2-phenoxy-N-(4-(2,2,2-trifluoroacetyl)phenyl)acetamide | 449804-45-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-phenoxy-N-(4-(2,2,2-trifluoroacetyl)phenyl)acetamide
• 英文别名: 2-phenoxy-N-[4-(2,2,2-trifluoroacetyl)phenyl]acetamide
• CAS: 449804-45-9
• 化学式: C₁₆H₁₂F₃NO₃
• 分子量: 323.271
• InChiKey: DQUYKRGZNRFVAK-UHFFFAOYSA-N

物化性质

• 沸点：
  492.7±45.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-phenoxy-N-(4-(2,2,2-trifluoroacetyl)phenyl)acetamide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 2-phenoxy-N-[4-(2,2,2-trifluoro-1-hydroxy-ethyl)-phenyl]-acetamide
  参考文献：
  名称：

  Novel trifluoroacetophenone derivatives as malonyl-CoA decarboxylase inhibitors

  摘要：

  A series of trifluoroacetophenone derivatives were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Some of the 'reverse amide' analogs were found to be potent inhibitors of MCD enzyme activity. The trifluoroacetyl group may interact with the MCD active site as the hydrate in a similar fashion to the hexafluoroisopropanol analogs reported previously. Adding electron-withdrawing groups to the phenyl ring stabilizes the hydrated species and enhances this interaction. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.023
• 作为产物：
  描述：

  对硝基苯甲酸甲酯 在 四丁基氟化铵 、 铁粉 、 溶剂黄146 、 二乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 2-phenoxy-N-(4-(2,2,2-trifluoroacetyl)phenyl)acetamide
  参考文献：
  名称：

  Novel trifluoroacetophenone derivatives as malonyl-CoA decarboxylase inhibitors

  摘要：

  A series of trifluoroacetophenone derivatives were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Some of the 'reverse amide' analogs were found to be potent inhibitors of MCD enzyme activity. The trifluoroacetyl group may interact with the MCD active site as the hydrate in a similar fashion to the hexafluoroisopropanol analogs reported previously. Adding electron-withdrawing groups to the phenyl ring stabilizes the hydrated species and enhances this interaction. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.023

文献信息

• Malonyl-coa decarboxylase inhibitors useful as metabolic modulators
  申请人：——

  公开号：US20040063671A1

  公开（公告）日：2004-04-01

  The present invention relates to novel compounds (I), their prodrugs, and the pharmaceutically acceptable salts as well as pharmaceutical compositions containing such compounds useful in treating certain metabolic diseases and diseases modulated by the inhibition of the enzyme malonyl-coenzyme A decarboxylase (malonyl-CoA decarboxylase, MCD). In particular, the invention relates to compounds and compositions and the methods for the prophylaxis, management and treatment of cardiovascular diseases, diabetes, acidosis, cancers, and obesity through the inhibition of malonyl-coenzyme A decarboxylase. 1

  本发明涉及新型化合物（I）、它们的前药和药物可接受的盐，以及包含这些化合物的药物组合物，用于治疗某些代谢性疾病和受酰辅酶A丙酮酸羧化酶（malonyl-CoA decarboxylase，MCD）抑制影响的疾病。特别是，本发明涉及化合物和组合物以及通过抑制受酰辅酶A丙酮酸羧化酶的方法进行心血管疾病、糖尿病、酸中毒、癌症和肥胖症的预防、管理和治疗。
• Malonyl-CoA Decarboxylase Inhibitors Useful as Metabolic Modulators
  申请人：Arrhenius Thomas

  公开号：US20080070869A1

  公开（公告）日：2008-03-20

  The present invention relates to novel compounds (I), their prodrugs, and the pharmaceutically acceptable salts as well as pharmaceutical compositions containing such compounds useful in treating certain metabolic diseases and diseases modulated by the inhibition of the enzyme malonyl-coenzyme A decarboxylase (malonyl-CoA decarboxylase, MCD). In particular, the invention relates to compounds and compositions and the methods for the prophylaxis, management and treatment of cardiovascular diseases, diabetes, acidosis, cancers, and obesity through the inhibition of malonyl-coenzyme A decarboxylase.

  本发明涉及新型化合物(I)、它们的前药以及药学上可接受的盐，以及含有这种化合物的药物组合物，用于治疗某些代谢性疾病和通过抑制麦芽酰辅酶A脱羧酶(malonyl-CoA decarboxylase，MCD)酶的抑制而调节的疾病。特别地，本发明涉及化合物和组合物，以及通过抑制麦芽酰辅酶A脱羧酶的方法预防、管理和治疗心血管疾病、糖尿病、酸中毒、癌症和肥胖症。
• MALONYL-COA DECARBOXYLASE INHIBITORS USEFUL AS METABOLIC MODULATORS
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：EP1377290B1

  公开（公告）日：2006-10-04
• US7279477B2
  申请人：——

  公开号：US7279477B2

  公开（公告）日：2007-10-09
• Novel trifluoroacetophenone derivatives as malonyl-CoA decarboxylase inhibitors
  作者：David M. Wallace、Masayuki Haramura、Jie-Fei Cheng、Thomas Arrhenius、Alex M. Nadzan

  DOI：10.1016/j.bmcl.2006.09.023

  日期：2007.2

  A series of trifluoroacetophenone derivatives were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Some of the 'reverse amide' analogs were found to be potent inhibitors of MCD enzyme activity. The trifluoroacetyl group may interact with the MCD active site as the hydrate in a similar fashion to the hexafluoroisopropanol analogs reported previously. Adding electron-withdrawing groups to the phenyl ring stabilizes the hydrated species and enhances this interaction. (c) 2006 Elsevier Ltd. All rights reserved.