2,5-dihydro-α-hydroxy-3-methyl-5-oxo-1-(4-phenoxyphenyl)-α-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester | 1067648-03-6

• 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: 2,5-dihydro-α-hydroxy-3-methyl-5-oxo-1-(4-phenoxyphenyl)-α-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester
• 英文别名: methyl 3,3,3-trifluoro-2-hydroxy-2-[5-methyl-3-oxo-2-(4-phenoxyphenyl)-1H-pyrazol-4-yl]propanoate
• CAS: 1067648-03-6
• 化学式: C₂₀H₁₇F₃N₂O₅
• 分子量: 422.361
• InChiKey: TUQITJAUURJGCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  88.1
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,5-dihydro-α-hydroxy-3-methyl-5-oxo-1-(4-phenoxyphenyl)-α-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 2-[1,5-dihydro-3-methyl-5-oxo-1-(4-phenoxyphenyl)-4H-pyrazol-4-ylidene]-3,3,3-trifluoro-propanoic acid methyl ester
  参考文献：
  名称：

  Synthesis and Evaluation of a Novel Indoledione Class of Long Chain Fatty Acid Elongase 6 (ELOVL6) Inhibitors

  摘要：

  Novel indoledione derivatives were synthesized and evaluated as long chain fatty acid elongase 6 (ELOVL6) inhibitors. Systematic optimization of an indole class of lead 1 led to the identification of potent ELOVL6 selective inhibitors. Representative inhibitor 37 showed sustained plasma exposure and good liver penetrability in mice. After oral administration, 37 potently inhibited ELOVL6 activity in the liver in mice.

  DOI：

  10.1021/jm900391x
• 作为产物：
  描述：

  4-苯氧基苯肼盐酸盐 、 methyl-2-hydroxy-2-trifluoromethyl-3-acetylsuccinic acid 以 甲苯 为溶剂， 反应 2.0h， 生成 2,5-dihydro-α-hydroxy-3-methyl-5-oxo-1-(4-phenoxyphenyl)-α-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester
  参考文献：
  名称：

  Synthesis and Evaluation of a Novel Indoledione Class of Long Chain Fatty Acid Elongase 6 (ELOVL6) Inhibitors

  摘要：

  Novel indoledione derivatives were synthesized and evaluated as long chain fatty acid elongase 6 (ELOVL6) inhibitors. Systematic optimization of an indole class of lead 1 led to the identification of potent ELOVL6 selective inhibitors. Representative inhibitor 37 showed sustained plasma exposure and good liver penetrability in mice. After oral administration, 37 potently inhibited ELOVL6 activity in the liver in mice.

  DOI：

  10.1021/jm900391x

文献信息

• INDOLEDIONE DERIVATIVE
  申请人：MSD K.K.

  公开号：EP2145884B1

  公开（公告）日：2014-08-06
• US8106086B2
  申请人：——

  公开号：US8106086B2

  公开（公告）日：2012-01-31
• Synthesis and Evaluation of a Novel Indoledione Class of Long Chain Fatty Acid Elongase 6 (ELOVL6) Inhibitors
  作者：Toshiyuki Takahashi、Tsuyoshi Nagase、Takahide Sasaki、Akira Nagumo、Ken Shimamura、Yasuhisa Miyamoto、Hidefumi Kitazawa、Maki Kanesaka、Ryo Yoshimoto、Katsumi Aragane、Shigeru Tokita、Nagaaki Sato

  DOI：10.1021/jm900391x

  日期：2009.5.28

  Novel indoledione derivatives were synthesized and evaluated as long chain fatty acid elongase 6 (ELOVL6) inhibitors. Systematic optimization of an indole class of lead 1 led to the identification of potent ELOVL6 selective inhibitors. Representative inhibitor 37 showed sustained plasma exposure and good liver penetrability in mice. After oral administration, 37 potently inhibited ELOVL6 activity in the liver in mice.