3-(5-oxo-2-sulfanylideneimidazolidin-4-ylidene)-1H-indol-2-one

• 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: 3-(5-oxo-2-sulfanylideneimidazolidin-4-ylidene)-1H-indol-2-one
• 化学式: C₁₁H₇N₃O₂S
• mdl: MFCD00659784
• 分子量: 245.261
• InChiKey: FLGULZIWPBCRTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.23
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-硫代乙内酰脲 、 靛红 在 sodium acetate 、 溶剂黄146 作用下， 以44%的产率得到3-(5-oxo-2-sulfanylideneimidazolidin-4-ylidene)-1H-indol-2-one
  参考文献：
  名称：

  Étude de dérivés 5-arylidène-2-thiohydantoïnes à potentialité immunomodulatrice et anticancéreuse

  摘要：

  Various 5-arylidene-2-thiohydantoins, N3-substituted and/or S-substituted or not, were synthesized by aldolisation-crotonisation reaction from aromatic aldehydes or cyclic ketones and 2-thiohydantoins. These products, largely original, prepared as potentially active on chronic inflammatory diseases involving cellular-mediated immunity, display immunosuppressive activity which, however, remains clearly lower than ciclosporine's one. Searched in a few cases, anticancer activity is not obviously detected for any of tested products.

  DOI：

  10.1016/0223-5234(92)90140-v

文献信息

• “In Water”: Organocatalyzed Diastereoselective Multicomponent Reactions toward 2-Azapyrrolizidine Alkaloid Scaffolds
  作者：Balakrishnan Rajarathinam、Kandhasamy Kumaravel、Gnanasambandam Vasuki

  DOI：10.1021/acscombsci.7b00038

  日期：2017.7.10

  Synthesis of the 2-aza analogues of pyrrolizidine and spirooxindole-2-azapyrrolizidine hybrid, a spiro-tetracyclic scaffold possessing multiple contiguous stereocenters, by an exclusive regio-, chemo-, and diastereoselective multicomponent reaction in water is reported. This logical and didactical tactic has integrated the principles of an ideal organic synthesis, privileged substructure-based diversity-oriented

  据报道，通过在水中的区域，化学和非对映选择性的独家反应，合成了具有多个连续立体中心的螺-四环骨架的吡咯并立吲哚和螺环吲哚-2-氮杂吡咯并氮杂的2-氮杂类似物。这种逻辑和教学策略整合了理想的有机合成，基于特权子结构的面向多样性的合成和面向生物学的合成的原理，以访问杂合杂环支架。
• Isatin derivatives with activity against apoptosis-resistant cancer cells
  作者：Nikolai M. Evdokimov、Igor V. Magedov、Dominic McBrayer、Alexander Kornienko

  DOI：10.1016/j.bmcl.2016.02.015

  日期：2016.3

  In a search of small molecules active against apoptosis-resistant cancer cells, a series of isatin-based heterocyclic compounds were synthesized and found to inhibit proliferation of cancer cell lines resistant to apoptosis. The synthesis of these compounds involved a condensation of commercially available, active methylene heterocycles with isatin proceeding in moderate to excellent yields. The heterocyclic scaffolds prepared in the current investigation appear to be a useful starting point for the development of agents to fight cancers with apoptosis resistance, and thus, associated with dismal prognoses. (C) 2016 Elsevier Ltd. All rights reserved.