Methyl 1-(4-fluorophenyl)-2,5-dimethylimidazole-4-carboxylate | 1428229-15-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methyl 1-(4-fluorophenyl)-2,5-dimethylimidazole-4-carboxylate
• 英文别名: methyl 1-(4-fluorophenyl)-2,5-dimethylimidazole-4-carboxylate
• CAS: 1428229-15-5
• 化学式: C₁₃H₁₃FN₂O₂
• 分子量: 248.257
• InChiKey: NEDKVQKPWVLOFS-UHFFFAOYSA-N

物化性质

• 沸点：
  377.8±52.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 1-(4-fluorophenyl)-2,5-dimethylimidazole-4-carboxylate 、 2-氨基-5-氟-6-甲基吡啶 在 三甲基铝 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 生成 N-(5-fluoro-6-methylpyridin-2-yl)-1-(4-fluorophenyl)-2,5-dimethylimidazole-4-carboxamide
  参考文献：
  名称：

  Discovery of biological evaluation of pyrazole/imidazole amides as mGlu5 receptor negative allosteric modulators

  摘要：

  Development of SAR in a 5-aryl-3-acylpyridinyl-pyrazoles and 1-aryl-4-acylpyridinyl imidazoles series of mGlu5 receptor negative allosteric modulators (mGluR5 NAMs) using a functional cell-based assay is described in this Letter. Analysis of the Ligand-lipophilic efficiency (LipE) of compounds provided new insight for the design of potent mGluR5 negative allosteric modulators with anti-depressant activities. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.116
• 作为产物：
  描述：

  methyl 3-oxo-2-oximinobutanoate 在 palladium on activated charcoal 、 氢气 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 20.0~140.0 ℃ 、101.33 kPa 条件下， 反应 20.75h， 生成 Methyl 1-(4-fluorophenyl)-2,5-dimethylimidazole-4-carboxylate
  参考文献：
  名称：

  Discovery of biological evaluation of pyrazole/imidazole amides as mGlu5 receptor negative allosteric modulators

  摘要：

  Development of SAR in a 5-aryl-3-acylpyridinyl-pyrazoles and 1-aryl-4-acylpyridinyl imidazoles series of mGlu5 receptor negative allosteric modulators (mGluR5 NAMs) using a functional cell-based assay is described in this Letter. Analysis of the Ligand-lipophilic efficiency (LipE) of compounds provided new insight for the design of potent mGluR5 negative allosteric modulators with anti-depressant activities. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.116

文献信息

• Discovery of biological evaluation of pyrazole/imidazole amides as mGlu5 receptor negative allosteric modulators
  作者：Eunhee Chae、Yong-Je Shin、Eun-Ju Ryu、Mi Kyung Ji、Nahm Ryune Cho、Ki-Ho Lee、Hyun Ji Jeong、Soo-Jin Kim、Yeonjung Choi、Kyung Seok Oh、Chun-Eung Park、Young Soo Yoon

  DOI：10.1016/j.bmcl.2013.01.116

  日期：2013.4

  Development of SAR in a 5-aryl-3-acylpyridinyl-pyrazoles and 1-aryl-4-acylpyridinyl imidazoles series of mGlu5 receptor negative allosteric modulators (mGluR5 NAMs) using a functional cell-based assay is described in this Letter. Analysis of the Ligand-lipophilic efficiency (LipE) of compounds provided new insight for the design of potent mGluR5 negative allosteric modulators with anti-depressant activities. (C) 2013 Elsevier Ltd. All rights reserved.