1-Piperidin-4-yl-4-[1-(4-propan-2-ylsulfinylphenyl)ethylidene]piperidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Piperidin-4-yl-4-[1-(4-propan-2-ylsulfinylphenyl)ethylidene]piperidine
• 化学式: C₂₁H₃₂N₂OS
• 分子量: 360.564
• InChiKey: FQVPAWAIIRCYOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  51.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氟-1-萘甲酸 、 1-Piperidin-4-yl-4-[1-(4-propan-2-ylsulfinylphenyl)ethylidene]piperidine 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 (4-fluoronaphthalen-1-yl)-[4-[4-[1-(4-propan-2-ylsulfinylphenyl)ethylidene]piperidin-1-yl]piperidin-1-yl]methanone
  参考文献：
  名称：

  Improving the Oral Efficacy of CNS Drug Candidates:  Discovery of Highly Orally Efficacious Piperidinyl Piperidine M₂ Muscarinic Receptor Antagonists

  摘要：

  In search of a backup M-2 muscarinic receptor antagonist to the previously reported compound 1, we discovered compound (+)-14, which showed superior oral efficacy in animal models. The improvement of oral efficacy was achieved by modulating both the molecular weight and lipophilicity of the lead compounds.

  DOI：

  10.1021/jm0255163
• 作为产物：
  描述：

  4-(4-氟苯甲酰基)哌啶-1-甲酸叔丁酯 在 sodium perborate 、 三乙酰氧基硼氢化钠 、 sodium hydride 、 溶剂黄146 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 1-Piperidin-4-yl-4-[1-(4-propan-2-ylsulfinylphenyl)ethylidene]piperidine
  参考文献：
  名称：

  Improving the Oral Efficacy of CNS Drug Candidates:  Discovery of Highly Orally Efficacious Piperidinyl Piperidine M₂ Muscarinic Receptor Antagonists

  摘要：

  In search of a backup M-2 muscarinic receptor antagonist to the previously reported compound 1, we discovered compound (+)-14, which showed superior oral efficacy in animal models. The improvement of oral efficacy was achieved by modulating both the molecular weight and lipophilicity of the lead compounds.

  DOI：

  10.1021/jm0255163

文献信息

• Improving the Oral Efficacy of CNS Drug Candidates:  Discovery of Highly Orally Efficacious Piperidinyl Piperidine M₂ Muscarinic Receptor Antagonists
  作者：Yuguang Wang、Samuel Chackalamannil、Zhiyong Hu、William J. Greenlee、John Clader、Craig D. Boyle、James J. Kaminski、William Billard、Binch、Gordon Crosby、Vilma Ruperto、Ruth A. Duffy、Mary Cohen-Williams、Vicki L. Coffin、Kathleen A. Cox、Diane E. Grotz、Jean E. Lachowicz

  DOI：10.1021/jm0255163

  日期：2002.12.1

  In search of a backup M-2 muscarinic receptor antagonist to the previously reported compound 1, we discovered compound (+)-14, which showed superior oral efficacy in animal models. The improvement of oral efficacy was achieved by modulating both the molecular weight and lipophilicity of the lead compounds.