N,2,2-Tris(4-chlorphenyl)ketenimin | 63168-12-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,2,2-Tris(4-chlorphenyl)ketenimin
• 英文别名: N,2,2-tris(4-chlorophenyl)ketenimine
• CAS: 63168-12-7
• 化学式: C₂₀H₁₂Cl₃N
• 分子量: 372.681
• InChiKey: AIOAOGMEQAVYFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3,4,6-四苄基-D-吡喃葡萄糖 、 N,2,2-Tris(4-chlorphenyl)ketenimin 在 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以93%的产率得到[(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl] N,2,2-tris(4-chlorophenyl)ethanimidate
  参考文献：
  名称：

  Schmidt, Richard R.; Michel, Josef, Angewandte Chemie, 1980, vol. 92, # 9, p. 763 - 764

  摘要：

  DOI：
• 作为产物：
  描述：

  bis-(4-chloro-phenyl)-acetic acid-(4-chloro-anilide) 以84%的产率得到
  参考文献：
  名称：

  TEICHMANN H.; THAI A., Z. CHEM. , 1977, 17, NO 3, 93

  摘要：

  DOI：

文献信息

• Schmidt, Richard R.; Michel, Josef; Roos, Michael, Liebigs Annalen der Chemie, 1984, # 7, p. 1343 - 1357
  作者：Schmidt, Richard R.、Michel, Josef、Roos, Michael

  DOI：——

  日期：——
• First total synthesis of 1,2-dipalmitoyl-3-(N-palmitoyl-6′-amino-6′-deoxy-α-d-glucosyl)-sn-glycerol—a glycoglycerolipid of a marine alga with a high inhibitor activity against human Myt1-kinase
  作者：Christiane Göllner、Claudia Philipp、Bodo Dobner、Wolfgang Sippl、Matthias Schmidt

  DOI：10.1016/j.carres.2009.05.022

  日期：2009.9

  The first total synthesis of 1,2-dipalmitoyl-3-(N-palmitoyl-6'-amino-6'-deoxy-alpha-D-glucosyl)-sn-glycerol, a glycoglycerolipid isolated from a marine alga extract, is described. Starting from alpha-methylglucopyranoside the multistep strategy allows the stereoselective synthesis of the final compound using various protective group procedures as well as derivatization of partial molecule domains. The latter offers the development of lead structures for inhibitors of human Myt1-kinase. (C) 2009 Elsevier Ltd. All rights reserved.
• Evaluation of potential Myt1 kinase inhibitors by TR-FRET based binding assay
  作者：Alexander Rohe、Christiane Göllner、Kanin Wichapong、Frank Erdmann、Ghassab M.A. Al-Mazaideh、Wolfgang Sippl、Matthias Schmidt

  DOI：10.1016/j.ejmech.2012.06.007

  日期：2013.3

  In the human cell cycle, the Myt1 kinase is a crucial regulator of the G2/M transition. Because this membrane-associated kinase is hard to obtain and assay, there is a distinct lack of data so far. Here we report the derivatization of a glycoglycerolipid which was shown previously to be active in a Myt1 activity assay. These compounds were tested in a binding assay together with a set of common kinase inhibitors against a full-length Myt1 expressed in a human cell line. Dasatinib exhibited nanomolar affinity whereas broad coverage inhibitors such as sunitinib and staurosporine derivatives did not show any effect. We also carried out docking studies for the most potent compounds allowing further insights into the inhibitor interaction of this kinase. The glycoglycerolipids showed no significant effects in the binding assay, endorsing the idea of a mechanism of action distant from the active site. (C) 2012 Elsevier Masson SAS. All rights reserved.