7-fluoro-4-oxo-4H-chromene-2-carboxylic acid {1-[3-fluoro-4-(2-oxo-ethoxy)-benzyl]-piperidin-4-yl}-amide | 865450-71-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 7-fluoro-4-oxo-4H-chromene-2-carboxylic acid {1-[3-fluoro-4-(2-oxo-ethoxy)-benzyl]-piperidin-4-yl}-amide
• 英文别名: 7-fluoro-N-[1-[[3-fluoro-4-(2-oxoethoxy)phenyl]methyl]piperidin-4-yl]-4-oxochromene-2-carboxamide
• CAS: 865450-71-1
• 化学式: C₂₄H₂₂F₂N₂O₅
• 分子量: 456.446
• InChiKey: AMWIJEBBPCNDIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-fluoro-4-oxo-4H-chromene-2-carboxylic acid {1-[3-fluoro-4-(2-oxo-ethoxy)-benzyl]-piperidin-4-yl}-amide 、 乙氧基胺盐酸盐 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 N-[1-(4-{[(2E)-2-(ethoxyimino)ethyl]oxy}-3-fluorobenzyl)piperidin-4-yl]-7-fluoro-4-oxo-4H-chromene-2-carboxamide mono-trifluoroacetate
  参考文献：
  名称：

  Antagonists of melanin concentrating hormone effects on the melanin concentrating hormone receptor

  摘要：

  本发明涉及式(I)的化合物，通过对抗黑素浓集激素（MCH）的作用，通过对抗黑素浓集激素受体，有助于预防或治疗进食障碍、体重增加、肥胖、生殖和性行为异常、甲状腺激素分泌、利尿和水/电解质稳态、感觉处理、记忆、睡眠、觉醒、焦虑、抑郁、癫痫、神经退行性疾病和精神障碍。

  公开号：

  US20050209274A1
• 作为产物：
  描述：

  4-(2,2-dimethoxy-ethoxy)-3-fluoro-benzaldehyde 在 盐酸 、 MP-CNBH₃ 、 溶剂黄146 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 7-fluoro-4-oxo-4H-chromene-2-carboxylic acid {1-[3-fluoro-4-(2-oxo-ethoxy)-benzyl]-piperidin-4-yl}-amide
  参考文献：
  名称：

  Identification of diamino chromone-2-carboxamides as MCHr1 antagonists with minimal hERG channel activity

  摘要：

  A series of potent 2-carboxychromone-based melanin-concentrating hormone receptor I (MCHrl) antagonists were synthesized and evaluated for hERG (human Ether-a-go-go Related Gene) channel affinity and functional blockade. Basic dialkyl-amine-terminated analogs were found to weakly bind the hERG channel and provided marked improvement in a functional patch-clamp assay versus previously reported antagonists of the series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.068

文献信息

• Antagonists of melanin concentrating hormone effects on the melanin concentrating hormone receptor
  申请人：Lynch K. John

  公开号：US20050209274A1

  公开（公告）日：2005-09-22

  The present invention is directed to compounds of formula (I), which antagonize of the effects of melanin-concentrating hormone (MCH) through the melanin concentrating hormone receptor which is useful for the prevention or treatment of eating disorders, weight gain, obesity, abnormalities in reproduction and sexual behavior, thyroid hormone secretion, diuresis and water/electrolyte homeostasis, sensory processing, memory, sleeping, arousal, anxiety, depression, seizures, neurodegeneration and psychiatric disorders.

  本发明涉及式(I)的化合物，通过对抗黑素浓集激素（MCH）的作用，通过对抗黑素浓集激素受体，有助于预防或治疗进食障碍、体重增加、肥胖、生殖和性行为异常、甲状腺激素分泌、利尿和水/电解质稳态、感觉处理、记忆、睡眠、觉醒、焦虑、抑郁、癫痫、神经退行性疾病和精神障碍。
• Identification of diamino chromone-2-carboxamides as MCHr1 antagonists with minimal hERG channel activity
  作者：Andrew S. Judd、Andrew J. Souers、Dariusz Wodka、Gang Zhao、Mathew M. Mulhern、Rajesh R. Iyengar、Ju Gao、John K. Lynch、Jennifer C. Freeman、H. Douglas Falls、Sevan Brodjian、Brian D. Dayton、Regina M. Reilly、Gary Gintant、James T. Limberis、Ann Mikhail、Sandra T. Leitza、Kathryn A. Houseman、Gilbert Diaz、Eugene N. Bush、Robin Shapiro、Victoria Knourek-Segel、Lisa E. Hernandez、Kennan C. Marsh、Hing L. Sham、Christine A. Collins、Philip R. Kym

  DOI：10.1016/j.bmcl.2006.11.068

  日期：2007.4

  A series of potent 2-carboxychromone-based melanin-concentrating hormone receptor I (MCHrl) antagonists were synthesized and evaluated for hERG (human Ether-a-go-go Related Gene) channel affinity and functional blockade. Basic dialkyl-amine-terminated analogs were found to weakly bind the hERG channel and provided marked improvement in a functional patch-clamp assay versus previously reported antagonists of the series. (c) 2006 Elsevier Ltd. All rights reserved.