1-(3-oxobutyl)pyrrolidine-2,5-dione | 77356-07-1

• 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: 1-(3-oxobutyl)pyrrolidine-2,5-dione
• 英文别名: 1-(3-Oxobutyl)-2,5-pyrrolidindion；1-N-succinimidobutan-3-one；N-(3-oxo-butyl)-succinimide；N-(3-Oxo-butyl)-succinimid
• CAS: 77356-07-1
• 化学式: C₈H₁₁NO₃
• mdl: MFCD18839969
• 分子量: 169.18
• InChiKey: YLRJTRKQFQBFAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-oxobutyl)pyrrolidine-2,5-dione 在 四乙基对甲苯磺酸铵 作用下， 以 叔丁醇 为溶剂， 以40%的产率得到7,8-Dihydroxy-7-methyl-1,2,5,6-tetrahydropyrrolizin-3-one
  参考文献：
  名称：

  脂族环状酰亚胺与酮电还原分子内偶合和ö -methyloximes

  摘要：

  脂肪环酰亚胺与酮在异丙醇中的电还原分子内偶联产生五元和六元环化产物。类似地，脂族环状酰亚胺与O-甲基肟的电还原分子内偶联提供了五元，六元和七元环化产物。这些反应提供了合成氮杂双环[nm0]化合物的有用方法。通过用NaB（CN）H 3或Et 3 SiH / BF 3 ·Et 2 O还原，将双环产物立体选择性地转化为相应的脱氧化合物。

  DOI：

  10.1016/j.tetlet.2010.08.081
• 作为产物：
  描述：

  N-(3-chlorobut-2-enyl)succinimide 在 硫酸 作用下， 反应 0.03h， 以56%的产率得到1-(3-oxobutyl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  Lochead, Alistair W.; Proctor, George R.; Caton, Michael P. L., Journal of the Chemical Society. Perkin transactions I, 1984, # 11, p. 2477 - 2489

  摘要：

  DOI：

文献信息

• Comparison of the hypolipidemic activity of cyclic vs. acyclic imides
  作者：P. Josee Voorstad、J. M. Chapman、G. H. Cocolas、S. D. Wyrick、Iris H. Hall

  DOI：10.1021/jm00379a003

  日期：1985.1

  cyclic and acyclic imides were examined for hypolipidemic activity in mice after dosing for 16 days at a dose of 20 mg/kg per day. The hypolipidemic activity of the unsubstituted, N-butyl, N-3-oxobutyl, and N-2-carboxyethyl derivatives of diacetimide and succinimide were compared as well as the unsubstituted and N-substituted dibenzimide and diphenimide. It was shown that an imide functionality incorporated

  以每天20 mg / kg的剂量给药16天后，检查了两个系列的氮取代的环状和非环状酰亚胺在小鼠中的降血脂活性。比较了二乙酰亚胺和琥珀酰亚胺的未取代的，N-丁基，N-3-氧丁基和N-2-羧乙基衍生物的降血脂活性，以及​​未取代的和N-取代的二苯并亚胺和二苯酰亚胺。已经表明，并入环中的酰亚胺官能团对于降胆固醇活性不是必需的。在一系列无环和环状酰亚胺中均观察到良好的降胆固醇活性。但是，环状亚氨基结构是良好的降甘油三酸酯活性的必要条件。当将环状酰亚胺与其各自的非环状同类物进行比较时，注意到甘油三酸酯的活性降低。
• [EN] CARRIER-LINKED PROSTANOID PRODRUGS<br/>[FR] PROMÉDICAMENTS PROSTANOÏDES LIÉS À UN SUPPORT
  申请人：ASCENDIS PHARMA AS

  公开号：WO2014086961A1

  公开（公告）日：2014-06-12

  The present invention relates to carrier-linked prostanoid prodrugs of formula (I) Z1 -(X0 - L0 - PG0)y (I), wherein Z1, X0, L0, PG0 and y have the meaning as indicated in the description and claims; pharmaceutically acceptable salts thereof and pharmaceutical compositions comprising the same. It further relates to their use as medicaments, especially for treating, controlling, delaying or preventing pulmonary arterial hypertension.

