5-(2,3-dichlorobenzylidene)-4-hydroxy-1,5-dihydropyrrol-2-one | 220069-76-1

• 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: 5-(2,3-dichlorobenzylidene)-4-hydroxy-1,5-dihydropyrrol-2-one
• 英文别名: (5Z)-5-[(2,3-dichlorophenyl)methylidene]-4-hydroxypyrrol-2-one
• CAS: 220069-76-1
• 化学式: C₁₁H₇Cl₂NO₂
• 分子量: 256.088
• InChiKey: ATPAGQPMXQEFEK-YWEYNIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(2,3-dichlorobenzylidene)-4-hydroxy-1,5-dihydropyrrol-2-one 在 rhodium(II) acetate dimer 对甲苯磺酰叠氮 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 3.17h， 生成 5-[1-(2,3-Dichloro-phenyl)-meth-(Z)-ylidene]-4-hydroxy-3-(4-methoxy-phenyl)-1,5-dihydro-pyrrol-2-one
  参考文献：
  名称：

  5-Arylidene-3-aryl-pyrrolidine-2,4-diones with Affinity to theN-Methyl-D-aspartate (Glycine Site) Receptor, Part I

  摘要：

  A series of new 5-arylidene 3-aryl-pyrrolidine-2,4-diones has been prepared. Their binding affinity toward the N-methyl-D-aspartate (glycine site) receptor has been measured as a basis for more derailed structure-activity relationship studies.

  DOI：

  10.1002/(sici)1521-4184(199812)331:12<389::aid-ardp389>3.0.co;2-w
• 作为产物：
  描述：

  5-[1-(2,3-Dichloro-phenyl)-meth-(Z)-ylidene]-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester 在 水 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以88%的产率得到5-(2,3-dichlorobenzylidene)-4-hydroxy-1,5-dihydropyrrol-2-one
  参考文献：
  名称：

  5-Arylidene-3-aryl-pyrrolidine-2,4-diones with Affinity to theN-Methyl-D-aspartate (Glycine Site) Receptor, Part I

  摘要：

  A series of new 5-arylidene 3-aryl-pyrrolidine-2,4-diones has been prepared. Their binding affinity toward the N-methyl-D-aspartate (glycine site) receptor has been measured as a basis for more derailed structure-activity relationship studies.

  DOI：

  10.1002/(sici)1521-4184(199812)331:12<389::aid-ardp389>3.0.co;2-w

文献信息

• Substituted pyrrolidine-2,3,4-trione 3-oxime deerivatives which are active as NMDA receptor antagonists
  申请人：——

  公开号：US20030027852A1

  公开（公告）日：2003-02-06

  Novel substituted pyrrolidine-2,3,4-trione compounds of formula I 1 and methods for preparing the compounds. Also disclosed are pharmarceutical compositions comprising the compounds and methods of using the compounds for treating pain, anxiety and various other diseases or conditions.

  本发明涉及一种代替的吡咯烷-2，3，4-三酮化合物（式I1），以及制备该化合物的方法。本发明还公开了包含该化合物的药物组合物，并公开了使用该化合物治疗疼痛、焦虑和其他各种疾病或病症的方法。
• 5-Arylidene-pyrrolidine-2,3,4-trione 3-Oximes as NMDA Receptor Antagonists
  作者：Hermann Poschenrieder、Georg Höfner、Hans-Dietrich Stachel

  DOI：10.1002/(sici)1521-4184(19999)332:9<309::aid-ardp309>3.0.co;2-n

  日期：1999.9

  A series of oximes deriving from 5-arylidene-pyrrolidine-2,3,4-triones and pyridine-2,3,4-triones has been prepared. The presence of the tautomeric nitrosoenol was proven in solutions of alpha-ketooxime 7a. The binding affinity of the new oximes toward the N-methyl-D-aspartate (glycine site) receptor has been measured as a basis for more detailed structure-activity relationship studies. Oxime 13b showed the highest binding potency acting as glycine antagonist in nanomolar concentration.
• SUBSTITUIERTE PYRROLIDIN-2,3,4-TRION-DERIVATE WIRKSAM ALS NMDA-REZEPTOR-ANTAGONISTEN
  申请人：Grünenthal GmbH

  公开号：EP1200400B1

  公开（公告）日：2004-09-29
• SUBSTITUIERTE PYRROLIDIN-2,3,4-TRION-3-OXIM-DERIVATE WIRKSAM ALS NMDA-REZEPTOR-ANTAGONISTEN
  申请人：Grünenthal GmbH

  公开号：EP1200400A1

  公开（公告）日：2002-05-02
• US6716872B2
  申请人：——

  公开号：US6716872B2

  公开（公告）日：2004-04-06