1-Benzyl-4-methoxy-1,6,7,8-tetrahydro-cyclopenta[g]indole-2-carboxylic acid ethyl ester | 847024-72-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-Benzyl-4-methoxy-1,6,7,8-tetrahydro-cyclopenta[g]indole-2-carboxylic acid ethyl ester
• 英文别名: ethyl 1-benzyl-4-methoxy-7,8-dihydro-6H-cyclopenta[g]indole-2-carboxylate
• CAS: 847024-72-0
• 化学式: C₂₂H₂₃NO₃
• 分子量: 349.43
• InChiKey: WSZNPOYRQQRESQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  40.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Benzyl-4-methoxy-1,6,7,8-tetrahydro-cyclopenta[g]indole-2-carboxylic acid ethyl ester 在 palladium on activated charcoal sodium hydroxide 、 lithium aluminium tetrahydride 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 20.0~50.0 ℃ 、344.74 kPa 条件下， 反应 36.0h， 生成 1-benzyl-2-methyl-4-methoxy-1,6,7,8-tetrahydrocyclopent[g]indole
  参考文献：
  名称：

  Carbocyclic[g]indole Inhibitors of Human Nonpancreatic s-PLA₂

  摘要：

  A vinyl azide cyclization method was used to synthesize three different carbocyclic[g]indole scaffolds as inhibitors of human nonpancreatic secretory phospholipase A(2). Each scaffold demonstrated potent enzyme activity in a chromogenic assay system, with select examples also demonstrating potent activity in a secondary DOC/PC assay. Compound 11, representative of the cyclopent[g]indole series, gave an IC50 of 10 nM for the inhibition of hnps-PLA(2) in the chromogenic assay.

  DOI：

  10.1021/jm0401309
• 作为产物：
  描述：

  5-甲氧基茚满 在 sodium ethanolate 、 sodium hydride 、 三氯氧磷 作用下， 以 乙醚 、 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 61.75h， 生成 1-Benzyl-4-methoxy-1,6,7,8-tetrahydro-cyclopenta[g]indole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Carbocyclic[g]indole Inhibitors of Human Nonpancreatic s-PLA₂

  摘要：

  A vinyl azide cyclization method was used to synthesize three different carbocyclic[g]indole scaffolds as inhibitors of human nonpancreatic secretory phospholipase A(2). Each scaffold demonstrated potent enzyme activity in a chromogenic assay system, with select examples also demonstrating potent activity in a secondary DOC/PC assay. Compound 11, representative of the cyclopent[g]indole series, gave an IC50 of 10 nM for the inhibition of hnps-PLA(2) in the chromogenic assay.

  DOI：

  10.1021/jm0401309

文献信息

• Carbocyclic[<i>g</i>]indole Inhibitors of Human Nonpancreatic s-PLA₂
  作者：J. Scott Sawyer、Douglas W. Beight、Edward C. R. Smith、David W. Snyder、Marcia K. Chastain、Richard L. Tielking、Lawrence W. Hartley、Donald G. Carlson

  DOI：10.1021/jm0401309

  日期：2005.2.1

  A vinyl azide cyclization method was used to synthesize three different carbocyclic[g]indole scaffolds as inhibitors of human nonpancreatic secretory phospholipase A(2). Each scaffold demonstrated potent enzyme activity in a chromogenic assay system, with select examples also demonstrating potent activity in a secondary DOC/PC assay. Compound 11, representative of the cyclopent[g]indole series, gave an IC50 of 10 nM for the inhibition of hnps-PLA(2) in the chromogenic assay.