(2S)-1-nonanoylpyrrolidine-2-carboxylic acid | 200954-74-1

• 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: (2S)-1-nonanoylpyrrolidine-2-carboxylic acid
• CAS: 200954-74-1
• 化学式: C₁₄H₂₅NO₃
• mdl: MFCD16377148
• 分子量: 255.357
• InChiKey: NGKMULQQEFQOCM-LBPRGKRZSA-N

物化性质

• 沸点：
  430.5±38.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-1-nonanoylpyrrolidine-2-carboxylic acid 在 N-乙基吗啉 、 氨 、 氯甲酸异丁酯 作用下， 以 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.5h， 生成 N-nonanoyl-L-prolyl-L-tyrosine amide
  参考文献：
  名称：

  Design of N-Acylprolyltyrosine “Tripeptoid” Analogues of Neurotensin as Potential Atypical Antipsychotic Agents

  摘要：

  A series of N-acylprolyltyrosine amides was designed as tripeptoid analogues of neurotensin. The substituted dipeptides were tested in vivo for antidopamine activity by their ability to inhibit the apomorphine-induced climbing in mice and the dopamine-induced extrapolatory behavior impairment in rats. The N-acylprolyltyrosine amides structure-activity relationships have indicated the size of the N-acyl group and the configuration of amino acids that are important for the activity. Pie found that the bioactivity has been increased dramatically when the n-hydrocarbon chain on the N-acyl group was increased from four to five carbon atoms, The activity seems to reside exclusively in the L-Tyr diastereomers. All of the compounds tested were inactive in the cataleptogenic action and did not exhibit the acute toxicity even at doses 500-1000 times higher than ED50 climbing test, On this basis, the N-acylprolyltyrosine amides could potentially be a novel class of atypical antipsychotic agents.

  DOI：

  10.1021/jm970217c
• 作为产物：
  描述：

  壬酰氯 、 L-脯氨酸 生成 (2S)-1-nonanoylpyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Design of N-Acylprolyltyrosine “Tripeptoid” Analogues of Neurotensin as Potential Atypical Antipsychotic Agents

  摘要：

  A series of N-acylprolyltyrosine amides was designed as tripeptoid analogues of neurotensin. The substituted dipeptides were tested in vivo for antidopamine activity by their ability to inhibit the apomorphine-induced climbing in mice and the dopamine-induced extrapolatory behavior impairment in rats. The N-acylprolyltyrosine amides structure-activity relationships have indicated the size of the N-acyl group and the configuration of amino acids that are important for the activity. Pie found that the bioactivity has been increased dramatically when the n-hydrocarbon chain on the N-acyl group was increased from four to five carbon atoms, The activity seems to reside exclusively in the L-Tyr diastereomers. All of the compounds tested were inactive in the cataleptogenic action and did not exhibit the acute toxicity even at doses 500-1000 times higher than ED50 climbing test, On this basis, the N-acylprolyltyrosine amides could potentially be a novel class of atypical antipsychotic agents.

  DOI：

  10.1021/jm970217c

文献信息

• Amine derivatives for the treatment of apoptosis
  申请人：——

  公开号：US20030216427A1

  公开（公告）日：2003-11-20

  The present invention is related to substituted amine derivatives notably for use as pharmaceutically active compounds, as well as to pharmaceutical formulations containing such amine derivatives of formula (I). Said substituted amine derivatives are efficient modulators, in particular inhibitors, of the Bax function and/or activation. The present invention is furthermore related to novel substituted amine derivatives as well as methods of their preparation.

  本发明涉及替代胺衍生物，特别是用作药用活性化合物的替代胺衍生物，以及包含该式（I）的胺衍生物的药物配方。所述替代胺衍生物是Bax功能和/或激活的高效调节剂，特别是抑制剂。本发明还涉及新型替代胺衍生物以及其制备方法。
• AMINE DERIVATIVES FOR THE TREATMENT OF APOPTOSIS
  申请人：Laboratoires Serono SA

  公开号：EP1263730B1

  公开（公告）日：2008-01-09
• US6770656B2
  申请人：——

  公开号：US6770656B2

  公开（公告）日：2004-08-03