5-乙炔基-1-甲基-2-吡咯烷酮 | 118800-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 5-乙炔基-1-甲基-2-吡咯烷酮
• 英文名称: 5-ethynyl-1-methyl-2-pyrrolidone
• 英文别名: 5-ethynyl-1-methylpyrrolidin-2-one
• CAS: 118800-15-0
• 化学式: C₇H₉NO
• 分子量: 123.155
• InChiKey: VUIJIEQPWZDFNB-UHFFFAOYSA-N

物化性质

• 熔点：
  35-36 °C(Solv: hexane (110-54-3); ethyl ether (60-29-7))
• 沸点：
  44-46 °C(Press: 0.04 Torr)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-乙炔基-1-甲基-2-吡咯烷酮 、 四氢吡咯 、 聚合甲醛 、 溶剂黄146 、 氯化亚铜 、 草酸 以86%的产率得到
  参考文献：
  名称：

  LUNDKVIST, J. R. MICHAEL;RINGDAHL, BJORN;HACKSELL, ULI, J. MED. CHEM., 32,(1989) N, C. 863-869

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 4-(benzylideneamino)-6-(trimethylsilyl)-5-hexynoate 在 盐酸 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.17h， 生成 5-乙炔基-1-甲基-2-吡咯烷酮
  参考文献：
  名称：

  Conformationally restricted analogs of the muscarinic agent N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide

  摘要：

  Conformationally restricted analogues of the selective partial muscarinic agonist N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM 5; 2) were synthesized. The compounds were tested for muscarinic and antimuscarinic activity in the isolated guinea pig ileum and in intact mice. They were found to be moderately potent muscarinic antagonists or weak partial agonists. The new compounds were less potent than 2 in inhibiting (-)-[3H]-N-methylscopolamine binding in the rate cerebral cortex. Thus, structural modifications of 2 in which part of the amide moiety has been connected with the methyl group in the butynyl chain to form a five-membered ring decrease affinity and in most cases abolish efficacy.

  DOI：

  10.1021/jm00124a022

文献信息

• Pyrimidines as Igf-I Inhibitors
  申请人：Thomas Andrew Peter

  公开号：US20080161330A1

  公开（公告）日：2008-07-03

  A compound of formula (I) wherein the substituents are as defined in the text for use in inhibiting insulin-like growth factor 1 receptor activity in a warm blooded animal such as man.

  化合物公式为（I），其中取代基如文本所定义，用于抑制温血动物（例如人）中类胰岛素生长因子1受体活性。
• Pyrimidine Derivatives for Use as Anticancer Agents
  申请人：Thomas Andrew Peter

  公开号：US20080167297A1

  公开（公告）日：2008-07-10

  A compound of formula (I), wherein the substituents are as defined in the text for use in inhibiting insulin-like growth factor 1 receptor activity in a warm blooded animal such as man.

  式(I)的化合物，其中取代基如文本中定义的，在温血动物中，例如人体内用于抑制类胰岛素生长因子1受体活性。
• LUNDKVIST, J. R. MICHAEL;RINGDAHL, BJORN;HACKSELL, ULI, J. MED. CHEM., 32,(1989) N, C. 863-869
  作者：LUNDKVIST, J. R. MICHAEL、RINGDAHL, BJORN、HACKSELL, ULI

  DOI：——

  日期：——
• Conformationally restricted analogs of the muscarinic agent N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide
  作者：J. R. Michael Lundkvist、Bjorn Ringdahl、Uli Hacksell

  DOI：10.1021/jm00124a022

  日期：1989.4

  Conformationally restricted analogues of the selective partial muscarinic agonist N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM 5; 2) were synthesized. The compounds were tested for muscarinic and antimuscarinic activity in the isolated guinea pig ileum and in intact mice. They were found to be moderately potent muscarinic antagonists or weak partial agonists. The new compounds were less potent than 2 in inhibiting (-)-[3H]-N-methylscopolamine binding in the rate cerebral cortex. Thus, structural modifications of 2 in which part of the amide moiety has been connected with the methyl group in the butynyl chain to form a five-membered ring decrease affinity and in most cases abolish efficacy.