7-fluoro-4-oxo-N-piperidin-4-yl-4H-chromene-2-carboxamide | 865449-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-fluoro-4-oxo-N-piperidin-4-yl-4H-chromene-2-carboxamide
• 英文别名: 7-fluoro-4-oxo-N-piperidin-4-ylchromene-2-carboxamide
• CAS: 865449-55-4
• 化学式: C₁₅H₁₅FN₂O₃
• 分子量: 290.294
• InChiKey: XTMOUBBBJKAWJY-UHFFFAOYSA-N

物化性质

• 沸点：
  498.5±45.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-fluoro-4-oxo-N-piperidin-4-yl-4H-chromene-2-carboxamide 生成 7-fluoro-N-{1-[3-fluoro-4-(3-piperidin-1-ylpropoxy)benzyl]piperidin-4-yl}-4-oxo-4H-chromene-2-carboxamide
  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

文献信息

• An evaluation of 3,4-methylenedioxy phenyl replacements in the aminopiperidine chromone class of MCHr1 antagonists
  作者：Rajesh R. Iyengar、John K. Lynch、Mathew M. Mulhern、Andrew S. Judd、Jennifer C. Freeman、Ju Gao、Andrew J. Souers、Gang Zhao、Dariusz Wodka、H. Doug Falls、Sevan Brodjian、Brian D. Dayton、Regina M. Reilly、Sue Swanson、Zhi Su、Ruth L. Martin、Sandra T. Leitza、Kathryn A. Houseman、Gilbert Diaz、Christine A. Collins、Hing L. Sham、Philip R. Kym

  DOI：10.1016/j.bmcl.2006.11.065

  日期：2007.2

  The optimization of potent MCHr1 antagonist 1 with respect to improving its in vitro profile by replacement of the 3,4-methylenedioxy phenyl (piperonyl) moiety led to the discovery of 19, a compound that showed excellent MCHr1 binding and functional potencies in addition to possessing superior hERG separation, CYP3A4 profile, and receptor cross-reactivity profiles.

  关于有效的MCHr1拮抗剂1的优化，可通过替换3,4-亚甲二氧基苯基（哌啶基）部分改善其体外特性，从而发现了19，该化合物除了具有出色的MCHr1结合力和功能性，还具有优异的hERG分离，CYP3A4谱和受体交叉反应谱。
• 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.