6-amino-5-hydroxy-5-morpholin-4-yl-2,3,5,6-tetrahydro-1H-pyrrolizine-7-carbonitrile | 1338078-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 6-amino-5-hydroxy-5-morpholin-4-yl-2,3,5,6-tetrahydro-1H-pyrrolizine-7-carbonitrile
• 英文别名: 2-Amino-3-hydroxy-3-morpholin-4-yl-2,5,6,7-tetrahydropyrrolizine-1-carbonitrile；2-amino-3-hydroxy-3-morpholin-4-yl-2,5,6,7-tetrahydropyrrolizine-1-carbonitrile
• CAS: 1338078-99-1
• 化学式: C₁₂H₁₈N₄O₂
• 分子量: 250.301
• InChiKey: DZNVGWGOMFZDSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-amino-5-hydroxy-5-morpholin-4-yl-2,3,5,6-tetrahydro-1H-pyrrolizine-7-carbonitrile 在 盐酸 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 27.0h， 生成 N'-[9-hydroxy-9-(morpholin-4-yl)-4-oxo-3H,4H,5H,6H,7H,9H,9aH-pyrimido[5,4-a]pyrrolizin-2-yl]pyridine-4-carbohydrazide
  参考文献：
  名称：

  Synthesis and antitumor evaluation of some novel pyrrolizine derivatives

  摘要：

  Novel series of pyrrolizines (7, 9a-d, 10a-d, 11a, b, 14a-d, 16, 19, 20a, b, 24, 25a, b), pyrimido[5,4-a]pyrrolizines (12a, b, 13, 15a, b, 18, 21a, b, 22, 23a-d) and pyrido[3,2-a]pyrrolizines (17, 26a, b) were synthesized through different reactions. The chemical structures of all the synthesized pyrrolizine derivatives were determined by spectral and elemental analyses. Antitumor activity evaluation of all the prepared compounds was carried out using NR assay method against breast cancer cell line (MCF-7). The novel pyrrolizine scaffold 7 and all its prepared derivatives showed high antitumor activity comparable to that of doxorubicin.

  DOI：

  10.1007/s00044-011-9761-7
• 作为产物：
  描述：

  吗啉 、 聚合甲醛 、 2-pyrrolidin-2-ylidene-malononitrile 反应 24.0h， 以75%的产率得到6-amino-5-hydroxy-5-morpholin-4-yl-2,3,5,6-tetrahydro-1H-pyrrolizine-7-carbonitrile
  参考文献：
  名称：

  Synthesis and antitumor evaluation of some novel pyrrolizine derivatives

  摘要：

  Novel series of pyrrolizines (7, 9a-d, 10a-d, 11a, b, 14a-d, 16, 19, 20a, b, 24, 25a, b), pyrimido[5,4-a]pyrrolizines (12a, b, 13, 15a, b, 18, 21a, b, 22, 23a-d) and pyrido[3,2-a]pyrrolizines (17, 26a, b) were synthesized through different reactions. The chemical structures of all the synthesized pyrrolizine derivatives were determined by spectral and elemental analyses. Antitumor activity evaluation of all the prepared compounds was carried out using NR assay method against breast cancer cell line (MCF-7). The novel pyrrolizine scaffold 7 and all its prepared derivatives showed high antitumor activity comparable to that of doxorubicin.

  DOI：

  10.1007/s00044-011-9761-7