1-methyl-3-pyrroline 1-oxide | 109719-76-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-methyl-3-pyrroline 1-oxide
• 英文别名: 1-Methyl-1-oxido-2,5-dihydropyrrol-1-ium
• CAS: 109719-76-8
• 化学式: C₅H₉NO
• 分子量: 99.1326
• InChiKey: QYYVDPBYPIHJAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  18.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,5-二氢-1-甲基-1H-吡咯 在 manganese(IV) oxide 、 双氧水 作用下， 生成 1-methyl-3-pyrroline 1-oxide
  参考文献：
  名称：

  3-Pyrroline N-oxide bis(carbamate) tumor inhibitors as analogs of indicine N-oxide

  摘要：

  The 2,3-bis[[(N-methylcarbamoyl)oxy]methyl]-3-pyrroline 1-oxide 5 was synthesized and tested in the murine P388 lymphocytic leukemia model. The compound showed significant reproducible activity and was more potent than indicine N-oxide. 1-Methyl-2-phenyl-3,4-bis[[(N-2- propylcarbamoyl)oxy]methyl]-3-pyrroline N-oxide (6) was less active than 5, and the 5,5-dimethyl analogue of 6, the pyrroline N-oxide 7, was inactive. The N-oxide 7 cannot be converted to a pyrrole in vivo because of the gem-dimethyl substitution at C-5.

  DOI：

  10.1021/jm00394a036

文献信息

• ANDERSON, WAYNE K.;MILOWSKY, ARNOLD S., J. MED. CHEM., 30,(1987) N 11, 2144-2147
  作者：ANDERSON, WAYNE K.、MILOWSKY, ARNOLD S.

  DOI：——

  日期：——
• 3-Pyrroline N-oxide bis(carbamate) tumor inhibitors as analogs of indicine N-oxide
  作者：Wayne K. Anderson、Arnold S. Milowsky

  DOI：10.1021/jm00394a036

  日期：1987.11

  The 2,3-bis[[(N-methylcarbamoyl)oxy]methyl]-3-pyrroline 1-oxide 5 was synthesized and tested in the murine P388 lymphocytic leukemia model. The compound showed significant reproducible activity and was more potent than indicine N-oxide. 1-Methyl-2-phenyl-3,4-bis[[(N-2- propylcarbamoyl)oxy]methyl]-3-pyrroline N-oxide (6) was less active than 5, and the 5,5-dimethyl analogue of 6, the pyrroline N-oxide 7, was inactive. The N-oxide 7 cannot be converted to a pyrrole in vivo because of the gem-dimethyl substitution at C-5.