ethyl 3,3,3-trifluoro-2-hydroxy-2-(3-hydroxyphenyl)propanoate | 1000786-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: ethyl 3,3,3-trifluoro-2-hydroxy-2-(3-hydroxyphenyl)propanoate
• CAS: 1000786-99-1
• 化学式: C₁₁H₁₁F₃O₄
• 分子量: 264.201
• InChiKey: QYRHIIADGOZEBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[2-(4-chloro-phenyl)-4-methyl-thiazol-5-yl]-ethanol 、 ethyl 3,3,3-trifluoro-2-hydroxy-2-(3-hydroxyphenyl)propanoate 在 三丁基膦 、 偶氮二甲酸二异丙酯 作用下， 以 四氢呋喃 为溶剂， 以25%的产率得到
  参考文献：
  名称：

  2-Aryl-3,3,3-trifluoro-2-hydroxypropionic acids: A new class of protein tyrosine phosphatase 1B inhibitors

  摘要：

  A new series of non-peptidic, mono-acid protein tyrosine phosphatase 1B (PTP1B) inhibitors has been identified by structure-based design. Compounds with 2-(indol-3-yl)- and 2-phenyl-3,3,3-trifluoro-2-hydroxypropionic acid core units targeted at the enzyme's primary site and a hydrophobic chlorophenylthiazole extension in its 2 degrees site exhibit 3-60 mu M IC(50)s for PTP1B inhibition in an Sf9 cell-based assay. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.069
• 作为产物：
  描述：

  ethyl 3,3,3-trifluoro-2-hydroxy-2-(3-(methoxymethoxy)phenyl)propanoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到ethyl 3,3,3-trifluoro-2-hydroxy-2-(3-hydroxyphenyl)propanoate
  参考文献：
  名称：

  2-Aryl-3,3,3-trifluoro-2-hydroxypropionic acids: A new class of protein tyrosine phosphatase 1B inhibitors

  摘要：

  A new series of non-peptidic, mono-acid protein tyrosine phosphatase 1B (PTP1B) inhibitors has been identified by structure-based design. Compounds with 2-(indol-3-yl)- and 2-phenyl-3,3,3-trifluoro-2-hydroxypropionic acid core units targeted at the enzyme's primary site and a hydrophobic chlorophenylthiazole extension in its 2 degrees site exhibit 3-60 mu M IC(50)s for PTP1B inhibition in an Sf9 cell-based assay. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.069

文献信息

• 2-Aryl-3,3,3-trifluoro-2-hydroxypropionic acids: A new class of protein tyrosine phosphatase 1B inhibitors
  作者：David R. Adams、Achamma Abraham、Jun Asano、Catherine Breslin、Colin A.J. Dick、Ulrich Ixkes、Blair F. Johnston、Derek Johnston、Justin Kewnay、Simon P. Mackay、Simon J. MacKenzie、Morag McFarlane、Lee Mitchell、Daniel Spinks、Yasuo Takano

  DOI：10.1016/j.bmcl.2007.09.069

  日期：2007.12

  A new series of non-peptidic, mono-acid protein tyrosine phosphatase 1B (PTP1B) inhibitors has been identified by structure-based design. Compounds with 2-(indol-3-yl)- and 2-phenyl-3,3,3-trifluoro-2-hydroxypropionic acid core units targeted at the enzyme's primary site and a hydrophobic chlorophenylthiazole extension in its 2 degrees site exhibit 3-60 mu M IC(50)s for PTP1B inhibition in an Sf9 cell-based assay. (c) 2007 Elsevier Ltd. All rights reserved.