rac-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2,4-trimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol | 1236364-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: rac-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2,4-trimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol
• 英文别名: 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2,4-trimethyl-3H-pyrano[2,3-b]pyridin-4-ol
• CAS: 1236364-16-1
• 化学式: C₂₃H₂₀Cl₃NO₂
• 分子量: 448.776
• InChiKey: DNIMVDXXSHCQLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  42.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one 、 甲基溴化镁 以 四氢呋喃 为溶剂， 以14%的产率得到rac-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2,4-trimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol
  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