  本发明涉及式(I)的载体连结前列腺素前药，其中Z1，X0，L0，PG0和y的含义如说明和权利要求中所示；其药学上可接受的盐和包含它们的制药组合物。它还涉及它们作为药物的用途，特别是用于治疗、控制、延迟或预防肺动脉高压。
• Activating Imides with Triflic Acid: A General Intramolecular Aldol Condensation Strategy Toward Indolizidine, Quinolizidine, and Valmerin Alkaloids
  作者：Yovanny Quevedo-Acosta、Igor D. Jurberg、Diego Gamba-Sánchez

  DOI：10.1021/acs.orglett.9b04199

  日期：2020.1.3

  A simple, inexpensive, step economic, and highly modular synthetic strategy to access izidine alkaloids is described. The key step is a TfOH-promoted intramolecular aldol condensation between enol and cyclic imide moieties. This cyclization strategy can be employed within an aza-Robinson annulation framework and represents a general tool to build fused bicyclic amines. To illustrate the power of this

  描述了一种简单、廉价、步骤经济且高度模块化的合成策略来获取齐嗪生物碱。关键步骤是 TfOH 促进烯醇和环状酰亚胺部分之间的分子内羟醛缩合。这种环化策略可以在氮杂罗宾逊环化框架内采用，并且代表了构建稠合双环胺的通用工具。为了说明该方法的功效，我们描述了 (±)-coniceine、(±)-quinolizidine、(±)-tashiromine、(±)-epilupinine 和 (±)-valmerins 核心的制备。
• Novel property effecting and/or property exhibiting compositions for therapeutic and diagnostic use
  申请人：ENZO THERAPEUTICS, INC.

  公开号：EP2042606A1

  公开（公告）日：2009-04-01

  The present invention provides an array of compositions useful for effecting and/or exhibiting changes in biological functioning and processing within cells and in biological systems containing such cells. In effect, these compositions combine chemical modifications and/or ligand additions with biological functions. The chemical modifications and/or ligand additions provide additional characteristics to the compositions without interfering substantially with their biological function. Such additional characteristics include nuclease resistance, targeting specific cells or specific cell receptors localizing to specific sites within cells and augmenting interactions between the compositions and target cells of interest as well as decreasing such interactions when desired. Also provided by the present invention are processes and kits.

  本发明提供了一系列组合物，可用于影响和/或显示细胞内和含有此类细胞的生物系统中生物功能和处理过程的变化。实际上，这些组合物将化学修饰和/或配体添加与生物功能相结合。化学修饰和/或配体添加为组合物提供了额外的特性，而不会对其生物功能造成实质性干扰。这些附加特性包括抗核酸酶、靶向特定细胞或定位到细胞内特定位点的特定细胞受体、增强组合物与相关靶细胞之间的相互作用，以及在需要时减少这种相互作用。本发明还提供了工艺和试剂盒。
• Poly(N-vinylimidazole) as an efficient and recyclable catalyst of the aza-Michael reaction in water
  作者：I. P. Beletskaya、E. A. Tarasenko、A. R. Khokhlov、V. S. Tyurin

  DOI：10.1134/s1070428010040019

  日期：2010.4

  Poly(N-vinylimidazole) effectively catalyzed Michael addition of 1H-1,2,4-triazole, 3,5-dimethyl-1H-1,2,4-triazole, uracil, oxazolidin-2-one, and succinimide to but-3-en-2-one, cyclohex-2-en-1-one, methyl acrylate, and methyl vinyl sulfone in water at room temperature. The catalyst can readily be regenerated and repeatedly used at least five times without loss in activity, as shown in the reaction of 1H-1,2,4-triazole with but-3-en-2-one as an example.