4-(2-methoxyethyl)semicarbazide | 208396-71-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(2-methoxyethyl)semicarbazide
• 英文别名: 3-Amino-1-(2-methoxyethyl)urea；1-amino-3-(2-methoxyethyl)urea
• CAS: 208396-71-8
• 化学式: C₄H₁₁N₃O₂
• mdl: MFCD11106060
• 分子量: 133.15
• InChiKey: SPGGZMJCZCMERJ-UHFFFAOYSA-N

物化性质

• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  76.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-phenylfuroxan-3-carboxaldehyde 、 4-(2-methoxyethyl)semicarbazide 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以31%的产率得到
  参考文献：
  名称：

  Monge; Lopez de Cerain; Ezpeleta, Pharmazie, 1998, vol. 53, # 11, p. 758 - 764

  摘要：

  DOI：
• 作为产物：
  描述：

  phenyl (2-methoxyethyl)carbamate 在 一水合肼 作用下， 反应 12.0h， 以84%的产率得到4-(2-methoxyethyl)semicarbazide
  参考文献：
  名称：

  Synthesis and anti-trypanosomal activity of novel 5-nitro-2-furaldehyde and 5-nitrothiophene-2-carboxaldehyde semicarbazone derivatives

  摘要：

  Several novel semicarbazones derivatives were prepared from 5-nitro-2-furaldehyde or 5-nitrothiophene-2-carboxaldehyde, and tested in vitro as potential anti trypanosomal agents. The compounds were prepared in good to excellent yields in 2-3 steps from readily available starting materials. Some derivatives were found to be active against Trypanosoma cruzi with an activity similar to that of Nifurtimox. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(97)00011-6

文献信息

• Synthesis and Herbicidal Activity of <i>N</i>-Oxide Derivatives
  作者：Hugo Cerecetto、Eduardo Dias、Rossanna Di Maio、Mercedes González、Sandra Pacce、Patricia Saenz、Gustavo Seoane、Leopoldo Suescun、Alvaro Mombrú、Grisel Fernández、Marisa Lema、Juana Villalba

  DOI：10.1021/jf9904766

  日期：2000.7.1

  As part of an ongoing program on the chemistry and biological activity of N-oxide-containing molecules, a number of novel 1,2, 5-oxadiazole N-oxide, benzo[1,2-c]1,2,5-oxadiazole N-oxide, and quinoxaline N,N'-dioxide derivatives were synthesized and evaluated for their herbicidal activity. Many of these compounds exhibited moderate to good herbicidal pre-emergence activity against Triticum aestivum

  作为正在进行的有关含氮氧化物分子化学和生物学活性的计划的一部分，许多新型的1,2,5-恶二唑N-氧化物，苯并[1,2-c] 1,2,5-恶二唑合成了N-氧化物和喹喔啉N，N'-二氧化物衍生物，并对其除草活性进行了评估。这些化合物中有许多对普通小麦表现出中等至良好的除草前出苗活性。在更具代表性的化合物（12、20和26）上进行了剂量反应研究。活性最强的丁基氨基甲酰基苯并[1,2-c] 1,2,5-恶二唑N-氧化物26在低至24 g / ha的浓度下表现出除草活性。
• New potent 5-nitrofuryl derivatives as inhibitors of Trypanosoma cruzi growth. 3D-QSAR (CoMFA) studies
  作者：Gabriela Aguirre、Mariana Boiani、Eliana Cabrera、Hugo Cerecetto、Rossanna Di Maio、Mercedes González、Ana Denicola、Carlos Mauricio R. Sant’Anna、Eliezer J. Barreiro

  DOI：10.1016/j.ejmech.2005.11.008

  日期：2006.4

  Growth inhibitory activity in vitro of sixteen new 5-nitrofuryl derivatives against the protozoan parasite Trypanosoma cruzi, the causative agent of American trypanosomiasis, was studied. The designed compounds combine in the same molecule the recognized 5-nitrofuryl group, an oxidative stress promoter, and lateral chains that could interact with biomolecules such as trypanothione reductase. Some of the derivatives were found to be very active against the epimastigote form of the parasite, being near to 3.0-fold more active than the reference compound, nifurtimox. Moreover, three-dimensional requirements for activity were clearly observed using a 3D-QSAR study based on a comparative molecular field analysis (CoMFA). The best CoMFA model, r(2) = 0.970 and q(2) = 0.725, points to the importance of a specific hydrogen-bonding pattern around the carbonyl or thiocarbonyl moieties, as well as the requirement for hydrophobic lateral chains. Theoretical pharmacokinetics (Lipinski's rule, PSA) supports further in vivo studies. (c) 2006 Elsevier SAS. All rights reserved.