Ethyl 4-ethyl-5-methyl-2-(3-phenylpropanoylamino)thiophene-3-carboxylate | 549475-39-0

• 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 4-ethyl-5-methyl-2-(3-phenylpropanoylamino)thiophene-3-carboxylate
• CAS: 549475-39-0
• 化学式: C₁₉H₂₃NO₃S
• 分子量: 345.463
• InChiKey: LZFSSUXRSSWFQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl 4-ethyl-5-methyl-2-(3-phenylpropanoylamino)thiophene-3-carboxylate 生成 4-Ethyl-5-methyl-2-(3-phenylpropanoylamino)thiophene-3-carboxylic acid
  参考文献：
  名称：

  Discovery of novel dialkyl substituted thiophene inhibitors of HCV by in silico screening of the NS5B RdRp

  摘要：

  A novel 5,4-dialkyl substituted thiophene was discovered by in silico screening of the 3D polymerase crystal structure (IGX6) that demonstrated single digit micromolar HCV inhibition activity in the replicon assay and dose-dependent inhibition in the replicase complex assay. Subsequently, SAR was explored with a small set of dialkyl and tetrahydro-benzo thiophenes. Since these thiophenes inhibit synthesis of both, single- and double-stranded RNAs, their mechanism of action is distinct from other known HCV inhibitors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.103
• 作为产物：
  描述：

  3-戊酮 在 四氢吡咯 、 sulfur 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 Ethyl 4-ethyl-5-methyl-2-(3-phenylpropanoylamino)thiophene-3-carboxylate
  参考文献：
  名称：

  Discovery of novel dialkyl substituted thiophene inhibitors of HCV by in silico screening of the NS5B RdRp

  摘要：

  A novel 5,4-dialkyl substituted thiophene was discovered by in silico screening of the 3D polymerase crystal structure (IGX6) that demonstrated single digit micromolar HCV inhibition activity in the replicon assay and dose-dependent inhibition in the replicase complex assay. Subsequently, SAR was explored with a small set of dialkyl and tetrahydro-benzo thiophenes. Since these thiophenes inhibit synthesis of both, single- and double-stranded RNAs, their mechanism of action is distinct from other known HCV inhibitors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.103