1-Benzyl-5-carboxymethyl-4-ethyl-1H-pyrrole-3-carboxylic acid methyl ester | 882006-48-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-Benzyl-5-carboxymethyl-4-ethyl-1H-pyrrole-3-carboxylic acid methyl ester
• CAS: 882006-48-6
• 化学式: C₁₇H₁₉NO₄
• 分子量: 301.342
• InChiKey: BDVAXROKQDGMQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  68.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-Benzyl-5-carboxymethyl-4-ethyl-1H-pyrrole-3-carboxylic acid methyl ester 、 苄胺 在 草酰氯 作用下， 以80%的产率得到1-Benzyl-5-(benzylcarbamoyl-methyl)-4-ethyl-1H-pyrrole-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Antiproliferative activity in HL60 cells by tetrasubstituted pyrroles: a structure–activity relationship study

  摘要：

  A number of tetrasubstituted pyrrole derivatives have been synthesized and evaluated for their in vitro antiproliferative activities using the human promyelocytic leukemia cell line HL60. Tetrasubstituted pyrroles are obtained by irradiation of a silica gel absorbed mixture of a conjugated alkynoate and a primary amine. Active compounds exhibited GI(50) values in the range 445 mu M, and only six products showed TGI values within the evaluation range. A structure-activity relationship is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.069
• 作为产物：
  描述：

  methyl 4-{[(1E)-3-methoxy-3-oxo-1-propenyl]oxy}-2-hexynoate 在 lithium hydroxide 、 silica gel 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 1-Benzyl-5-carboxymethyl-4-ethyl-1H-pyrrole-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Antiproliferative activity in HL60 cells by tetrasubstituted pyrroles: a structure–activity relationship study

  摘要：

  A number of tetrasubstituted pyrrole derivatives have been synthesized and evaluated for their in vitro antiproliferative activities using the human promyelocytic leukemia cell line HL60. Tetrasubstituted pyrroles are obtained by irradiation of a silica gel absorbed mixture of a conjugated alkynoate and a primary amine. Active compounds exhibited GI(50) values in the range 445 mu M, and only six products showed TGI values within the evaluation range. A structure-activity relationship is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.069