2-(2,5-Dimethyl-2,5-dihydro-pyrrol-1-yl)-propionic acid ethyl ester | 66608-06-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2,5-Dimethyl-2,5-dihydro-pyrrol-1-yl)-propionic acid ethyl ester
• 英文别名: Ethyl 2-(2,5-dimethyl-2,5-dihydropyrrol-1-yl)propanoate
• CAS: 66608-06-8
• 化学式: C₁₁H₁₉NO₂
• 分子量: 197.277
• InChiKey: MMNXVDKSPBTNDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  盐酸胍 、 2-(2,5-Dimethyl-2,5-dihydro-pyrrol-1-yl)-propionic acid ethyl ester 在 sodium methylate 作用下， 生成 N-[2-((2R,5R)-2,5-Dimethyl-2,5-dihydro-pyrrol-1-yl)-propionyl]-guanidine
  参考文献：
  名称：

  Synthesis and antidiarrheal activity of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides related to guanfacine

  摘要：

  A series of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides, related to guanfacine, were prepared and tested for antidiarrheal activity in castor oil dosed rats. trans-N-(Aminoiminomethyl)-2,5-dihydro-2,5-dimethyl-1H-pyrrole-1-acetami de (2), in which the dichlorophenyl ring of guanfacine is replaced by 2,5-dimethyl-2,5-dihydropyrrole, showed potent antidiarrheal activity but possessed only minimal cardiovascular activity in rats.

  DOI：

  10.1021/jm00149a013
• 作为产物：
  描述：

  2,5-二甲基-3-吡咯啉 、 2-溴丙酸乙酯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以30.4%的产率得到2-(2,5-Dimethyl-2,5-dihydro-pyrrol-1-yl)-propionic acid ethyl ester
  参考文献：
  名称：

  Synthesis and antidiarrheal activity of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides related to guanfacine

  摘要：

  A series of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides, related to guanfacine, were prepared and tested for antidiarrheal activity in castor oil dosed rats. trans-N-(Aminoiminomethyl)-2,5-dihydro-2,5-dimethyl-1H-pyrrole-1-acetami de (2), in which the dichlorophenyl ring of guanfacine is replaced by 2,5-dimethyl-2,5-dihydropyrrole, showed potent antidiarrheal activity but possessed only minimal cardiovascular activity in rats.

  DOI：

  10.1021/jm00149a013

文献信息

• BEATTIE, D. E.;DOVER, G. M.;WARD, T. J., J. MED. CHEM., 1985, 28, N 11, 1617-1620
  作者：BEATTIE, D. E.、DOVER, G. M.、WARD, T. J.

  DOI：——

  日期：——
• US4140793A
  申请人：——

  公开号：US4140793A

  公开（公告）日：1979-02-20
• Synthesis and antidiarrheal activity of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides related to guanfacine
  作者：Doreen E. Beattie、Gillian M. Dover、Terence J. Ward

  DOI：10.1021/jm00149a013

  日期：1985.11

  A series of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides, related to guanfacine, were prepared and tested for antidiarrheal activity in castor oil dosed rats. trans-N-(Aminoiminomethyl)-2,5-dihydro-2,5-dimethyl-1H-pyrrole-1-acetami de (2), in which the dichlorophenyl ring of guanfacine is replaced by 2,5-dimethyl-2,5-dihydropyrrole, showed potent antidiarrheal activity but possessed only minimal cardiovascular activity in rats.