2-ethoxy-2-oxoethyl 2-(1,3-dioxoisoindolin-2-yl)acetate | 109258-67-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: 2-ethoxy-2-oxoethyl 2-(1,3-dioxoisoindolin-2-yl)acetate
• 英文别名: N-Phthalyl-glycyl-glykolsaeure-ethylester；(N,N-phthaloyl-glycyloxy)-acetic acid ethyl ester；(2-Ethoxy-2-oxoethyl) 2-(1,3-dioxoisoindol-2-yl)acetate
• CAS: 109258-67-5
• 化学式: C₁₄H₁₃NO₆
• 分子量: 291.26
• InChiKey: VMEYRHFBHZZVMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  90
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻苯二甲酰甘氨酸 在 sodium iodide 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-ethoxy-2-oxoethyl 2-(1,3-dioxoisoindolin-2-yl)acetate
  参考文献：
  名称：

  Synthesis, in silico Study and Antimicrobial Evaluation of New Diesters Derived from Phthaloylglycine

  摘要：

  New diesters derived from phthaloylglycine (7a-7i) were synthesized and their structures characterized by infrared, H-1 and C-13 nuclear magnetic resonance (NMR) spectroscopy. The compounds were evaluated in an in silico study, which demonstrated positive features indicating a possible drug candidate. The diesters showed antifungal activity ranging from moderate to strong against strains of Candida. Compounds 7a, 7b, 7c, 7e and 7i had a moderate minimum inhibitory concentration (MIC) of 1024 mu g mL(-1) against all fungal strains, while 7h showed a very good MIC of 256 mu g mL(-1) against Candida albicans, Candida parapsilosis and Candida krusei and 64 mu g mL(-1) against Candida tropical is. However, only 7h and 7i were able to inhibit bacterial growth of strains of Staphylococcus aureus. Staphylococcus epidermidis, Pseudomonas aeruginosa and Escherichia coli with an MIC of 1024 mu g mL(-1).

  DOI：

  10.21577/0103-5053.20190260

文献信息

• Synthesis, in silico Study and Antimicrobial Evaluation of New Diesters Derived from Phthaloylglycine
  作者：Rafael de Oliveira、Helivaldo Souza、Francinara Alves、Abraão de Sousa、Priscila de Lima、Min-Fu Huang、Laísa Cordeiro、Hermes Diniz Neto、Edeltrudes Lima、Emmely Trindade、José Barbosa-Filho、Petrônio de Athayde‑Filho

  DOI：10.21577/0103-5053.20190260

  日期：——

  New diesters derived from phthaloylglycine (7a-7i) were synthesized and their structures characterized by infrared, H-1 and C-13 nuclear magnetic resonance (NMR) spectroscopy. The compounds were evaluated in an in silico study, which demonstrated positive features indicating a possible drug candidate. The diesters showed antifungal activity ranging from moderate to strong against strains of Candida. Compounds 7a, 7b, 7c, 7e and 7i had a moderate minimum inhibitory concentration (MIC) of 1024 mu g mL(-1) against all fungal strains, while 7h showed a very good MIC of 256 mu g mL(-1) against Candida albicans, Candida parapsilosis and Candida krusei and 64 mu g mL(-1) against Candida tropical is. However, only 7h and 7i were able to inhibit bacterial growth of strains of Staphylococcus aureus. Staphylococcus epidermidis, Pseudomonas aeruginosa and Escherichia coli with an MIC of 1024 mu g mL(-1).