(6-R,S)-2-amino-3-carbamoyl-4,5,6,7-tetrahydro-benzo[b]thiophene-6-carboxylic acid ethyl ester | 848324-32-3

• 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: (6-R,S)-2-amino-3-carbamoyl-4,5,6,7-tetrahydro-benzo[b]thiophene-6-carboxylic acid ethyl ester
• 英文别名: Ethyl 2-amino-3-carbamoyl-4,5,6,7-tetrahydro-1-benzothiophene-6-carboxylate；ethyl 2-amino-3-carbamoyl-4,5,6,7-tetrahydro-1-benzothiophene-6-carboxylate
• CAS: 848324-32-3
• 化学式: C₁₂H₁₆N₂O₃S
• 分子量: 268.337
• InChiKey: DNDRUGHUIWYEIC-UHFFFAOYSA-N

物化性质

• 沸点：
  398.5±42.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (6-R,S)-2-amino-3-carbamoyl-4,5,6,7-tetrahydro-benzo[b]thiophene-6-carboxylic acid ethyl ester 在 锂硼氢 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 24.0h， 生成 2-amino-6-(hydroxymethyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide
  参考文献：
  名称：

  Tetrahydrobenzothiophene carboxamides: Beyond the kinase domain and into the fatty acid realm

  摘要：

  A series of tetrahydrobenzothiophene carboxamides, inspired by structural features present in kinase and SCD1 inhibitors, are presented here. Prototype compound 8 (MMDD13) modulates fatty acid elongase and desaturase indexes, lipid accumulation, while preserving kinase inhibitory activity. This chemotype represents a stepping stone towards chemical probes to study the consequences of lipid metabolism modulation through non-redundant pathways. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.08.006
• 作为产物：
  描述：

  对环己酮甲酸乙酯 、 氰乙酰胺 在 sulfur 作用下， 以 乙醇 为溶剂， 生成 (6-R,S)-2-amino-3-carbamoyl-4,5,6,7-tetrahydro-benzo[b]thiophene-6-carboxylic acid ethyl ester
  参考文献：
  名称：

  Tetrahydrobenzothiophene carboxamides: Beyond the kinase domain and into the fatty acid realm

  摘要：

  A series of tetrahydrobenzothiophene carboxamides, inspired by structural features present in kinase and SCD1 inhibitors, are presented here. Prototype compound 8 (MMDD13) modulates fatty acid elongase and desaturase indexes, lipid accumulation, while preserving kinase inhibitory activity. This chemotype represents a stepping stone towards chemical probes to study the consequences of lipid metabolism modulation through non-redundant pathways. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.08.006