6-(2-chlorophenyl)-5-(4-chlorophenyl)-3-[3-(3-fluorophenyl)-3-hydroxypropanoyl]-1H-pyridin-2-one | 1044588-47-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 6-(2-chlorophenyl)-5-(4-chlorophenyl)-3-[3-(3-fluorophenyl)-3-hydroxypropanoyl]-1H-pyridin-2-one
• CAS: 1044588-47-7
• 化学式: C₂₆H₁₈Cl₂FNO₃
• 分子量: 482.338
• InChiKey: OKMKSIGFRHKYRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(2-chlorophenyl)-5-(4-chlorophenyl)-3-[3-(3-fluorophenyl)-3-hydroxypropanoyl]-1H-pyridin-2-one 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以7%的产率得到7-(2-chlorophenyl)-6-(4-chlorophenyl)-2-(3-fluorophenyl)-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one
  参考文献：
  名称：

  Dihydro-pyrano[2,3-b]pyridines and tetrahydro-1,8-naphthyridines as CB1 receptor inverse agonists: Synthesis, SAR and biological evaluation

  摘要：

  Synthesis and structure-activity relationships of cannabinoid-1 receptor (CB1R) inverse agonists based on dihydro-pyrano[2,3-b] pyridine and tetrahydro-1,8-naphtyridine scaffolds are presented. Rat food intake and pharmacokinetic evaluation of 13g, 13i, 13k and 17a revealed these compounds to be highly efficacious orally active modulators of CB1R. (C) 2010 Elsevier Ltd. All rights reserved. NH

  DOI：

  10.1016/j.bmcl.2010.04.071
• 作为产物：
  描述：

  3-acetyl-6-(2-chlorophenyl)-5-(4-chlorophenyl)pyridin-2(1H)-one 、 3-氟苯甲醛 在 甲醇 、 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到6-(2-chlorophenyl)-5-(4-chlorophenyl)-3-[3-(3-fluorophenyl)-3-hydroxypropanoyl]-1H-pyridin-2-one
  参考文献：
  名称：

  Dihydro-pyrano[2,3-b]pyridines and tetrahydro-1,8-naphthyridines as CB1 receptor inverse agonists: Synthesis, SAR and biological evaluation

  摘要：

  Synthesis and structure-activity relationships of cannabinoid-1 receptor (CB1R) inverse agonists based on dihydro-pyrano[2,3-b] pyridine and tetrahydro-1,8-naphtyridine scaffolds are presented. Rat food intake and pharmacokinetic evaluation of 13g, 13i, 13k and 17a revealed these compounds to be highly efficacious orally active modulators of CB1R. (C) 2010 Elsevier Ltd. All rights reserved. NH

  DOI：

  10.1016/j.bmcl.2010.04.071

文献信息

• Dihydro-pyrano[2,3-b]pyridines and tetrahydro-1,8-naphthyridines as CB1 receptor inverse agonists: Synthesis, SAR and biological evaluation
  作者：Christina B. Madsen-Duggan、John S. Debenham、Thomas F. Walsh、Lin Yan、Pei Huo、Junying Wang、Xinchun Tong、Julie Lao、Tung M. Fong、Jing Chen Xiao、Cathy R.-R.C. Huang、Chun-Pyn Shen、D.Sloan Stribling、Lauren P. Shearman、Alison M. Strack、Mark T. Goulet、Jeffrey J. Hale

  DOI：10.1016/j.bmcl.2010.04.071

  日期：2010.6

  Synthesis and structure-activity relationships of cannabinoid-1 receptor (CB1R) inverse agonists based on dihydro-pyrano[2,3-b] pyridine and tetrahydro-1,8-naphtyridine scaffolds are presented. Rat food intake and pharmacokinetic evaluation of 13g, 13i, 13k and 17a revealed these compounds to be highly efficacious orally active modulators of CB1R. (C) 2010 Elsevier Ltd. All rights reserved. NH