2,3,7,8,10-Pentamethoxy-5-methyl-5,6-dihydro-benzo[c]phenanthridine-6-carbonitrile | 18203-20-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 苯并菲啶生物碱
• 英文名称: 2,3,7,8,10-Pentamethoxy-5-methyl-5,6-dihydro-benzo[c]phenanthridine-6-carbonitrile
• 英文别名: 2,3,7,8,10-pentamethoxy-5-methyl-6H-benzo[c]phenanthridine-6-carbonitrile
• CAS: 18203-20-8
• 化学式: C₂₄H₂₄N₂O₅
• 分子量: 420.465
• InChiKey: YMEPUAYDPSHUIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  73.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙醇 、 2,3,7,8,10-Pentamethoxy-5-methyl-5,6-dihydro-benzo[c]phenanthridine-6-carbonitrile 生成 6-Ethoxy-2,3,7,8,10-pentamethoxy-5-methyl-5,6-dihydro-benzo[c]phenanthridine
  参考文献：
  名称：

  Structure and transformations of the alkaloid sanguilutine

  摘要：

  Sodium carbonate treatment of sanguilutine chloride yielded 6-hydroxy-5,6-dihydrosanguilutine. In a non-polar environment, 6-hydroxy-5,6-dihydrosanguilutine spontaneously transforms to bis[6-(5,6-dihydrosanguilutinyl)] ether, whose structure was confirmed by X-ray analysis. Treatment of sanguilutine chloride with aqueous ammonia gave bis[6-(5,6-dihydrosanguilutinyl)]amine. Reaction of sanguilutine chloride with potassium cyanide yielded 6-cyanodihpdrosanguilutine; reaction of bis[6-(5,6-dihydrosanguilutinyl)]amine with ethanol gave 6-ethoxydihydrosanguilutine. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(97)00665-1
• 作为产物：
  描述：

  6,7-dimethoxy-2-(2,4,5-trimethoxyphenyl)-3,4-dihydronaphthalen-1(2H)-one 在 sodium tetrahydroborate 、 四氯化钛 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 三氯氧磷 作用下， 以 氯仿 、 水 、 乙腈 、 苯 为溶剂， 反应 5.5h， 生成 2,3,7,8,10-Pentamethoxy-5-methyl-5,6-dihydro-benzo[c]phenanthridine-6-carbonitrile
  参考文献：
  名称：

  Ishii, Hisashi; Ishikawa, Tsutomu; Watanabe, Toshiko, Journal of the Chemical Society. Perkin transactions I, 1984, # 10, p. 2283 - 2290

  摘要：

  DOI：

文献信息

• Structure and transformations of the alkaloid sanguilutine
  作者：Jirí Dostál、Jirí Slavík、Milan Potácek、Radek Marek、Vladimír Sklenár、Edmond De Hoffmann、Raoul Rozenberg、Bernard Tinant、Jean-Paul Declercq

  DOI：10.1016/s0031-9422(97)00665-1

  日期：1998.3

  Sodium carbonate treatment of sanguilutine chloride yielded 6-hydroxy-5,6-dihydrosanguilutine. In a non-polar environment, 6-hydroxy-5,6-dihydrosanguilutine spontaneously transforms to bis[6-(5,6-dihydrosanguilutinyl)] ether, whose structure was confirmed by X-ray analysis. Treatment of sanguilutine chloride with aqueous ammonia gave bis[6-(5,6-dihydrosanguilutinyl)]amine. Reaction of sanguilutine chloride with potassium cyanide yielded 6-cyanodihpdrosanguilutine; reaction of bis[6-(5,6-dihydrosanguilutinyl)]amine with ethanol gave 6-ethoxydihydrosanguilutine. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
• Ishii, Hisashi; Ishikawa, Tsutomu; Watanabe, Toshiko, Journal of the Chemical Society. Perkin transactions I, 1984, # 10, p. 2283 - 2290
  作者：Ishii, Hisashi、Ishikawa, Tsutomu、Watanabe, Toshiko、Ichikawa, Yuh-Ichiro、Kawanabe, Eri

  DOI：——

  日期：——