Sodium m-chlorophenylacetate | 25307-04-4

• 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: Sodium m-chlorophenylacetate
• 英文别名: sodium;2-(3-chlorophenyl)acetate
• CAS: 25307-04-4
• 化学式: C₈H₆ClO₂*Na
• 分子量: 192.577
• InChiKey: VIHGSNKSHPOIMH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.36
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Sodium m-chlorophenylacetate 在 sodium hydride 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 生成 3-(3-chlorophenyl)-4-hydroxyfuran-2(5H)-one
  参考文献：
  名称：

  Novel 3-arylfuran-2(5H)-one-fluoroquinolone hybrid: Design, synthesis and evaluation as antibacterial agent

  摘要：

  3-Arylfuran-2(5H)-one, a novel antibacterial pharmacophore targeting tyrosyl-tRNA synthetase (TyrRS), was hybridized with the clinically used fluoroquinolones to give a series of novel multi-target antimicrobial agents. Thus, twenty seven 3-arylfuran-2(5H)-one-fluoroquinolone hybrids were synthesized and evaluated for their antimicrobial activities. Some of the hybrids exhibited merits from both parents, displaying a broad spectrum of activity against resistant strains including both Gram-negative and Gram-positive bacteria. The most potent compound (11) in antibacterial assay shows MIC50 of 0.11μg/mL against Multiple drug resistant Escherichia coli, being about 51-fold more potent than ciprofloxacin. The enzyme assays reveal that 11 is a potent multi-target inhibitor with IC50 of 1.15±0.07μM against DNA gyrase and 0.12±0.04μM against TyrRS, respectively. Its excellent inhibitory activities against isolated enzymes and intact cells strongly suggest that 11 deserves to further research as a novel antibiotic.

  DOI：

  10.1016/j.bmc.2014.05.018
• 作为产物：
  描述：

  3-氯苯乙酸 在 碳酸氢钠 作用下， 以 水 为溶剂， 反应 0.5h， 生成 Sodium m-chlorophenylacetate
  参考文献：
  名称：

  基于锌（II）的金属药物的生物潜力的设计，光谱和结构表征以及评估以及分子对接研究

  摘要：

  合成了六种由2-（3-氯苯基）乙酸，2-（2-氯苯基）乙酸和2-（2-甲氧基苯基）乙酸衍生的新的Zn（II）羧酸盐，并通过FTIR，多核NMR对其进行了表征（1 1 H和13 C NMR）和单晶XRD。配合物1和2中Zn原子周围的几何是扭曲的四面体和扭曲的三角双锥体。使用紫外-可见光谱法和粘度测量法评估了化合物的DNA相互作用，从而证明了相互作用的部分嵌入模式。化合物与CTAB的相互作用是通过电导法进行的，显示出与CTAB的强相互作用，这从相对较高的CMC和胶束化的负吉布斯自由能中可以看出。IC 50与标准的Glucantime相比，合成的化合物具有更高的效率。该活动代表了更高程度的互动，这可能是增加抗锯齿动物活动的原因。细胞毒性的结果表明，即使在较低的浓度下，该化合物的活性也较高，这使其成为该领域进一步研究的强效药物申请人的生物相容性。分子对接研究还证实了所筛选化合物与DNA的部分插入。

  DOI：

  10.1007/s13738-020-02142-3

文献信息

• Synthesis, Structural Elucidation and Pharmacological Applications of Cu(II) Heteroleptic Carboxylates
  作者：Shaker Ullah、Muhammad Sirajuddin、Zafran Ullah、Afifa Mushtaq、Saba Naz、Muhammad Zubair、Ali Haider、Saqib Ali、Maciej Kubicki、Tanveer A. Wani、Seema Zargar、Mehboob Ur Rehman

  DOI：10.3390/ph16050693

  日期：——

  complex 2 (IC50 = 2 µg/mL) compared to the standard drug Glutamine (IC50 = 2.10 µg/mL) while the maximum inhibition was found for butyrylcholinesterase enzyme by complex 4 (IC50 = 3 µg/mL) compared to the standard drug Glutamine (IC50 = 3.40 µg/mL). The findings of the enzymatic activity suggest that the under study compounds have potential for curing of Alzheimer’s disease. Similarly, complexes 2 and

  通过使 2-氯苯乙酸 (L1)、3-氯苯乙酸 (L2) 和取代吡啶（2-氰基吡啶和 2-氯氰基吡啶）反应制备六种杂配羧酸铜 (II) (1–6)。通过振动光谱 (FT-IR) 描述了配合物的固态行为，表明羧酸盐部分在 Cu(II) 中心周围采用不同的配位模式。从轴向位置具有取代吡啶部分的配合物 2 和 5 的晶体数据中阐明了具有扭曲方形金字塔几何形状的桨轮双核结构。不可逆的以金属为中心的氧化还原峰的存在证实了配合物的电活性性质。与 L1 和 L2 相比，SS-DNA 与复合物 2-6 的相互作用观察到相对较高的结合亲和力。DNA 相互作用研究的结果表明相互作用的嵌入模式。与标准药物谷氨酰胺 (IC50 = 2.10 µg/mL) 相比，复合物 2 (IC50 = 2 µg/mL) 对乙酰胆碱酯酶的抑制作用最大，而复合物 4 (IC50 = 3 µg) 对丁酰胆碱酯酶的抑制作用最大/mL) 与标准药物谷氨酰胺
• 3-Aryl-4-acyloxyethoxyfuran-2(5H)-ones as inhibitors of tyrosyl-tRNA synthetase: Synthesis, molecular docking and antibacterial evaluation
  作者：Xu-Dong Wang、Rui-Cheng Deng、Jing-Jun Dong、Zhi-Yun Peng、Xiao-Ming Gao、Shu-Ting Li、Wan-Qiang Lin、Chun-Lei Lu、Zhu-Ping Xiao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2013.06.066

  日期：2013.9

  Thirty-eight 3-aryl-4-acyloxyethoxyfuran-2(5H)-ones were designed, prepared and tested for antibacterial activities. Some of them showed significant antibacterial activity against Gram-positive organism, Gram-negative organism and fungus. Out of these compounds, 4-(2-(3-chlorophenylformyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one (d40) showed the widest spectrum of activity with MIC50 of 2.0 mu g/mL against Staphylococcus aureus, 4.3 mu g/mL against Escherichia coli, 1.5 mu g/mL against Pseudomonas aeruginosa and 1.2 mu g/mL against Candida albicans. Our data disclosed that MIC50 values against whole cell bacteria are positive correlation with MIC50 values against tyrosyl-tRNA synthetase. Meanwhile, molecular docking of d40 into S. aureus tyrosyl-tRNA synthetase active site was also performed, and the inhibitor tightly fitting the active site might be an important reason why it has high antimicrobial activity. (C) 2013 Elsevier Ltd. All rights reserved.