methyl 4-((4-methylphenoxy)methyl)benzoate

• 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-((4-methylphenoxy)methyl)benzoate
• 英文别名: Methyl 4-[(4-methylphenoxy)methyl]benzoate
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: SKPINUFOHKPGMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-((4-methylphenoxy)methyl)benzoate 在 magnesium 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.0h， 以86%的产率得到对甲酚
  参考文献：
  名称：

  New selective O-debenzylation of phenol with Mg/MeOH

  摘要：

  Carboxylate-benzyl and nitro-benzyl groups used in phenols protection were selectively debenzylated with 3-25 equiv of Mg in methanol at room temperature. Good yields of the desired phenols were obtained within 3-10 h from a wide variety of O-(carboxylate-benzyl)- or O-(nitro-benzyl)-phenols. Selective O-debenzylation was possible in the presence of O-(carboxylate-benzyl)- or O-(nitro-benzyl)-phenols with Mg/MeOH. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.06.046
• 作为产物：
  描述：

  对甲基苯甲酸甲酯 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 作用下， 以 丙酮 、 乙腈 为溶剂， 反应 54.0h， 生成 methyl 4-((4-methylphenoxy)methyl)benzoate
  参考文献：
  名称：

  Synthesis and evaluation of phenoxymethylbenzamide analogues as anti-trypanosomal agents

  摘要：

  基于高通量筛选结果的化合物库合成导致发现了几种有效的抗锥虫药物。

  DOI：

  10.1039/c4md00406j

文献信息

• Design, synthesis and biological evaluation of novel hydroxamates and 2-aminobenzamides as potent histone deacetylase inhibitors and antitumor agents
  作者：Rui Xie、Yue Yao、Pingwah Tang、Guangyao Chen、Xia Liu、Fan Yun、Chunhui Cheng、Xinying Wu、Qipeng Yuan

  DOI：10.1016/j.ejmech.2017.03.038

  日期：2017.7

  have indicated that histone deacetylase (HDAC) inhibitors are promising agents for the treatment of cancer. With the aim to search for novel potent HDAC inhibitors, we designed and synthesized two series of hydroxamates and 2-aminobenzamides compounds as HDAC inhibitors and antitumor agents. Those compounds were investigated for their HDAC enzymatic inhibitory activities and in vitro anti-proliferation

  许多研究表明，组蛋白脱乙酰基酶（HDAC）抑制剂是治疗癌症的有前途的药物。为了寻找新型有效的HDAC抑制剂，我们设计并合成了两个系列的异羟肟酸酯和2-氨基苯甲酰胺类化合物作为HDAC抑制剂和抗肿瘤剂。研究了这些化合物对多种癌细胞系（A549，HepG2，MGC80-3和HCT116）的HDAC酶抑制活性和体外抗增殖活性。大多数合成的化合物显示出有效的HDAC抑制活性和抗增殖活性。特别是，化合物12a N-（2-氨基苯基）-4-[（4-氟苯氧基）甲基]苯甲酰胺显示出最高的HDAC抑制活性（在5μM时抑制率为70.6％）和IC50值为IC50的抗肿瘤活性。低至3。针对HepG2人肝肝癌细胞系的细胞为84μM，比CS055低4.8倍以上，比CI994低5.9倍。HDAC同工型选择性测定表明12a是有效的HDAC2抑制剂。对12a的对接研究表明，它与HDAC2的结合袋紧密结合。进一步的研究表明12
• Synthesis and evaluation of phenoxymethylbenzamide analogues as anti-trypanosomal agents
  作者：Alexandra Manos-Turvey、Emma E. Watson、Melissa L. Sykes、Amy J. Jones、Jonathan B. Baell、Marcel Kaiser、Vicky M. Avery、Richard J. Payne

  DOI：10.1039/c4md00406j

  日期：——

  The synthesis of a compound library based on a high throughput screening hit led to the discovery of several potent anti-trypanosomal agents.

  基于高通量筛选结果的化合物库合成导致发现了几种有效的抗锥虫药物。
• New selective O-debenzylation of phenol with Mg/MeOH
  作者：Wei Huang、Xu Zhang、Hong Liu、Jianhua Shen、Hualiang Jiang

  DOI：10.1016/j.tetlet.2005.06.046

  日期：2005.8

  Carboxylate-benzyl and nitro-benzyl groups used in phenols protection were selectively debenzylated with 3-25 equiv of Mg in methanol at room temperature. Good yields of the desired phenols were obtained within 3-10 h from a wide variety of O-(carboxylate-benzyl)- or O-(nitro-benzyl)-phenols. Selective O-debenzylation was possible in the presence of O-(carboxylate-benzyl)- or O-(nitro-benzyl)-phenols with Mg/MeOH. (c) 2005 Published by Elsevier Ltd.