4-ethyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione | 92736-49-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-ethyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione
• CAS: 92736-49-7
• 化学式: C₅H₈N₂O₂S
• 分子量: 160.197
• InChiKey: GAXSFPVDRLQTCI-UHFFFAOYSA-N

物化性质

• 沸点：
  209.2±23.0 °C(Predicted)
• 密度：
  1.325±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  65.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  以 水 为溶剂， 反应 0.17h， 生成 4-ethyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione
  参考文献：
  名称：

  Slomczynska, Urszula; Barany, George, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 241 - 246

  摘要：

  DOI：

文献信息

• Synthesis and Potential Muscarinic Receptor Binding and Antioxidant Properties of 3-(Thiadiazolyl)pyridine 1-Oxide Compounds
  作者：Ana Martinez、Diana Alonso、Ana Castro、Vicente J. Arán、Ignasi Cardelús、Josep E. Baños、Albert Badia

  DOI：10.1002/(sici)1521-4184(19996)332:6<191::aid-ardp191>3.0.co;2-x

  日期：1999.6

  The synthesis of two different series of 3‐(thiadiazolyl)pyridine 1‐oxides containing 1,2,5‐ and 1,2,4‐thiadiazole moiety respectively is described. The potential muscarinic receptor binding together with the antioxidant properties of the new compounds were evaluated.

  描述了分别含有 1,2,5- 和 1,2,4-噻二唑部分的两种不同系列的 3-（噻二唑基）吡啶 1-氧化物的合成。评估了潜在的毒蕈碱受体结合以及新化合物的抗氧化特性。
• First Non-ATP Competitive Glycogen Synthase Kinase 3 β (GSK-3β) Inhibitors:  Thiadiazolidinones (TDZD) as Potential Drugs for the Treatment of Alzheimer's Disease
  作者：Ana Martinez、Mercedes Alonso、Ana Castro、Concepción Pérez、Francisco J. Moreno

  DOI：10.1021/jm011020u

  日期：2002.3.1

  Glycogen synthase kinase 3beta (GSK-3beta) has a central role in Alzheimer's disease (AD). Selective inhibitors which avoid tau hyperphosphorylation may represent an effective therapeutical approach to the AD pharmacotherapy and other neurodegenerative disorders. Here, we describe the synthesis, biological evaluation, and SAR of the small heterocyclic thiadiazolidinones (TDZD) as the first non-ATP competitive inhibitor of GSK-3beta. Their synthesis is based on the reactivity of sulfenyl chlorides. In GSK-3beta assays, TDZD derivatives showed IC50 values in the micromolar range, whereas in other protein kinases assays they were devoid of any inhibitory activity. SAR studies allowed the identification of the key structural features. Finally, a possible enzymatic binding mode is proposed.
• N-Benzylpiperidine derivatives of 1,2,4-thiadiazolidinone as new acetylcholinesterase inhibitors
  作者：Ana Martinez、Enrique Fernandez、Ana Castro、Santiago Conde、Isabel Rodriguez-Franco、Josep-Eladı́ Baños、Albert Badia

  DOI：10.1016/s0223-5234(00)01166-1

  日期：2000.10

  A new family of 1,2,4-thiadiazolidinone derivatives containing the N-benzylpiperidine fragment has been synthesised. The acetylcholinesterase (AChE) inhibitory activity of all compounds was measured using Ellman's method and some of them turned out to be as potent as tacrine. Furthermore, compound 13 was as active as tacrine in reversing the blockade induced by tubocurarine at rat neuromuscular junction. Additionally, receptor binding studies provided new lead compounds for further development of alpha (2)-adrenergic and sigma-receptor antagonists. Molecular dynamic simulation using X-ray crystal structure of AChE from Torpedo californica was used to explain the possible binding mode of these new compounds. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
• SLOMCZYNSKA, U.;BARANY, G., J. HETEROCYCL. CHEM., 1984, 21, N 1, 241-246
  作者：SLOMCZYNSKA, U.、BARANY, G.

  DOI：——

  日期：——
• Slomczynska, Urszula; Barany, George, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 241 - 246
  作者：Slomczynska, Urszula、Barany, George

  DOI：——

  日期：——