1-[3-[(4-Chlorophenyl)methyl]-3-phenylpiperidin-1-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropan-1-one | 1244978-38-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-[3-[(4-Chlorophenyl)methyl]-3-phenylpiperidin-1-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropan-1-one
• CAS: 1244978-38-8
• 化学式: C₂₈H₂₈ClF₃N₂O₂
• 分子量: 516.991
• InChiKey: YDAOOKHAUNUOLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-甲基-2-[(5-三氟甲基吡啶-2-基)氧基]丙酸 、 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 1-[3-[(4-Chlorophenyl)methyl]-3-phenylpiperidin-1-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropan-1-one
  参考文献：
  名称：

  Synthesis and cannabinoid-1 receptor binding affinity of conformationally constrained analogs of taranabant

  摘要：

  The design, synthesis, and binding activity of ring constrained analogs of the acyclic cannabinoid-1 receptor (CB1R) inverse agonist taranabant 1 are described. The initial inspiration for these taranabant derivatives was its conformation 1a, determined by (1)H NMR, X-ray, and molecular modeling. The constrained analogs were all much less potent than their acyclic parent structure. The results obtained are discussed in the context of a predicted binding of 1 to a homology model of CB1R. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.127

文献信息

• Synthesis and cannabinoid-1 receptor binding affinity of conformationally constrained analogs of taranabant
  作者：Ihor E. Kopka、Linus S. Lin、James P. Jewell、Thomas J. Lanza、Tung M. Fong、Chun-Pyn Shen、Zhege J. Lao、Sookhee Ha、Laurie G. Castonguay、Lex Van der Ploeg、Mark T. Goulet、William K. Hagmann

  DOI：10.1016/j.bmcl.2010.06.127

  日期：2010.8

  The design, synthesis, and binding activity of ring constrained analogs of the acyclic cannabinoid-1 receptor (CB1R) inverse agonist taranabant 1 are described. The initial inspiration for these taranabant derivatives was its conformation 1a, determined by (1)H NMR, X-ray, and molecular modeling. The constrained analogs were all much less potent than their acyclic parent structure. The results obtained are discussed in the context of a predicted binding of 1 to a homology model of CB1R. (C) 2010 Elsevier Ltd. All rights reserved.