(6R)-6-(allyloxymethyl)-12-benzyl-1,6,7,12b-tetrahydroindolo[2,3-a]quinolizin-4(12H)-one | 1360734-99-1

• 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: (6R)-6-(allyloxymethyl)-12-benzyl-1,6,7,12b-tetrahydroindolo[2,3-a]quinolizin-4(12H)-one
• 英文别名: (6R,12bS)-12-benzyl-6-(prop-2-enoxymethyl)-1,6,7,12b-tetrahydroindolo[2,3-a]quinolizin-4-one
• CAS: 1360734-99-1
• 化学式: C₂₆H₂₆N₂O₂
• 分子量: 398.505
• InChiKey: GCNRZENGCBTRSU-YKSBVNFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (6R)-6-(allyloxymethyl)-12-benzyl-1,6,7,12b-tetrahydroindolo[2,3-a]quinolizin-4(12H)-one 、 乙烯基溴化镁 在 氰化亚铜 、 三甲基氯硅烷 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以37%的产率得到(2R,6R)-6-(allyloxymethyl)-12-benzyl-2-vinyl-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one
  参考文献：
  名称：

  Synthesis and evaluation of a novel series of indoloisoquinolines as small molecule anti-malarial leads

  摘要：

  A group of novel synthetic indoloisoquinolines was prepared and its potential as a novel series of smallmolecule anti-malarial leads was assessed. The structure-activity relationship on variation of three distinct regions of chemical space was investigated. A lead compound was generated with an activity close to that observed for a known anti-malarial natural product, dihydrousambarensine, that shares the indoloisoquinoline template structure. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.071
• 作为产物：
  描述：

  (6R,12bS)-6-((allyloxy)methyl)-12-benzyl-3-(phenylselanyl)-2,3,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-4(1H)-one 在 sodium periodate 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 以0.1 g的产率得到(6R)-6-(allyloxymethyl)-12-benzyl-1,6,7,12b-tetrahydroindolo[2,3-a]quinolizin-4(12H)-one
  参考文献：
  名称：

  Synthesis and evaluation of a novel series of indoloisoquinolines as small molecule anti-malarial leads

  摘要：

  A group of novel synthetic indoloisoquinolines was prepared and its potential as a novel series of smallmolecule anti-malarial leads was assessed. The structure-activity relationship on variation of three distinct regions of chemical space was investigated. A lead compound was generated with an activity close to that observed for a known anti-malarial natural product, dihydrousambarensine, that shares the indoloisoquinoline template structure. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.071

文献信息

• Synthesis and evaluation of a novel series of indoloisoquinolines as small molecule anti-malarial leads
  作者：Paul Horrocks、Samantha Fallon、Laura Denman、Oliver Devine、Liam J. Duffy、Anthony Harper、Emma-Louise Meredith、Sandra Hasenkamp、Adam Sidaway、Daniel Monnery、Theresa R. Phillips、Steven M. Allin

  DOI：10.1016/j.bmcl.2011.12.071

  日期：2012.2

  A group of novel synthetic indoloisoquinolines was prepared and its potential as a novel series of smallmolecule anti-malarial leads was assessed. The structure-activity relationship on variation of three distinct regions of chemical space was investigated. A lead compound was generated with an activity close to that observed for a known anti-malarial natural product, dihydrousambarensine, that shares the indoloisoquinoline template structure. (C) 2012 Elsevier Ltd. All rights reserved.