(1,3-二氧代八氢异吲哚-2-基)-乙酸 | 138220-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: (1,3-二氧代八氢异吲哚-2-基)-乙酸
• 英文名称: 2-(1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl)acetic acid
• 英文别名: 2-(1,3-dioxooctahydroisoindol-2-yl)acetic acid；(1,3-Dioxo-octahydro-isoindol-2-yl)-acetic acid
• CAS: 138220-90-3
• 化学式: C₁₀H₁₃NO₄
• mdl: MFCD01162828
• 分子量: 211.218
• InChiKey: ZAXZNEUSTGLDHU-UHFFFAOYSA-N

物化性质

• 熔点：
  89.0-90.0 °C(Solv: toluene (108-88-3))
• 沸点：
  473.6±28.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  (1,3-二氧代八氢异吲哚-2-基)-乙酸 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 2-{2-[4-(4-chlorophenyl)piperazin-1-yl]-2-oxoethyl}-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione
  参考文献：
  名称：

  Synthesis and anticonvulsant properties of new acetamide derivatives of phthalimide, and its saturated cyclohexane and norbornene analogs

  摘要：

  The synthesis and anticonvulsant properties of new piperazine or morpholine acetamides derived from 2-(1,3-dioxoisoindolin-2-yl)-, 2-(1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl-) and (3,5-dioxo-4-azatricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-acetic acid were described. Initial anticonvulsant screening was performed using maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) seizures tests. The neurotoxicity was determined applying the minimal motor impairment rotarod test. The in vivo results revealed that numerous compounds were effective in the MES screen. The most active was 2-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethy}isoindoline-1,3-dione (12) that revealed protection in the electrically induced seizures at a dose of 30 mg/kg and 100 mg/kg 0.5 h and 4 h after i.p. administration in mice respectively. This molecule given orally in rats at a dose of 30 mg/kg was more potent than reference anticonvulsant - phenytoin. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.043
• 作为产物：
  描述：

  聚甘氨酸 、 六氢苯酐 以 水 为溶剂， 以63%的产率得到(1,3-二氧代八氢异吲哚-2-基)-乙酸
  参考文献：
  名称：

  Synthesis and anticonvulsant properties of new acetamide derivatives of phthalimide, and its saturated cyclohexane and norbornene analogs

  摘要：

  The synthesis and anticonvulsant properties of new piperazine or morpholine acetamides derived from 2-(1,3-dioxoisoindolin-2-yl)-, 2-(1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl-) and (3,5-dioxo-4-azatricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-acetic acid were described. Initial anticonvulsant screening was performed using maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) seizures tests. The neurotoxicity was determined applying the minimal motor impairment rotarod test. The in vivo results revealed that numerous compounds were effective in the MES screen. The most active was 2-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethy}isoindoline-1,3-dione (12) that revealed protection in the electrically induced seizures at a dose of 30 mg/kg and 100 mg/kg 0.5 h and 4 h after i.p. administration in mice respectively. This molecule given orally in rats at a dose of 30 mg/kg was more potent than reference anticonvulsant - phenytoin. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.043

文献信息

• COMPOUNDS FOR THE INHIBITION OF CYCLOPHILINS AND USES THEREOF
  申请人：Merck Patent GmbH

  公开号：US20170283427A1

  公开（公告）日：2017-10-05

  The present invention relates to compounds, and pharmaceutically acceptable compositions thereof, useful as inhibitors of cyclophilins, and for the treatment of cyclophilin-related disorders.

  本发明涉及化合物及其药用可接受的组合物，用作环肽酶的抑制剂，并用于治疗与环肽酶相关的疾病。
• Heterocyclic amides having HLE inhibiting activity
  申请人：ZENECA LIMITED

  公开号：EP0509769A2

  公开（公告）日：1992-10-21

  The present invention relates to certain novel heterocyclic amides which are 1-pyridylacetamide compounds of formula I, set out herein, which are inhibitors of human leukocyte elastase (HLE), also known as human neutrophil elastase (HNE), making them useful whenever such inhibition is desired, such as for research tools in pharmacological, diagnostic and related studies and in the treatment of diseases in mammals in which HLE is implicated. The invention also includes intermediates useful in the synthesis of these heterocyclic amides, processes for preparing the heterocyclic amides, pharmaceutical compositions containing such heterocyclic amides and methods for their use.

  本发明涉及某些新型杂环酰胺，它们是式I的1-吡啶基乙酰胺化合物，载于本发明中，它们是人白细胞弹性蛋白酶（HLE），也称为人中性粒细胞弹性蛋白酶（HNE）的抑制剂，使得它们在任何需要这种抑制的情况下都有用，例如在药理学、诊断学和相关研究中用作研究工具，以及在治疗哺乳动物中涉及HLE的疾病时。本发明还包括用于合成这些杂环酰胺的中间体、制备杂环酰胺的工艺、含有这些杂环酰胺的药物组合物及其使用方法。
• US3940419A
  申请人：——

  公开号：US3940419A

  公开（公告）日：1976-02-24
• US3968217A
  申请人：——

  公开号：US3968217A

  公开（公告）日：1976-07-06
• US4017299A
  申请人：——

  公开号：US4017299A

  公开（公告）日：1977-04-12