3-cyano-4-(4-methylphenyl)-4-oxo-butanoic acid | 869334-90-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-cyano-4-(4-methylphenyl)-4-oxo-butanoic acid
• 英文别名: 3-Cyano-4-(4-methylphenyl)-4-oxobutanoic acid
• CAS: 869334-90-7
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: ACJAAUZBKGZRDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-cyano-4-(4-methylphenyl)-4-oxo-butanoic acid 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以44%的产率得到3-amino-5-(4-methylphenyl)pyrazol-4-ylacetic acid
  参考文献：
  名称：

  A Novel Selective GABA_A α1 Receptor Agonist Displaying Sedative and Anxiolytic-like Properties in Rodents

  摘要：

  In our pursuit to identify selective ligands for Bz/GABA(A) receptor subtypes, a novel pyrazolo[1,5-a]pyrimidine derivative (4), the azaisostere of zolpidem, was synthesized and evaluated in vitro on bovine brain homogenate and on recombinant benzodiazepine receptors (alpha x beta 2/3 gamma 2, x = 1-3, 5) expressed in HEK293 cells. Compound 4 displayed affinity only for alpha 1 beta 2 gamma 2 subtype (K-i = 31 nM), and in an in-depth, in vivo study it revealed sedative and anxiolytic-like properties without any amnesic and myorelaxant effects in rodents.

  DOI：

  10.1021/jm058002n
• 作为产物：
  描述：

  碘乙酸 、 对甲苯酰乙腈 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以56%的产率得到3-cyano-4-(4-methylphenyl)-4-oxo-butanoic acid
  参考文献：
  名称：

  A Novel Selective GABA_A α1 Receptor Agonist Displaying Sedative and Anxiolytic-like Properties in Rodents

  摘要：

  In our pursuit to identify selective ligands for Bz/GABA(A) receptor subtypes, a novel pyrazolo[1,5-a]pyrimidine derivative (4), the azaisostere of zolpidem, was synthesized and evaluated in vitro on bovine brain homogenate and on recombinant benzodiazepine receptors (alpha x beta 2/3 gamma 2, x = 1-3, 5) expressed in HEK293 cells. Compound 4 displayed affinity only for alpha 1 beta 2 gamma 2 subtype (K-i = 31 nM), and in an in-depth, in vivo study it revealed sedative and anxiolytic-like properties without any amnesic and myorelaxant effects in rodents.

  DOI：

  10.1021/jm058002n

文献信息

• A Novel Selective GABA_A α1 Receptor Agonist Displaying Sedative and Anxiolytic-like Properties in Rodents
  作者：Silvia Selleri、Fabrizio Bruni、Camilla Costagli、Annarella Costanzo、Gabriella Guerrini、Giovanna Ciciani、Paola Gratteri、François Besnard、Barbara Costa、Marina Montali、Claudia Martini、Jonna Fohlin、Gaetano De Siena、Petra Malmberg Aiello

  DOI：10.1021/jm058002n

  日期：2005.10.1

  In our pursuit to identify selective ligands for Bz/GABA(A) receptor subtypes, a novel pyrazolo[1,5-a]pyrimidine derivative (4), the azaisostere of zolpidem, was synthesized and evaluated in vitro on bovine brain homogenate and on recombinant benzodiazepine receptors (alpha x beta 2/3 gamma 2, x = 1-3, 5) expressed in HEK293 cells. Compound 4 displayed affinity only for alpha 1 beta 2 gamma 2 subtype (K-i = 31 nM), and in an in-depth, in vivo study it revealed sedative and anxiolytic-like properties without any amnesic and myorelaxant effects in rodents.