3-甲基-1-(1-氧代丙基)-哌嗪 | 314729-15-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 3-甲基-1-(1-氧代丙基)-哌嗪
• 中文别名: a-L-吡喃阿拉伯糖苷,甲基1-硫代-
• 英文名称: 3-methyl-1-propionylpiperazine
• 英文别名: 1-(3-Methylpiperazin-1-yl)propan-1-one
• CAS: 314729-15-2
• 化学式: C₈H₁₆N₂O
• 分子量: 156.228
• InChiKey: JZKIXISHGUQIMN-UHFFFAOYSA-N

物化性质

• 沸点：
  277.1±33.0 °C(Predicted)
• 密度：
  0.968±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-甲基-1-(1-氧代丙基)-哌嗪 、 肉桂基氯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 生成 1-cinnamyl-4-propionyl-2-methylpiperazine
  参考文献：
  名称：

  Barlocco; Brunello; Bernardi, Il Farmaco, 1995, vol. 50, # 2, p. 119 - 124

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基哌嗪 、 N-(4,4-dimethyl-5H-1,3-thiazol-2-yl)-N-methylpropanamide 以73%的产率得到3-甲基-1-(1-氧代丙基)-哌嗪
  参考文献：
  名称：

  N-酰基-4,5-二氢-4,4-二甲基-N-甲基-2-噻唑胺作为化学选择性酰化剂

  摘要：

  2-甲基氨基-2-噻唑啉与烷基酰卤反应以产生Ñ酰基-2-甲基氨基-2-噻唑啉，外切-acylated产品区域选择性，这被认为是在仲胺的存在下伯胺高度化学选择性的酰化剂以及两种不同的伯胺在空间上受阻较小。

  DOI：

  10.1016/s0040-4039(02)02414-0

文献信息

• Molecular Simplification of 1,4-Diazabicyclo[4.3.0]nonan-9-ones Gives Piperazine Derivatives That Maintain High Nootropic Activity
  作者：Dina Manetti、Carla Ghelardini、Alessandro Bartolini、Silvia Dei、Nicoletta Galeotti、Fulvio Gualtieri、Maria Novella Romanelli、Elisabetta Teodori

  DOI：10.1021/jm000972h

  日期：2000.11.1

  Several 4-substituted 1-acylpiperazines, obtained by molecular simplification of 4-substituted 1,4-diazabicyclo[4.3.0]nonan-9-ones, have been synthesized and tested in vivo on the mouse passive avoidance test, to evaluate their nootropic activity. The results show that, apparently, an N-acylpiperazine group can mimic the 2-pyrrolidinone ring of 1,4-diazabicyclo[4.3.0]nonan-9-one, as the compounds of the new series maintain high nootropic activity. Moreover molecular simplification produces more clear-cut structure-activity relationships with respect to the parent series. The mechanism of action also appears to be similar in the two series. In fact, although the molecular mechanism remains to be elucidated, the most potent compound of each class (DM232 and 13, DM235) is able to increase acetylcholine release in rat brain. Piperazine derivatives represent a new class of nootropic drugs with an in vivo pharmacological profile very similar to that of piracetam, showing much higher potency with respect to the reference compound. Among the compounds studied, 13 (DM235) shows outstanding potency, being active at a dose of 0.001 mg kg(-1) sc.
• N-Acyl-4,5-dihydro-4,4-dimethyl-N-methyl-2-thiazolamine as a chemoselective acylating agent
  作者：Taek Hyeon Kim、Garp-Yeol Yang

  DOI：10.1016/s0040-4039(02)02414-0

  日期：2002.12

  2-Methylamino-2-thiazoline reacted with alkyl acyl halides to produce N-acyl-2-methylamino-2-thiazolines, exo-acylated product regioselectively, which were found to be highly chemoselective acylating agents for primary amine in the presence of secondary amine and for the less sterically hindered of two different primary amines.

  2-甲基氨基-2-噻唑啉与烷基酰卤反应以产生Ñ酰基-2-甲基氨基-2-噻唑啉，外切-acylated产品区域选择性，这被认为是在仲胺的存在下伯胺高度化学选择性的酰化剂以及两种不同的伯胺在空间上受阻较小。
• Barlocco; Brunello; Bernardi, Il Farmaco, 1995, vol. 50, # 2, p. 119 - 124
  作者：Barlocco、Brunello、Bernardi、Cignarella

  DOI：——

  日期：——