1-(4-chlorophenyl)-1,2-diphenylethanol | 84224-92-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-chlorophenyl)-1,2-diphenylethanol
• 英文别名: 1-(4-chloro-phenyl)-1,2-diphenyl-ethanol；(+/-)-1-Hydroxy-1.2-diphenyl-1-(4-chlor-phenyl)-aethan；1-(4-Chlor-phenyl)-1,2-diphenyl-aethanol
• CAS: 84224-92-0
• 化学式: C₂₀H₁₇ClO
• 分子量: 308.807
• InChiKey: CZJGMSUODTWJRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-1,2-diphenylethanol 在 乙醚 、 溴 、 溶剂黄146 、 Petroleum ether 、 苯 作用下， 生成 (E)-(1-(4-chlorophenyl)ethene-1,2-diyl)dibenzene
  参考文献：
  名称：

  The Preparation of Stereoisomeric Alkenyl Lithium Compounds

  摘要：

  DOI：

  10.1021/ja01150a081
• 作为产物：
  描述：

  4-氯二苯甲酮 、 苄基氯化镁 在 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以53%的产率得到1-(4-chlorophenyl)-1,2-diphenylethanol
  参考文献：
  名称：

  Doing the methylene shuffle – Further insights into the inhibition of mitotic kinesin Eg5 with S-trityl l-cysteine

  摘要：

  S-Trityl L-cysteine (STLC) is an inhibitor of the mitotic kinesin Eg5 with potential as an antimitotic chemotherapeutic agent. We previously reported the crystal structure of the ligand protein complex, and now for the first time, have quantified the interactions using a molecular dynamics based approach. Based on these data, we have explored the SAR of the trityl head group using the methylene shuffle strategy to expand the occupation of one of the hydrophobic pockets. The most potent compounds exhibit strong (<100 nM) inhibition of Eg5 in the basal ATPase assay and inhibit growth in a variety of tumour-derived cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.034

文献信息

• SYNTHESES WITH TRIARYLVINYLMAGNESIUM BROMIDES. TRIARYLACRYLIC ACIDS AND THE INDONES DERIVED FROM THEM
  作者：C. Frederick Koelsch

  DOI：10.1021/ja01345a046

  日期：1932.6
• 212. Substitution reactions of triphenylethylene and its derivatives. A contribution to the problem of synthetic analogues of progesterone
  作者：Ng Ph Buu-Hoï、René Royer

  DOI：10.1039/jr9480001078

  日期：——
• Stereospecificity in Rearrangements. IV. erythro- and threo-1-p-Chlorophenyl-1,2-diphenyl-2-bromoethanol¹
  作者：David Y. Curtin、Estelle K. Meislich

  DOI：10.1021/ja01143a022

  日期：1952.12
• Doing the methylene shuffle – Further insights into the inhibition of mitotic kinesin Eg5 with S-trityl l-cysteine
  作者：Murad N. Abualhasan、James A.D. Good、Kitiyaporn Wittayanarakul、Nahoum G. Anthony、Giacomo Berretta、Oliver Rath、Frank Kozielski、Oliver B. Sutcliffe、Simon P. Mackay

  DOI：10.1016/j.ejmech.2012.05.034

  日期：2012.8

  S-Trityl L-cysteine (STLC) is an inhibitor of the mitotic kinesin Eg5 with potential as an antimitotic chemotherapeutic agent. We previously reported the crystal structure of the ligand protein complex, and now for the first time, have quantified the interactions using a molecular dynamics based approach. Based on these data, we have explored the SAR of the trityl head group using the methylene shuffle strategy to expand the occupation of one of the hydrophobic pockets. The most potent compounds exhibit strong (<100 nM) inhibition of Eg5 in the basal ATPase assay and inhibit growth in a variety of tumour-derived cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.
• The Preparation of Stereoisomeric Alkenyl Lithium Compounds
  作者：David Y. Curtin、Elbert E. Harris

  DOI：10.1021/ja01150a081

  日期：1951.6