(3-Bromophenyl)-[3-(3-pyridin-4-ylpropoxy)pyridin-2-yl]methanone | 1610430-60-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3-Bromophenyl)-[3-(3-pyridin-4-ylpropoxy)pyridin-2-yl]methanone
• 英文别名: (3-bromophenyl)-[3-(3-pyridin-4-ylpropoxy)pyridin-2-yl]methanone
• CAS: 1610430-60-8
• 化学式: C₂₀H₁₇BrN₂O₂
• 分子量: 397.271
• InChiKey: BIXYNZMDRRSKMV-UHFFFAOYSA-N

物化性质

• 沸点：
  575.169±50.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.380±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-吡啶丙醇 、 2-(3-bromobenzoyl)-3-hydroxypyridine 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 (3-Bromophenyl)-[3-(3-pyridin-4-ylpropoxy)pyridin-2-yl]methanone
  参考文献：
  名称：

  Identification of 2,3-disubstituted pyridines as potent, non-emetic PDE4 inhibitors

  摘要：

  A series of 2,3-disubstituted pyridines were synthesized as potential non-emetic PDE4 inhibitors. To decrease brain exposure and minimize emesis, we modified the lipophilic moiety of a series of emetic PDE4 inhibitors and found that introduction of a hydroxy group into the pyridine moiety of the side chain led to non-emetic compounds with preserved PDE4 inhibitory activity. Following optimization at the phenoxy group, we identified compound 1 as a potent non-emetic PDE4 inhibitor. Compound 1 showed significant efficacy in an animal model of asthma without inducing emesis. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.052

文献信息

• Identification of 2,3-disubstituted pyridines as potent, non-emetic PDE4 inhibitors
  作者：Motoji Kawasaki、Akira Fusano、Tomohiro Nigo、Shunya Nakamura、Mari N. Ito、Yasuhiro Teranishi、Satoshi Matsumoto、Hiroshi Toda、Naruaki Nomura、Takaaki Sumiyoshi

  DOI：10.1016/j.bmcl.2014.04.052

  日期：2014.6

  A series of 2,3-disubstituted pyridines were synthesized as potential non-emetic PDE4 inhibitors. To decrease brain exposure and minimize emesis, we modified the lipophilic moiety of a series of emetic PDE4 inhibitors and found that introduction of a hydroxy group into the pyridine moiety of the side chain led to non-emetic compounds with preserved PDE4 inhibitory activity. Following optimization at the phenoxy group, we identified compound 1 as a potent non-emetic PDE4 inhibitor. Compound 1 showed significant efficacy in an animal model of asthma without inducing emesis. (C) 2014 Elsevier Ltd. All rights reserved.