NNZ-2591 | 847952-38-9

• 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: NNZ-2591
• 英文别名: (8aR)-allyl-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione；(8aS)-allyl-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione；Pyrrolo(1,2-a)pyrazine-1,4-dione, hexahydro-8a-(2-propenyl)-, (8aR)-；(8aR)-8a-prop-2-enyl-3,6,7,8-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione
• CAS: 847952-38-9
• 化学式: C₁₀H₁₄N₂O₂
• 分子量: 194.233
• InChiKey: WVKCGUOWPZAROG-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

制备方法与用途

NNZ 2591是一种合成环甘氨酸脯氨酸(cGP)小肽类似物，表现出良好的口服活性并能穿过血脑屏障。研究表明，NNZ 2591在缺血性脑损伤后具有神经保护作用，并能够改善帕金森病大鼠模型的运动功能。此外，NNZ 2591还展现出研究缺血性脑损伤的潜力。[1][2]

反应信息

• 作为产物：
  描述：

  methyl N-tert-butyloxycarbonyl-glycyl-L-2-allylprolinate 在 三氟乙酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以37%的产率得到NNZ-2591
  参考文献：
  名称：

  WO2008/63311

  摘要：

  公开号：

文献信息

• Cyclic G-2AllylProline in treatment of Parkinson's disease
  申请人：Brimble Anne Margaret

  公开号：US20060258663A1

  公开（公告）日：2006-11-16

  Embodiments of this invention provide methods for thereapeutic use of cyclic G-2-Allyl Proline to treat disorders of dopaminergic neurons, including Parkinson's disease. Cyclic G-2Allyl P is neuroprotective and has utility as a therapeutic agent for treatment of diseases and other conditions characterised by degeneration and/or death of dopaminergic neurons and the adverse symptoms of such degeneration and/or death. Such symptoms include loss of cognition and motor function. Compounds are also useful for manufacture of medicaments including tablets, capsules and injectable solutions that are useful for treatment of such conditions.

  本发明的实施例提供了使用环状G-2-Allyl脯氨酸进行治疗性应用的方法，以治疗多巴胺能神经元失调，包括帕金森病。环状G-2-Allyl P具有神经保护作用，并具有作为治疗剂治疗由多巴胺能神经元退化和/或死亡以及此类退化和/或死亡的不良症状所特征的疾病和其他病情的效用。此类症状包括认知和运动功能的丧失。该化合物还可用于制造药物，包括片剂、胶囊和注射液，可用于治疗此类疾病。
• Cyclic Glycyl-2-Allyl Proline Improves Cognitive Performance in Impaired Animals
  申请人：Bickerdike Mike John

  公开号：US20090263334A1

  公开（公告）日：2009-10-22

  Embodiments of this invention provide methods for therapeutic use of cyclic G-2-Allyl Proline to treat cognitive disorders as well as manufacture of medicaments including tablets, capsules, injectable solutions that are useful for treatment of such conditions.

  本发明实施例提供了使用环状G-2-烯丙基脯氨酸进行治疗认知障碍的方法，以及制造包括片剂、胶囊、注射溶液等药物的方法，这些药物对于治疗此类疾病非常有用。
• Neuroprotective bicyclic compouds and methods for their use
  申请人：Brimble Margaret

  公开号：US20070197511A1

  公开（公告）日：2007-08-23

  Embodiments of this invention provide novel cyclic compounds structurally related to diketopiperazines and methods for their therapeutic use. Such compounds are neuroprotective and have utility as therapeutic agents for treatment of diseases, injuries and other conditions characterised by neuronal degeneration and/or death. Compounds are also useful for manufacture of medicaments useful for treatment of such conditions.

  本发明的实施例提供了与二酮哌啶有结构关系的新型环状化合物及其治疗用途的方法。这些化合物具有神经保护作用，并可作为治疗神经退行性和/或死亡等疾病、损伤和其他病况的治疗剂。这些化合物还可用于制造治疗此类疾病的药物。
• CYCLIC GLYCYL-2-ALLYL PROLINE AND ITS USE IN TREATMENT OF PERIPHERAL NEUROPATHY
  申请人：Bickerdike Mike John

  公开号：US20110052531A1

  公开（公告）日：2011-03-03

  Embodiments of this invention provide methods for therapeutic use of cyclic G-2-allylProline (cG-2-allylP) to treat peripheral neuropathies, including toxin-induced peripheral neuropathy and diabetic as well as manufacture of medicaments including tablets, capsules, and other orally active compositions containing cG-2-allylP, as well as injectable solutions that are useful for treatment of such conditions.

  本发明的实施例提供了治疗周围神经病变的方法，包括毒素诱导的周围神经病变和糖尿病性神经病变，以及制造包含cG-2-allylP的药物，包括片剂、胶囊和其他口服制剂，以及可注射的溶液，可用于治疗此类疾病。
• CYCLIC GLYCYL-2-ALLYL PROLINE IMPROVES COGNITIVE PERFORMANCE IN IMPAIRED ANIMALS
  申请人：Bickerdike Michael John

  公开号：US20110201614A1

  公开（公告）日：2011-08-18

  Embodiments of this invention provide methods for therapeutic use of cyclic G-2-Allyl Proline to treat cognitive disorders as well as manufacture of medicaments including tablets, capsules, injectable solutions that are useful for treatment of such conditions.

  本发明实施例提供使用环状G-2-烯丙基脯氨酸进行治疗认知障碍的方法，以及制造包括片剂、胶囊、注射溶液等药物，用于治疗此类疾病。