为溶剂， 反应 5.0h， 以70%的产率得到1,1'-bisferrocenedicarboxylic acid
  参考文献：
  名称：

  氧化还原触发手性转换和客体捕获/释放与基于支柱[6]芳烃的分子通用接头。

  摘要：

  通过将大环柱[6]芳烃（P [6]）融合到二茂铁基侧环上，合成了手性电化学响应分子通用接头（EMUJ）。成功获得对映纯EMUJ的单晶，这首次允许确定P [6]衍生物的绝对构型与圆二色性光谱之间的确定相关性。EMUJ的自包含和自排除构象变化导致P [6]部分手性反转，这可以通过溶剂和温度变化来控制。EMUJ还显示了一个独特的氧化还原触发的可逆输入/输出构象转换，分别对应于P [6]腔的职业/空隙转换。

  DOI：

  10.1002/anie.201916285

文献信息

• The preparation of a new type of ferrocene-based compounds with large conjugated system containing symmetrical aromatic vinyl with Schiff base moieties and the study of their third-order nonlinear optical properties
  作者：Weiguo Yu、Jianhong Jia、Jianrong Gao、Liang Han、Yujin Li

  DOI：10.1016/j.cplett.2016.04.096

  日期：2016.9

  Herein we reported the preparation of a new type of ferrocene-based compounds with large conjugated system containing symmetrical aromatic vinyl and Schiff base moieties and the study of their third-order nonlinear optical (NLO) properties. Their third-order NLO properties were measured using femtosecond laser and degenerate four-wave mixing (DFWM) technique. The obtained χ (3) , n 2 and γ values of these

  摘要 本文报道了一种含有对称芳族乙烯基和席夫碱基团的大共轭体系的新型二茂铁基化合物的制备及其三阶非线性光学（NLO）性质的研究。使用飞秒激光和简并四波混合 (DFWM) 技术测量了它们的三阶 NLO 特性。得到的这些分子的χ (3) 、n 2 和γ值分别在0.998-1.429 × 10 -12 esu、1.847-2.646 × 10 -11 esu 和1.026-1.449 × 10 -30 esu 的范围内。响应时间范围为 43.65 fs 至 61.71 fs。结果表明，这些化合物具有潜在的非线性光学应用。
• Sialic acid dimers
  申请人：Brossmer Reinhard

  公开号：US09260467B2

  公开（公告）日：2016-02-16

  Sialic acid derivatives of the formula (I) in which the symbols have the definitions stated in the description are suitable as medicaments, more particularly for diseases whose course is influenced by Siglec ligands.

  公式（I）中的唾液酸衍生物 其中符号的定义如描述中所述，适用作为药物，更具体地用于受Siglec配体影响的疾病。
• A new ferrocene-based bulky pyridine as an efficient reusable homogeneous catalyst
  作者：Bishwapran Kashyap、Prodeep Phukan

  DOI：10.1039/c3ra41674g

  日期：——

  An effective approach to reusing a homogeneous catalyst has been demonstrated. A ferrocene-based bulky pyridine has been synthesized and utilized as a homogeneous catalyst for the synthesis of benzoylfumarates as well as for acetylation. After the reaction, the catalyst was separated by simple precipitation and reused without appreciable loss of activity.

  已经证明了一种有效的方法来重复使用均相催化剂。合成了基于二茂铁的大体积吡啶，并将其用作均相催化剂，用于合成苯甲酰富马酸酯以及乙酰化反应。反应后，催化剂通过简单的沉淀分离出来，并且可以重复使用而不会显著损失活性。
• Novel O-ferrocenoyl hydroxyproline conjugates: Synthesis, characterization and catalytic properties
  作者：Lo’ay A. Al-Momani、Anas Lataifeh

  DOI：10.1016/j.ica.2012.07.015

  日期：2013.1

  protected by tert-butloxycarbonyl (Boc) group at the N-terminus. The Boc removal of the ferrocene (Fc) hydroxy-L-proline conjugates affords a series of mono- and disubstituted Fc conjugates containing free amine at the N-terminus. These conjugates are characterized by NMR and IR spectroscopies as well as mass (MS) spectrometry. The catalytic properties of the free amine Fc conjugates toward aldol addition

  合成了一系列3-反-和4-反-羟基-L-脯氨酸氨基酸的单和双取代的O-二茂铁酰基共轭物。这些结合物在N-末端被叔丁氧羰基（Boc）基团保护。所述的Boc去除二茂铁（Fc）的羟基大号脯氨酸偶联物，得到含有游离胺在一系列单和二取代的Fc缀合物的Ñ-终点。这些缀合物的特征在于NMR和IR光谱以及质谱（MS）。研究了游离胺Fc共轭物对羟醛加成反应的催化性能。醛醇缩合产物在丙酮溶剂中的对映选择性由脯氨酸残基中N-原子相对于脯氨酸与Fc支架的连接点的位置决定。含有4-反式-羟基-L-脯氨酸的Fc催化剂有利于R-异构体的产生，而含有3-反式-羟基-L-脯氨酸的Fc催化剂有利于S-异构体的产生。
• [EN] INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION<br/>[FR] INHIBITEURS DE LA RÉPLICATION DU VIRUS D'IMMUNODÉFICIENCE HUMAINE
  申请人：VIIV HEALTHCARE (NO 5) LTD

  公开号：WO2016172425A1

  公开（公告）日：2016-10-27

  Compounds of Formulas I-VI, including pharmaceutically acceptable salts thereof, and compositions and methods for treating human immunodeficiency virus (HIV) infection are set forth. Formula I is exemplified below: Formula (i)

  公式I-VI的化合物，包括其药用可接受的盐，以及用于治疗人类免疫缺陷病毒（HIV）感染的组合物和方法。公式I如下所示：公式（i）