methyl 3-(3-(3-((methoxycarbonyl)amino)prop-1-yn-1-yl)phenyl)propanoate | 1361193-67-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 3-(3-(3-((methoxycarbonyl)amino)prop-1-yn-1-yl)phenyl)propanoate
• CAS: 1361193-67-0
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: AWPHXUXFQYFADN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 3-(3-(3-((methoxycarbonyl)amino)prop-1-yn-1-yl)phenyl)propanoate 在 sodium tetrahydroborate 、 氢气 、 nickel(II) acetate tetrahydrate 、 二异丁基氢化铝 、 乙二胺 、 sodium hydroxide 作用下， 以 乙醇 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 2.5h， 生成 methyl (Z)-(3-(3-(3-oxopropyl)phenyl)allyl)carbamate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Neopeltolide and Analogs

  摘要：

  The synthesis of neopeltolide analogues that contain variations in the oxazole-containing side chain and in the macrolide core are reported along with the GI(50) values for these compounds against MCF-7, HCT-116, and p53 knockout HCT-116 cell lines. Although biological activity is sensitive to changes in the macrocycle and the side chain, several analogues displayed GI(50) values of <25 nM. Neopeltolide and several of the more potent analogues were significantly less potent against p53 knockout cells, suggesting that p53 plays an auxiliary role in the activity of these compounds.

  DOI：

  10.1021/jo2023685
• 作为产物：
  描述：

  3-(3-溴苯基)丙酸 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 氯化亚砜 、 二异丙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 methyl 3-(3-(3-((methoxycarbonyl)amino)prop-1-yn-1-yl)phenyl)propanoate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Neopeltolide and Analogs

  摘要：

  The synthesis of neopeltolide analogues that contain variations in the oxazole-containing side chain and in the macrolide core are reported along with the GI(50) values for these compounds against MCF-7, HCT-116, and p53 knockout HCT-116 cell lines. Although biological activity is sensitive to changes in the macrocycle and the side chain, several analogues displayed GI(50) values of <25 nM. Neopeltolide and several of the more potent analogues were significantly less potent against p53 knockout cells, suggesting that p53 plays an auxiliary role in the activity of these compounds.

  DOI：

  10.1021/jo2023685