ethyl 2-(cyanomethylthio)acetate | 56795-98-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: ethyl 2-(cyanomethylthio)acetate
• 英文别名: Ethyl-cyanomethylthio-acetat；Ethyl-cyanomethylthioacetat；Ethyl [(cyanomethyl)sulfanyl]acetate；ethyl 2-(cyanomethylsulfanyl)acetate
• CAS: 56795-98-3
• 化学式: C₆H₉NO₂S
• mdl: MFCD00045629
• 分子量: 159.209
• InChiKey: AKLQNZNINGMXBC-UHFFFAOYSA-N

物化性质

• 沸点：
  243.3±25.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(cyanomethylthio)acetate 在 sodium ethanolate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 Ethyl 5-cyano-3,4-bis(2-methoxyethoxymethoxy)thiophene-2-carboxylate
  参考文献：
  名称：

  Synthesis of a dihydroxythiophene analogue of catechosporines

  摘要：

  A vinylogous cephalosporine bearing a dihydroxythiophene moiety as a potential catechol surrogate has been synthesised (I-e-beta). Even if the anti staphylococcus spectrum displayed by this compound is of interest, its activity against Pseudomonas species, expected for such a structure, remains disappointing. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00697-6
• 作为产物：
  描述：

  Ethyl 2-(2-amino-2-oxoethyl)sulfanylacetate 、 五氯化磷 生成 ethyl 2-(cyanomethylthio)acetate
  参考文献：
  名称：

  NAJTO, KEHNDZI;MORITA, TADASI;KANEHDA, MUNEHKADZU

  摘要：

  DOI：

文献信息

• Synthesis and Biological Activity of Analogues of the Antidiabetic/Antiobesity Agent 3-Guanidinopropionic Acid:  Discovery of a Novel Aminoguanidinoacetic Acid Antidiabetic Agent
  作者：Scott D. Larsen、Mark A. Connell、Michele M. Cudahy、Bruce R. Evans、Paul D. May、Martin D. Meglasson、Theresa J. O'Sullivan、Heinrich J. Schostarez、John C. Sih、F. Craig Stevens、Steven P. Tanis、Christopher M. Tegley、John A. Tucker、Valerie A. Vaillancourt、Thomas J. Vidmar、William Watt、Jen H. Yu

  DOI：10.1021/jm000095f

  日期：2001.4.1

  metabolism, an analogue program was undertaken to explore the effects of various structural modifications, including homologation, simple substitution, single atom mutations, and bioisosteric replacements for the guanidine and carboxylic acid. Overall, the scope of activity encompassed by the set of new analogues proved to be exceedingly narrow. Notable exceptions demonstrating equivalent or improved antidiabetic

  在非胰岛素依赖型糖尿病（NIDDM）的动物模型中，已证明3-胍基丙酸（1，PNU-10483）既可以改善胰岛素敏感性，又可以选择性地促进脂肪组织的体重减轻。然而，1也已被证明是肌酸转运蛋白和肌酸激酶的底物，导致肌肉组织中显着的积累，是相应的N-磷酸4。类似于新陈代谢，进行了一个模拟程序来探索各种结构修饰的作用，包括同源性，简单取代，单原子突变以及胍和羧酸的生物等位取代。总体，这套新的类似物所涵盖的活动范围非常狭窄。可以证明等效或改善的抗糖尿病活性的显着例外包括α-氨基衍生物29，氨基吡啶47，异硫脲67和氨基胍69。基于其优越的治疗率，选择了氨基胍69用于临床前开发，并成为第二阶段的基础模拟工作。此外，体外研究表明，与前导1相比，肌酸激酶对磷酸化的敏感性显着降低69，这表明它在肌组织中的蓄积潜力应低于先导1。基于其优越的治疗率，氨基胍69被选择用于临床前开发，并成为第二阶段类似工作的基础。
• TiO2 nanoparticles and Preyssler-type heteropoly acid modified nano-sized TiO2: A facile and efficient catalyst for the selective oxidation of sulfides to sulfones and sulfoxides
  作者：Mohammad Rahimizadeh、Ghadir Rajabzadeh、Seyed-Mola Khatami、Hossein Eshghi、Ali Shiri

  DOI：10.1016/j.molcata.2010.03.011

  日期：2010.5.17

  A new and efficient synthetic method has been developed for the selective conversion of sulfides into their corresponding sulfones and sulfoxides using H2O2 in the presence of neat or Preyssler-type heteropoly acid modified nano-sized TiO2 as catalyst. respectively. The reaction was performed at room temperature with quantitative yields. The catalyst is reusable without significant loss of activity for the next oxidation reaction. (C) 2010 Elsevier B.V. All rights reserved.
• Selective and mild oxidation of sulfides to sulfoxides by H2O2 using DBUH-Br3 as catalyst
  作者：Mehdi Bakavoli、Alireza Motavalizadeh Kakhky、Ali Shiri、Mahdieh Ghabdian、Abolghasem Davoodnia、Hossein Eshghi、Mola Khatami

  DOI：10.1016/j.cclet.2010.01.004

  日期：2010.6

  DBUH-Br-3 catalyzed selective conversion of sulfides to sulfoxides in the presence of H2O2 as oxidizing agent is described. The reaction was performed selectively at room temperature and relatively short reaction times. (C) 2010 Mehdi Bakavoli. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Synthesis, characterization and application of nano-sized Co2CrO4 spinel catalyst for selective oxidation of sulfides to sulfoxides
  作者：Mohammad Yazdanbakhsh、Iman Khosravi、Mahboobeh-Sadat Mashhoori、Mohammad Rahimizadeh、Ali Shiri、Mehdi Bakavoli

  DOI：10.1016/j.materresbull.2011.10.029

  日期：2012.2

  The nano-sized Co2CrO4 spinel was produced for the first time by thermal decomposition of Cr-Co gel prepared by sol-gel method. It was shown that well-crystallized spinel structure is formed after calcination at 450 degrees C. The usual characterizations were performed and the results showed the particle size of the prepared spinel is 9 nm. Moreover, the prepared nano-sized Co2CrO4 spinel was applied in a simple, efficient and recyclable method for selective oxidation of sulfides to their corresponding sulfoxides with aqueous hydrogen peroxide in tert-butanol. (C) 2011 Elsevier Ltd. All rights reserved.
• NAJTO, KEHNDZI;MORITA, TADASI;KANEHDA, MUNEHKADZU
  作者：NAJTO, KEHNDZI、MORITA, TADASI、KANEHDA, MUNEHKADZU

  DOI：——

  日期：——