1-(3-ethyl-5-isoxazolyl)-1-phenyl-1-ethanol | 599157-56-9

• 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: 1-(3-ethyl-5-isoxazolyl)-1-phenyl-1-ethanol
• 英文别名: 1-(3-Ethylisoxazol-5-yl)-1-phenylethanol；1-(3-ethyl-1,2-oxazol-5-yl)-1-phenylethanol
• CAS: 599157-56-9
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: HJOIQRSMKUBMTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-ethyl-5-isoxazolyl)-1-phenyl-1-ethanol 在 palladium on activated charcoal 氢气 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 13.0h， 以80%的产率得到5-乙基-2-甲基-2-苯基-3(2H)-呋喃酮
  参考文献：
  名称：

  New 5-(2-ethenylsubstituted)-3(2H)-furanones with in vitro antiproliferative activity

  摘要：

  A convenient route to new 3(2H)-furanones is described through hydrogenolysis and subsequent acidic hydrolysis of isoxazoles. The antiproliferative activity of title compounds were evaluated against leukemia-, carcinoma-, neuroblastoma-, and sarcoma-derived human cell lines in comparison to the natural compound geiparvarin. The structure activity relationship indicated that the maximum in vitro antiproliferative activity correlates with the presence of a heterocyclic ring on the ethenyl moiety. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00776-2
• 作为产物：
  描述：

  2-苯基-3-丁炔-2-醇 、 硝基丙烷 在 sodium hypochlorite 、 三乙胺 作用下， 以 氯仿 、 水 为溶剂， 生成 1-(3-ethyl-5-isoxazolyl)-1-phenyl-1-ethanol
  参考文献：
  名称：

  New 5-(2-ethenylsubstituted)-3(2H)-furanones with in vitro antiproliferative activity

  摘要：

  A convenient route to new 3(2H)-furanones is described through hydrogenolysis and subsequent acidic hydrolysis of isoxazoles. The antiproliferative activity of title compounds were evaluated against leukemia-, carcinoma-, neuroblastoma-, and sarcoma-derived human cell lines in comparison to the natural compound geiparvarin. The structure activity relationship indicated that the maximum in vitro antiproliferative activity correlates with the presence of a heterocyclic ring on the ethenyl moiety. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00776-2

文献信息

• New 5-(2-ethenylsubstituted)-3(2H)-furanones with in vitro antiproliferative activity
  作者：Stefano Chimichi、Marco Boccalini、Barbara Cosimelli、Francesco Dall'Acqua、Giampietro Viola

  DOI：10.1016/s0040-4020(03)00776-2

  日期：2003.7

  A convenient route to new 3(2H)-furanones is described through hydrogenolysis and subsequent acidic hydrolysis of isoxazoles. The antiproliferative activity of title compounds were evaluated against leukemia-, carcinoma-, neuroblastoma-, and sarcoma-derived human cell lines in comparison to the natural compound geiparvarin. The structure activity relationship indicated that the maximum in vitro antiproliferative activity correlates with the presence of a heterocyclic ring on the ethenyl moiety. (C) 2003 Elsevier Science Ltd. All rights reserved.