3-Fluoro-4-(3-hydroxypropoxy)benzaldehyde | 937732-86-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-Fluoro-4-(3-hydroxypropoxy)benzaldehyde
• 英文别名: 3-fluoro-4-(3-hydroxypropoxy)benzaldehyde
• CAS: 937732-86-0
• 化学式: C₁₀H₁₁FO₃
• 分子量: 198.194
• InChiKey: RYXJBPQKSBEIBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Fluoro-4-(3-hydroxypropoxy)benzaldehyde 在 PS-Ph₃P 、 MP-CNBH₃ 、 偶氮二甲酸二苄酯 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-[1-[[4-[3-(2,4-dioxo-1,3-thiazolidin-3-yl)propoxy]-3-fluorophenyl]methyl]piperidin-4-yl]-7-fluoro-4-oxochromene-2-carboxamide
  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
• 作为产物：
  描述：

  3-氟-4-羟基苯甲醛 、 3-溴-1-丙醇 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到3-Fluoro-4-(3-hydroxypropoxy)benzaldehyde
  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

• 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.