N,N'-Di(2-methoxyethyl)thioharnstoff | 1119-13-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫脲类
• 英文名称: N,N'-Di(2-methoxyethyl)thioharnstoff
• 英文别名: N,N'-bis(2-methoxyethyl)thiourea；1,3-bis(2-methoxyethyl)thiourea
• CAS: 1119-13-7
• 化学式: C₇H₁₆N₂O₂S
• mdl: MFCD02757062
• 分子量: 192.282
• InChiKey: WBTKTHOYLAMNGN-UHFFFAOYSA-N

物化性质

• 沸点：
  259.7±50.0 °C(Predicted)
• 密度：
  1.071±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N'-Di(2-methoxyethyl)thioharnstoff 在 dipotassium peroxodisulfate 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 以83.5%的产率得到2-甲氧基乙胺
  参考文献：
  名称：

  一种2-甲氧基乙胺的制备方法

  摘要：

  本发明涉及有机合成化工技术领域内的一种2‑甲氧基乙胺的制备方法，其以N,N'‑双(2‑甲氧基乙基)硫脲为起始原料，溶于溶剂中，在氧化剂的参与下，经氧化反应制备2‑甲氧基乙胺。本发明提供的路线步骤简短，条件温和，产品收率高，为2‑甲氧基乙胺的制备提供了一种通用的新方法。

  公开号：

  CN112759525A
• 作为产物：
  描述：

  2-甲氧基乙胺 、 异硫氰酸2-甲氧基乙酯 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N,N'-Di(2-methoxyethyl)thioharnstoff
  参考文献：
  名称：

  Discovery, synthesis and SAR analysis of novel selective small molecule S1P4-R agonists based on a (2Z,5Z)-5-((pyrrol-3-yl)methylene)-3-alkyl-2-(alkylimino)thiazolidin-4-one chemotype

  摘要：

  High affinity and selective S1P(4) receptor (S1P(4)-R) small molecule agonists may be important proof-of-principle tools used to clarify the receptor biological function and effects to assess the therapeutic potential of the S1P4-R in diverse disease areas including treatment of viral infections and thrombocytopenia. A high-throughput screening campaign of the Molecular Libraries-Small Molecule Repository was carried out by our laboratories and identified (2Z,5Z)-5-((1-(2-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)methylene)-3-methyl-2-(methylimino) thiazolidin-4-one as a promising S1P(4)-R agonist hit distinct from literature S1P(4)-R modulators. Rational chemical modifications of the hit allowed the identification of a promising lead molecule with low nanomolar S1P(4)-R agonist activity and exquisite selectivity over the other S1P(1-3,5)-Rs family members. The lead molecule herein disclosed constitutes a valuable pharmacological tool to explore the effects of the S1P(4)-R signaling cascade and elucidate the molecular basis of the receptor function. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.049

文献信息

• Synthesis of Thioureas, Thioamides, and Aza-Heterocycles via Dimethyl-Sulfoxide-Promoted Oxidative Condensation of Sulfur, Malonic Acids, and Amines
  作者：Trung Hieu Do、Supasorn Phaenok、Darunee Soorukram、Tina Modjinou、Daniel Grande、Thi Thanh Tam Nguyen、Thanh Binh Nguyen

  DOI：10.1021/acs.orglett.3c02247

  日期：2023.9.1

  Malonic acid and derivatives have been well-known to undergo monodecarboxylation under relatively mild conditions and have been exclusively used as a C2 synthon. We report herein their new application as a C1 synthon via double decarboxylation promoted by sulfur and dimethyl sulfoxide. In the presence of amines as nucleophiles, a wide range of thioureas and thioamides as well as N-heterocycles were

  众所周知，丙二酸及其衍生物在相对温和的条件下进行单脱羧，并专门用作C 2合成子。我们在此报道了它们作为 C 1合成子的新应用，通过硫和二甲亚砜促进的双脱羧作用。在胺作为亲核试剂存在的情况下，在温和的加热条件下，可以以良好至优异的产率获得各种硫脲和硫代酰胺以及N-杂环。
• Stereoelectronic control in the aqueous decomposition of novel nitrosothioureas
  作者：J. William Lown、Shive M. S. Chauhan

  DOI：10.1021/jo00170a006

  日期：1983.11
• Kuhn, Norbert; Niquet, Elke; Steimann, Manfred, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1999, vol. 54, # 9, p. 1181 - 1187
  作者：Kuhn, Norbert、Niquet, Elke、Steimann, Manfred、Walker, Isabel

  DOI：——

  日期：——
• Synthesis of novel-N-nitrosothioureas and examination of their mechanisms of formation by high-field nitrogen-15 and carbon-13 nuclear magnetic resonance spectra of specifically labeled compounds
  作者：J. William Lown、Shive M. S. Chauhan

  DOI：10.1021/jo00152a019

  日期：1983.2
• Peroxide Desulfurization of Thioureas
  作者：MAX J. KALM

  DOI：10.1021/jo01066a072

  日期：1961.8