3-[(4-Ethynylphenyl)methoxymethyl]pyridine | 1422264-43-4

• 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: 3-[(4-Ethynylphenyl)methoxymethyl]pyridine
• 英文别名: 3-[(4-ethynylphenyl)methoxymethyl]pyridine
• CAS: 1422264-43-4
• 化学式: C₁₅H₁₃NO
• 分子量: 223.274
• InChiKey: KFVGOEMWMBDWHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-chloro-3-iodophenyl)-1-(3-thiomorpholinopropyl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide 、 3-[(4-Ethynylphenyl)methoxymethyl]pyridine 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 3-{4-Chloro-3-[(4-{[(pyridin-3-ylmethyl)oxy]methyl]phenyl)ethynyl]phenyl}-1-(3-thiomorpholin-4-ylpropyl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide
  参考文献：
  名称：

  Pyrazole-based arylalkyne Cathepsin S inhibitors. Part III: Modification of P4 region

  摘要：

  Novel classes of tetrahydropyrido-pyrazole thioether amines and arylalkynes that display potency against human Cathepsin S have been previously reported. Here, key pharmacophoric elements of these two classes are merged, and SAR investigations of the P4 region are described, in conjunction with re-optimization of the P5 and P1/P1'/P3 regions. Identification of meta-substituted arylalkynes with good potency and improved solubility is described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.014
• 作为产物：
  描述：

  4-乙基苄醇 在 四溴化碳 、 四丁基碘化铵 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-[(4-Ethynylphenyl)methoxymethyl]pyridine
  参考文献：
  名称：

  Pyrazole-based arylalkyne Cathepsin S inhibitors. Part III: Modification of P4 region

  摘要：

  Novel classes of tetrahydropyrido-pyrazole thioether amines and arylalkynes that display potency against human Cathepsin S have been previously reported. Here, key pharmacophoric elements of these two classes are merged, and SAR investigations of the P4 region are described, in conjunction with re-optimization of the P5 and P1/P1'/P3 regions. Identification of meta-substituted arylalkynes with good potency and improved solubility is described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.014

文献信息

• Pyrazole-based arylalkyne Cathepsin S inhibitors. Part III: Modification of P4 region
  作者：John J.M. Wiener、Alvah Tyson Wickboldt、Steven Nguyen、Siquan Sun、Raymond Rynberg、Michele Rizzolio、Lars Karlsson、James P. Edwards、Cheryl A. Grice

  DOI：10.1016/j.bmcl.2012.12.014

  日期：2013.2

  Novel classes of tetrahydropyrido-pyrazole thioether amines and arylalkynes that display potency against human Cathepsin S have been previously reported. Here, key pharmacophoric elements of these two classes are merged, and SAR investigations of the P4 region are described, in conjunction with re-optimization of the P5 and P1/P1'/P3 regions. Identification of meta-substituted arylalkynes with good potency and improved solubility is described. (C) 2012 Elsevier Ltd. All rights reserved.