1-Methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester | 76453-32-2

• 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: 1-Methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester
• 英文别名: Methyl 1-methyl-2-oxo-4-imidazolidinecarboxylate；methyl 1-methyl-2-oxoimidazolidine-4-carboxylate
• CAS: 76453-32-2
• 化学式: C₆H₁₀N₂O₃
• 分子量: 158.157
• InChiKey: FJANCGJMRIFZAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester 在 吡啶 、 sodium tetrahydroborate 、 sodium hydride 、 二甲基亚砜 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 、 potassium iodide 作用下， 以 乙二醇二甲醚 、 乙醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 53.0h， 生成 7-[(R)-5-((E)-(S)-3-Hydroxy-oct-1-enyl)-3-methyl-2-oxo-imidazolidin-1-yl]-heptanoic acid methyl ester
  参考文献：
  名称：

  Saijo, Shigeyoshi; Wada, Masao; Himizu, Jun-ichi, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 5, p. 1459 - 1467

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 3-benzyloxycarbonyl-2-oxo-4-imidazolidinecarboxylate 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 反应 21.0h， 生成 1-Methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Saijo, Shigeyoshi; Wada, Masao; Himizu, Jun-ichi, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 5, p. 1459 - 1467

  摘要：

  DOI：

文献信息

• Imidazolidine Carboxamide Derivatives as P2X7 Modulators
  申请人：Beswick Paul John

  公开号：US20100075968A1

  公开（公告）日：2010-03-25

  The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt thereof: The compounds or salts modulate P2X7 receptor function and are capable of antagonizing the effects of ATP at the P2X7 receptor (P2X7 receptor antagonists). The invention also provides the use of such compounds or salts, or pharmaceutical compositions thereof, in the treatment or prevention of disorders/diseases mediated by the P2X7 receptor, for example pain, inflammation or a neurodegenerative disease, in particular pain such as inflammatory pain, neuropathic pain or visceral pain.

  本发明涉及式（I）的化合物或其药学上可接受的盐：这些化合物或盐可以调节P2X7受体功能，并能拮抗P2X7受体上ATP的效应（P2X7受体拮抗剂）。本发明还提供了这些化合物或盐的使用，或其制成的药物组合物，在治疗或预防由P2X7受体介导的疾病/疾病中，例如疼痛，炎症或神经退行性疾病，特别是疼痛，例如炎症性疼痛，神经病理性疼痛或内脏疼痛。
• Imidazolidine carboxamide derivatives as P2X7 modulators
  申请人：Glaxo Group Limited

  公开号：US07932282B2

  公开（公告）日：2011-04-26

  The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt thereof: The compounds or salts modulate P2X7 receptor function and are capable of antagonizing the effects of ATP at the P2X7 receptor (P2X7 receptor antagonists). The invention also provides the use of such compounds or salts, or pharmaceutical compositions thereof, in the treatment or prevention of disorders/diseases mediated by the P2X7 receptor, for example pain, inflammation or a neurodegenerative disease, in particular pain such as inflammatory pain, neuropathic pain or visceral pain.

  本发明涉及式（I）的化合物或其药学上可接受的盐：这些化合物或盐调节P2X7受体功能，并能对抗P2X7受体上ATP的影响（P2X7受体拮抗剂）。本发明还提供了这些化合物或盐的使用，或其制药组合物，在治疗或预防由P2X7受体介导的疾病/疾病中，例如疼痛、炎症或神经退行性疾病，特别是疼痛，如炎性疼痛、神经病理性疼痛或脏器疼痛。
• Stereospecific Amination by Dynamic Kinetic Resolution Utilizing 2-Oxoimidazolidine-4-carboxylate as a Novel Chiral Auxiliary
  作者：Hitoshi Kubota、Akira Kubo、Masami Takahashi、Ryo Shimizu、Tadamasa Da-te、Kimio Okamura、Ken-ichi Nunami

  DOI：10.1021/jo00126a029

  日期：1995.10

  A novel type of stereospecific amination by dynamic kinetic resolution using (4S)-2-oxoimidazolidine-4-carboxylate (1) as a chiral auxiliary was developed. A reaction of a diastereomeric mixture of (4S)-3-[(2RS)-2-bromoacyl]-2-oxoimidazolidine-4-carboxylates 4 with an amine in the presence of a base in HMPA predominantly afforded (4S)-3-[(2R)-2-(alkylamino)acyl]-2-oxoimidazolidine-4-carboxylates (S,R)-7 in good yields. The reaction proceeded by stereospecific S(N)2 type amination incorporated with rapid interconversion between the substrates (S,S)-4 and (S,R)-4. Mechanistic study suggested that the unique stereoselectivity was induced through the interaction between an amine and the ester group of (S,S)-4 in the transition state. The chiral auxiliary was easily removed with alkoxide anion to afford the alpha-amino acid synthon in good yields.
• IMIDAZOLIDINE CARBOXAMIDE DERIVATIVES AS P2X7 MODULATORS
  申请人：Glaxo Group Limited

  公开号：EP2142512A2

  公开（公告）日：2010-01-13
• US7932282B2
  申请人：——

  公开号：US7932282B2

  公开（公告）日：2011-04-26