3-(Pyridin-4-ylsulfanylmethyl)-benzoic acid methyl ester | 811801-39-5

• 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-(Pyridin-4-ylsulfanylmethyl)-benzoic acid methyl ester
• 英文别名: methyl 3-(pyridin-4-ylsulfanylmethyl)benzoate
• CAS: 811801-39-5
• 化学式: C₁₄H₁₃NO₂S
• 分子量: 259.329
• InChiKey: NLGVNKSTCNRGMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.19
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(Pyridin-4-ylsulfanylmethyl)-benzoic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到[3-(吡啶-4-基硫烷基甲基)苯基]甲醇
  参考文献：
  名称：

  Allosteric potentiators of the metabotropic glutamate receptor 2 (mGlu2). Part 2: 4-Thiopyridyl acetophenones as non-tetrazole containing mGlu2 receptor potentiators

  摘要：

  We have identified and synthesized a series of 4-thiopyridyl acetophenones as positive allosteric potentiators of the metabotropic glutamate receptor 2. Structure-activity relationship studies directed toward replacement of the tetrazole in the initial lead led to the discovery of 16 (EC50 = 340 nM), which showed improved brain penetration over the initial lead. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.028
• 作为产物：
  描述：

  吡啶-4(1H)-硫酮 、 3-(溴甲基)苯甲酸甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以85%的产率得到3-(Pyridin-4-ylsulfanylmethyl)-benzoic acid methyl ester
  参考文献：
  名称：

  Allosteric potentiators of the metabotropic glutamate receptor 2 (mGlu2). Part 2: 4-Thiopyridyl acetophenones as non-tetrazole containing mGlu2 receptor potentiators

  摘要：

  We have identified and synthesized a series of 4-thiopyridyl acetophenones as positive allosteric potentiators of the metabotropic glutamate receptor 2. Structure-activity relationship studies directed toward replacement of the tetrazole in the initial lead led to the discovery of 16 (EC50 = 340 nM), which showed improved brain penetration over the initial lead. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.028