methyl 2-(4-hydroxyphenyl)acetyl glycinate | 62086-72-0

• 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: methyl 2-(4-hydroxyphenyl)acetyl glycinate
• 英文别名: Methyl 2-[2-(4-hydroxyphenyl)acetamido]acetate；methyl 2-[[2-(4-hydroxyphenyl)acetyl]amino]acetate
• CAS: 62086-72-0
• 化学式: C₁₁H₁₃NO₄
• mdl: MFCD12144632
• 分子量: 223.229
• InChiKey: FYHWMDONXPAJDH-UHFFFAOYSA-N

物化性质

• 沸点：
  446.4±30.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)
• 保留指数：
  1955

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-(4-hydroxyphenyl)acetyl glycinate 、 甲氧苯胺 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以53%的产率得到N₂-[(4-hydroxyphenyl)acetyl]-N-(4-methoxyphenyl)glycinamide
  参考文献：
  名称：

  Synthesis and evaluation of new tyrosyl-tRNA synthetase inhibitors as antibacterial agents based on a N2-(arylacetyl)glycinanilide scaffold

  摘要：

  Tyrosyl-tRNA synthetase (TyrRS), an essential enzyme in bacterial protein biosynthesis, is an attractive therapeutic target for finding novel antibacterial agents, and a series of N2-(arylacetyl)glycinanilides has been herein synthesized and identified as TyrRS inhibitors. These efforts yielded several compounds, with IC50 in the low micromolar range against TyrRS from Staphylococcus aureus. Out of the obtained compounds, 3ap is the most active and exhibits excellent activity against both Gram-positive (S. aureus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains. In comparison with the parent scaffold 3-arylfuran-2(5H)-one, N2-(arylacetyl)glycinanilide significantly improved the potency against Gram-negative bacterial strains, indicating that this scaffold offers a significant potential for developing new antibacterial drugs. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.08.025
• 作为产物：
  描述：

  对羟基苯乙酸 、 甘氨酸甲酯盐酸盐 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 2-(4-hydroxyphenyl)acetyl glycinate
  参考文献：
  名称：

  Synthesis and evaluation of new tyrosyl-tRNA synthetase inhibitors as antibacterial agents based on a N2-(arylacetyl)glycinanilide scaffold

  摘要：

  Tyrosyl-tRNA synthetase (TyrRS), an essential enzyme in bacterial protein biosynthesis, is an attractive therapeutic target for finding novel antibacterial agents, and a series of N2-(arylacetyl)glycinanilides has been herein synthesized and identified as TyrRS inhibitors. These efforts yielded several compounds, with IC50 in the low micromolar range against TyrRS from Staphylococcus aureus. Out of the obtained compounds, 3ap is the most active and exhibits excellent activity against both Gram-positive (S. aureus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains. In comparison with the parent scaffold 3-arylfuran-2(5H)-one, N2-(arylacetyl)glycinanilide significantly improved the potency against Gram-negative bacterial strains, indicating that this scaffold offers a significant potential for developing new antibacterial drugs. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.08.025

文献信息

• NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-CoA DESATURASE
  申请人：BISCHOFF Alexander

  公开号：US20090221583A1

  公开（公告）日：2009-09-03

  The present invention relates to piperazine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.

  本发明涉及作为硬脂酰辅酶A去饱和酶抑制剂的吡啶二元衍生物。本发明还涉及制备该化合物的方法、含有该化合物的组合物以及使用该化合物进行治疗的方法。
• US7842696B2
  申请人：——

  公开号：US7842696B2

  公开（公告）日：2010-11-30
• Synthesis and evaluation of new tyrosyl-tRNA synthetase inhibitors as antibacterial agents based on a N2-(arylacetyl)glycinanilide scaffold
  作者：Zhu-Ping Xiao、Wei Wei、Peng-Fei Wang、Wei-Kang Shi、Na Zhu、Me-Qun Xie、Yu-Wen Sun、Ling-Xia Li、Yong-Xiang Xie、Liang-Song Zhu、Nian Tang、Hui Ouyang、Xian-Hui Li、Guang-Cheng Wang、Hai-Liang Zhu

  DOI：10.1016/j.ejmech.2015.08.025

  日期：2015.9

  Tyrosyl-tRNA synthetase (TyrRS), an essential enzyme in bacterial protein biosynthesis, is an attractive therapeutic target for finding novel antibacterial agents, and a series of N2-(arylacetyl)glycinanilides has been herein synthesized and identified as TyrRS inhibitors. These efforts yielded several compounds, with IC50 in the low micromolar range against TyrRS from Staphylococcus aureus. Out of the obtained compounds, 3ap is the most active and exhibits excellent activity against both Gram-positive (S. aureus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains. In comparison with the parent scaffold 3-arylfuran-2(5H)-one, N2-(arylacetyl)glycinanilide significantly improved the potency against Gram-negative bacterial strains, indicating that this scaffold offers a significant potential for developing new antibacterial drugs. (C) 2015 Elsevier Masson SAS. All rights reserved.