4-Methylsulfanyl-2-oxo-6-[4-(2-piperidin-1-ylethoxy)phenyl]pyran-3-carbonitrile | 852360-17-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Methylsulfanyl-2-oxo-6-[4-(2-piperidin-1-ylethoxy)phenyl]pyran-3-carbonitrile
• CAS: 852360-17-9
• 化学式: C₂₀H₂₂N₂O₃S
• 分子量: 370.472
• InChiKey: GOWRFINKECLGLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  87.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-Methylsulfanyl-2-oxo-6-[4-(2-piperidin-1-ylethoxy)phenyl]pyran-3-carbonitrile 在 吡啶 、 一水合肼 作用下， 反应 2.5h， 以50%的产率得到{5-[4-(2-Piperidin-1-yl-ethoxy)-phenyl]-1H-pyrazol-3-yl}-acetonitrile
  参考文献：
  名称：

  Synthesis and in vivo antihyperglycemic activity of 5-(1H-pyrazol-3-yl)methyl-1H-tetrazoles

  摘要：

  A series of 5-[(5-aryl-1H-pyrazol-3-yl)methyl]-1H-tetrazoles 3a-h have been synthesized and evaluated for their in vivo antihyperglycemic activity. Some of the synthesized compounds have shown significant glucose lowering activity in male Sprague-Dawley rats in sucrose loaded model. These compounds were also evaluated for their peroxisome proliferator activated receptor gamma agonistic property, but none of them displayed any significant activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.060
• 作为产物：
  描述：

  1-(4-(2-溴乙氧基)苯基)乙酮 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-Methylsulfanyl-2-oxo-6-[4-(2-piperidin-1-ylethoxy)phenyl]pyran-3-carbonitrile
  参考文献：
  名称：

  6-Aryl-4-methylsulfanyl-2H-pyran-2-one-3-carbonitriles as PPAR-γ activators

  摘要：

  Various 6-aryl-3-cyano/methoxycarbonyl-4-methylsulfanyl-2H-pyran-2-ones have been synthesized as a potential substitute of 2,4-thiazolidinedione head group to express potent PPAR-gamma transactivation response. Some of the screened compounds have shown promising PPAR-gamma agonistic activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.031

文献信息

• 6-Aryl-4-methylsulfanyl-2H-pyran-2-one-3-carbonitriles as PPAR-γ activators
  作者：Ashoke Sharon、Ramendra Pratap、Rit Vatsyayan、Prakas R. Maulik、Uma Roy、Atul Goel、Vishnu Ji Ram

  DOI：10.1016/j.bmcl.2005.05.031

  日期：2005.7

  Various 6-aryl-3-cyano/methoxycarbonyl-4-methylsulfanyl-2H-pyran-2-ones have been synthesized as a potential substitute of 2,4-thiazolidinedione head group to express potent PPAR-gamma transactivation response. Some of the screened compounds have shown promising PPAR-gamma agonistic activity. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis and in vivo antihyperglycemic activity of 5-(1H-pyrazol-3-yl)methyl-1H-tetrazoles
  作者：Ashoke Sharon、Ramendra Pratap、Priti Tiwari、Arvind Srivastava、P.R. Maulik、Vishnu Ji Ram

  DOI：10.1016/j.bmcl.2005.02.060

  日期：2005.4

  A series of 5-[(5-aryl-1H-pyrazol-3-yl)methyl]-1H-tetrazoles 3a-h have been synthesized and evaluated for their in vivo antihyperglycemic activity. Some of the synthesized compounds have shown significant glucose lowering activity in male Sprague-Dawley rats in sucrose loaded model. These compounds were also evaluated for their peroxisome proliferator activated receptor gamma agonistic property, but none of them displayed any significant activity. (c) 2005 Elsevier Ltd. All rights reserved.