1-benzyl-3-(2,2,2-trichloroacetyl)urea | 27046-32-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 1-benzyl-3-(2,2,2-trichloroacetyl)urea
• 英文别名: N-Trichloracetyl-N'-benzylharnstoff；N-(benzylcarbamoyl)-2,2,2-trichloroacetamide
• CAS: 27046-32-8
• 化学式: C₁₀H₉Cl₃N₂O₂
• 分子量: 295.553
• InChiKey: CCNRYGLBCYVMPF-UHFFFAOYSA-N

物化性质

• 熔点：
  106 °C
• 密度：
  1.467±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-苄烯丁胺 在 盐酸 作用下， 以 乙醚 、 丙酮 为溶剂， 生成 1-benzyl-3-(2,2,2-trichloroacetyl)urea
  参考文献：
  名称：

  Reaction of benzoyl and trichloroacetyl isocyanates with Schiff bases

  摘要：

  DOI：

  10.1007/bf00848981

文献信息

• Condensation of acyl chloride on sodium cyanate : preparation of acyl isocyanates
  作者：M.-Z. Deng、P. Caubere、J.P. Senet、S. Lecolier

  DOI：10.1016/s0040-4020(01)89797-0

  日期：1988.1

  The catalytic effects of various metal halides and solvents on the reaction of benzoyl chloride with sodium cyanate were studied. It has been found that SnCl4, and ZnCl2. catalyze the reaction to give the corresponding acyl isocyanates in good yields. The scope of the reaction was studied and a number of aroyl isocyanates and their derivatives were prepared. A few non aromatic isocyanates and their

  研究了各种金属卤化物和溶剂对苯甲酰氯与氰酸钠反应的催化作用。已经发现SnCl 4和ZnCl 2。催化反应以高收率得到相应的酰基异氰酸酯。研究了反应的范围，并制备了许多芳基异氰酸酯及其衍生物。还制备了一些非芳族异氰酸酯及其衍生物。
• Budesinsky, Milos; Samek, Zdenek; Tichy, Milos, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 10, p. 2784 - 2803
  作者：Budesinsky, Milos、Samek, Zdenek、Tichy, Milos

  DOI：——

  日期：——
• Solid-Phase Synthesis of Disubstituted <i>N</i>-Acylureas from Resin-Bound Ureas and Acyl Chlorides
  作者：Hans-Georg Häcker、Manuela Meusel、Melanie Aschfalk、Michael Gütschow

  DOI：10.1021/co100020b

  日期：2011.1.10

  Acylureas (ureides) are valued for their important biological activities. Whereas cyclic acylureas have frequently been the object of solid-phase chemistry, only few reports have focused on the solid-supported preparation of acyclic representatives. We have prepared different types of acylureas on Rink amide resin in three or four steps. The products are either N-acylated (9, 18), N-acylated-N'-allcylated (10, 19), or N-acylated-N-alkylated (22). Characteristic NMR parameters of isomeric acylureas 10, 19, and 22 are discussed.
• Evaluation of anticonvulsant and analgesic effects of benzyl- and benzhydryl ureides
  作者：Tadeusz Librowski、Monika Kubacka、Manuela Meusel、Silvia Scolari、Christa E. Müller、Michael Gütschow

  DOI：10.1016/j.ejphar.2006.12.002

  日期：2007.3

  The anticonvulsant effects of benzyl- and benzhydryl ureides in mice models of seizures (maximal electroshock seizure test, pentylenetetrazol test, picrotoxin-induced seizure test) and the influence on spontaneous locomotor activity has been assessed. Furthermore, the analgesic effect of ureide derivatives was studied in the hot-plate test in mice. Selected compounds were investigated for their in vitro interaction with adenosine receptors as well as the benzodiazepine binding site of GABA(A) receptors. This study demonstrated the strong anticonvulsant activity of several ureides in electrically or chemically induced seizure models, and structure-activity relationships were discussed. 1-Benzyl-3-butyrylurea (9) was found to be equipotent to ethosuximide in the pentylenetetrazol test with regard to the number of attacks as well as the time of the onset of seizures. The ureide 9 also revealed the highest protective activity against seizures in the other models, maximal electroshock seizure and picrotoxin test. Moreover, 1-benzyl-3-butyrylurea was not neurotoxic at doses up to 200 mg/kg. Benzylureides 8-10 showed affinity to the adenosine A, receptors at low micromolar concentrations. However, the apparent anticonvulsant activity in different seizure models does not appear to result from direct activation of adenosine A, receptors or GABAA receptors, respectively. In the hot-plate test, the majority of investigated compounds exhibited analgesic activity. Again, compound 9 was superior to the other substances investigated, suggesting a potential therapeutic value of that ureide derivative. (c) 2006 Elsevier B.V. All rights reserved.
• DENG, M. -Z.;CAUBERE, P.;SENET, J. P.;LECOLIER, S., TETRAHEDRON, 44,(1988) N 19, C. 6079-6086
  作者：DENG, M. -Z.、CAUBERE, P.、SENET, J. P.、LECOLIER, S.

  DOI：——

  日期：——