2-Benzylhexahydropyrrolo<1,2-a>pyrazin-6(2H)-one | 141856-04-4

• 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: 2-Benzylhexahydropyrrolo<1,2-a>pyrazin-6(2H)-one
• 英文别名: (+/-)-4-benzyl-1,4-diazabicyclo[4.3.0]nonan-9-one；2-Benzyl-1,3,4,7,8,8a-hexahydropyrrolo[1,2-a]pyrazin-6-one
• CAS: 141856-04-4
• 化学式: C₁₄H₁₈N₂O
• 分子量: 230.31
• InChiKey: UFYDCFOCUPIKCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-苄基乙二胺 在 盐酸 、 sodium cyanoborohydride 、 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 6.0h， 生成 2-Benzylhexahydropyrrolo<1,2-a>pyrazin-6(2H)-one
  参考文献：
  名称：

  Branden, Stefan Van den; Compernolle, Frans; Hoornaert, Georges J., Journal of the Chemical Society. Perkin transactions I, 1992, # 8, p. 1035 - 1042

  摘要：

  DOI：

文献信息

• Design, Synthesis, and Preliminary Pharmacological Evaluation of 1,4-Diazabicyclo[4.3.0]nonan-9-ones as a New Class of Highly Potent Nootropic Agents
  作者：Dina Manetti、Carla Ghelardini、Alessandro Bartolini、Cristina Bellucci、Silvia Dei、Nicoletta Galeotti、Fulvio Gualtieri、Maria Novella Romanelli、Serena Scapecchi、Elisabetta Teodori

  DOI：10.1021/jm991170t

  日期：2000.5.1

  4-substituted 1,4-diazabicyclo[4.3.0]nonan-9-ones have been synthesized and tested in vivo on mouse passive avoidance test, to evaluate their nootropic activity. The results show that they represent a new class of nootropic drugs with a pharmacological profile very similar to that of piracetam, showing much higher potency with respect to the reference. Among the compounds studied, 7 (DM 232) shows outstanding

  已经合成了几种4-取代的1,4-二氮杂双环[4.3.0] nonan-9-one，并在小鼠被动回避测试中进行了体内测试，以评估其促智活性。结果表明，它们代表了一类新型促智药物，其药理学特性与吡乙酰胺非常相似，相对于参考文献显示出更高的功效。在研究的化合物中，有7种（DM 232）具有出色的效力，在0. 001 mg kg（-1）sc剂量下具有活性。
• NITROGEN-CONTAINING BYCYCLIC COMPOUNDS ACTIVE ON CHRONIC PAIN CONDITIONS
  申请人：Ghelardini Carla

  公开号：US20110015200A1

  公开（公告）日：2011-01-20

  The invention refers to compounds of general formula (I) wherein the R groups are, independently, H, C 1-6 alkyl, aryl, CF 3 ; Y is CH 2 , C═O; X is bond, C═O, SO 2 , or C═N—CN; m is 0, 1; n is 0, 1; A is a heterocycle, or a phenyl group optionally substituted as defined in the specification. The compounds are active on chronic pain conditions of different origin; they can be administered alone or with other drugs. Most of these compounds are new. The invention include a process to prepare said compounds, and pharmaceutical compositions suitable for their administration to a patient.

  该发明涉及一般式（I）的化合物，其中R基独立地为H，C1-6烷基，芳基，CF3；Y为CH2，C═O；X为键，C═O，SO2或C═N—CN；m为0，1；n为0，1；A为杂环或苯基，可选地取代如说明书所定义。这些化合物对不同起源的慢性疼痛症状具有活性，它们可以单独或与其他药物一起使用。其中大多数化合物都是新的。该发明包括一种制备上述化合物的方法以及适用于其向患者的管理的制药组合物。
• Nitrogen-containing bicyclic compounds active on chronic pain conditions
  申请人：Neurotune AG

  公开号：EP2098526B1

  公开（公告）日：2014-01-15
• US8334286B2
  申请人：——

  公开号：US8334286B2

  公开（公告）日：2012-12-18
• [EN] NITROGEN-CONTAINING BYCYCLIC COMPOUNDS ACTIVE ON CHRONIC PAIN CONDITIONS<br/>[FR] COMPOSÉS BICYCLIQUES CONTENANT DE L'AZOTE AGISSANT SUR LES ÉTATS DE DOULEUR CHRONIQUE
  申请人：NEUROTUNE AG

  公开号：WO2009103176A1

  公开（公告）日：2009-08-27

  The invention refers to compounds of general formula (I) wherein the R groups are, independently, H, C1-6alkyl, aryl, CF3; Y is CH2, C=O; X is bond, C=O, SO2, or C=N-CN; m is 0, 1; n is 0, 1; A is a heterocycle, or a phenyl group optionally substituted as defined in the specification. The compounds are active on chronic pain conditions of different origin; they can be administered alone or with other drugs. Most of these compounds are new. The invention include a process to prepare said compounds, and pharmaceutical compositions suitable for their administration to a patient.