ethyl 2-nitro-6-<2-(N-benzy;-N-propylaminoethyl)phenyl>pyruvate | 173990-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-nitro-6-<2-(N-benzy;-N-propylaminoethyl)phenyl>pyruvate
• 英文别名: Ethyl 3-[2-[2-[benzyl(propyl)amino]ethyl]-6-nitrophenyl]-2-oxopropanoate
• CAS: 173990-72-2
• 化学式: C₂₃H₂₈N₂O₅
• 分子量: 412.486
• InChiKey: QNRLWIKRTHXLOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  92.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-nitro-6-<2-(N-benzy;-N-propylaminoethyl)phenyl>pyruvate 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 双氧水 作用下， 以 甲醇 为溶剂， 25.0~50.0 ℃ 、101.33 kPa 条件下， 反应 8.5h， 生成 1,3-二氢-4-[2-(丙基氨基)乙基]-2H-吲哚-2-酮
  参考文献：
  名称：

  Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists

  摘要：

  A set of fourteen 4-(2-[N-propyl-N-alkyl-(or alkylaryl-) amino]ethyl)-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D-2 receptor using [H-3]sulpiride or [H-3]spiperone as radioligands. Six analogues displayed D-2 agonist activities comparable (K-i = 450650 nM) to Ropinirole or SK&F 101468. The functionalized amino side chain introduced in the 4-position can be used to modulate the lipophilicity of the analogues without significantly affecting D-2 activity.

  DOI：

  10.1016/0223-5234(96)88317-6
• 作为产物：
  描述：

  2-甲基-3-硝基苯乙酸 在 盐酸 、 氯化亚砜 、 potassium ethoxide 、 sodium carbonate 、 diborane(6) 作用下， 以 乙醚 为溶剂， 反应 35.0h， 生成 ethyl 2-nitro-6-<2-(N-benzy;-N-propylaminoethyl)phenyl>pyruvate
  参考文献：
  名称：

  Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists

  摘要：

  A set of fourteen 4-(2-[N-propyl-N-alkyl-(or alkylaryl-) amino]ethyl)-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D-2 receptor using [H-3]sulpiride or [H-3]spiperone as radioligands. Six analogues displayed D-2 agonist activities comparable (K-i = 450650 nM) to Ropinirole or SK&F 101468. The functionalized amino side chain introduced in the 4-position can be used to modulate the lipophilicity of the analogues without significantly affecting D-2 activity.

  DOI：

  10.1016/0223-5234(96)88317-6

文献信息

• Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists
  作者：A Namil、M Benoit-Guyod、G Leclerc

  DOI：10.1016/0223-5234(96)88317-6

  日期：1995.1

  A set of fourteen 4-(2-[N-propyl-N-alkyl-(or alkylaryl-) amino]ethyl)-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D-2 receptor using [H-3]sulpiride or [H-3]spiperone as radioligands. Six analogues displayed D-2 agonist activities comparable (K-i = 450650 nM) to Ropinirole or SK&F 101468. The functionalized amino side chain introduced in the 4-position can be used to modulate the lipophilicity of the analogues without significantly affecting D-2 activity.