ethyl 2-isothiocyanato-4-methyl-5-phenylthiophene-3-carboxylate | 1213791-92-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: ethyl 2-isothiocyanato-4-methyl-5-phenylthiophene-3-carboxylate
• 英文别名: 2-Isothiocyanato-4-methyl-5-phenylthiophene-3-carboxylate
• CAS: 1213791-92-4
• 化学式: C₁₅H₁₃NO₂S₂
• 分子量: 303.406
• InChiKey: NWPJOIRNUVSDJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  99
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-isothiocyanato-4-methyl-5-phenylthiophene-3-carboxylate 、 乙胺 以 二氯甲烷 为溶剂， 反应 1.0h， 以70%的产率得到ethyl 2-(3-ethylthioureido)-4-methyl-5-phenylthiophene-3-carboxylate
  参考文献：
  名称：

  Substituted 2-Aminothiopen-derivatives: A potential new class of GluR6-Antagonists

  摘要：

  In the course of search for new therapeutic agents against epilepsy new inhibitors for the kainate receptor subtypes GluR5 and GluR6 were synthesized.We were able to synthesize new substituted thieno[2,3-d]pyrimidines 3a,b, 4a,b, Sa,b as well as thiophene-3-carboxamides 2a-d and a multitude of substituted 4-methyl-5-phenylthiophene-3-carboxylic acids.All compounds described herein were tested for their antagonistic effect towards the kainate receptor subtypes GluR5 and GluR6. The highest activity was observed for ethyl 2-amino-4-methyl-5-phenylthiophene-3-carboxylate 1c with an IC50 = 0.75 mu M at the GluR6 receptor. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.09.025
• 作为产物：
  描述：

  2-氨基-4-甲基-5-苯基噻吩-3-羧酸乙酯 、 硫光气 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 以45%的产率得到ethyl 2-isothiocyanato-4-methyl-5-phenylthiophene-3-carboxylate
  参考文献：
  名称：

  Substituted 2-Aminothiopen-derivatives: A potential new class of GluR6-Antagonists

  摘要：

  In the course of search for new therapeutic agents against epilepsy new inhibitors for the kainate receptor subtypes GluR5 and GluR6 were synthesized.We were able to synthesize new substituted thieno[2,3-d]pyrimidines 3a,b, 4a,b, Sa,b as well as thiophene-3-carboxamides 2a-d and a multitude of substituted 4-methyl-5-phenylthiophene-3-carboxylic acids.All compounds described herein were tested for their antagonistic effect towards the kainate receptor subtypes GluR5 and GluR6. The highest activity was observed for ethyl 2-amino-4-methyl-5-phenylthiophene-3-carboxylate 1c with an IC50 = 0.75 mu M at the GluR6 receptor. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.09.025

文献信息

• Substituted 2-Aminothiopen-derivatives: A potential new class of GluR6-Antagonists
  作者：D. Briel、A. Rybak、C. Kronbach、K. Unverferth

  DOI：10.1016/j.ejmech.2009.09.025

  日期：2010.1

  In the course of search for new therapeutic agents against epilepsy new inhibitors for the kainate receptor subtypes GluR5 and GluR6 were synthesized.We were able to synthesize new substituted thieno[2,3-d]pyrimidines 3a,b, 4a,b, Sa,b as well as thiophene-3-carboxamides 2a-d and a multitude of substituted 4-methyl-5-phenylthiophene-3-carboxylic acids.All compounds described herein were tested for their antagonistic effect towards the kainate receptor subtypes GluR5 and GluR6. The highest activity was observed for ethyl 2-amino-4-methyl-5-phenylthiophene-3-carboxylate 1c with an IC50 = 0.75 mu M at the GluR6 receptor. (C) 2009 Elsevier Masson SAS. All rights reserved.