Methyl 5-(3-chlorophenyl)-3-pyrrolidin-1-ylfuran-2-carboxylate | 934340-32-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 5-(3-chlorophenyl)-3-pyrrolidin-1-ylfuran-2-carboxylate
• CAS: 934340-32-6
• 化学式: C₁₆H₁₆ClNO₃
• 分子量: 305.761
• InChiKey: BNSTYVXOBYPFJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  42.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 5-(3-chlorophenyl)-3-pyrrolidin-1-ylfuran-2-carboxylate 在 sodium hydroxide 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-carbamimidoyl-5-(3-chlorophenyl)-3-pyrrolidin-1-ylfuran-2-carboxamide
  参考文献：
  名称：

  3-Substituted-(5-arylfuran-2-ylcarbonyl)guanidines as NHE-1 inhibitors

  摘要：

  The C-3 substituents effect on NHE-1 inhibitory activity of (5-arylfuran-2-ylcarbonyl)guanidines, previously identified as potent NHE-1 inhibitors, was investigated. The introduction of amine or alkyl groups at the 3-position of the furan ring, next to the acylguanidine moiety, remarkably improves NHE-1 inhibitory potency. Especially the important finding is that 5-(2,5-dichloro)phenyl and 5-(2-methoxy-5-chloro)phenyl derivatives exhibit high NHE-1 inhibitory activities (IC50 < 0.02 microM) that match those of 3-unsubstituted derivatives.

  DOI：

  10.1016/j.bmcl.2006.12.012
• 作为产物：
  描述：

  3-氯苯乙酮 在 溴 、 sodium hydride 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 Methyl 5-(3-chlorophenyl)-3-pyrrolidin-1-ylfuran-2-carboxylate
  参考文献：
  名称：

  3-Substituted-(5-arylfuran-2-ylcarbonyl)guanidines as NHE-1 inhibitors

  摘要：

  The C-3 substituents effect on NHE-1 inhibitory activity of (5-arylfuran-2-ylcarbonyl)guanidines, previously identified as potent NHE-1 inhibitors, was investigated. The introduction of amine or alkyl groups at the 3-position of the furan ring, next to the acylguanidine moiety, remarkably improves NHE-1 inhibitory potency. Especially the important finding is that 5-(2,5-dichloro)phenyl and 5-(2-methoxy-5-chloro)phenyl derivatives exhibit high NHE-1 inhibitory activities (IC50 < 0.02 microM) that match those of 3-unsubstituted derivatives.

  DOI：

  10.1016/j.bmcl.2006.12.012