β-Chlorethyl-p-methylsulfonylphenylketon | 90919-52-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-Chlorethyl-p-methylsulfonylphenylketon
• 英文别名: β-chloroethyl p-methylsulphonylphenyl ketone；3-Chloro-1-(4-methylsulfonylphenyl)propan-1-one
• CAS: 90919-52-1
• 化学式: C₁₀H₁₁ClO₃S
• 分子量: 246.715
• InChiKey: KMUAJZKRYRIZLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  448.5±45.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二苯甲酮 、 β-Chlorethyl-p-methylsulfonylphenylketon 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到4-chloro-1,1-diphenyl-2-(4-methylsulphonylphenyl)but-1-ene
  参考文献：
  名称：

  Triaryl (Z)-olefins suitable for radiolabeling with carbon-11 or fluorine-18 radionuclides for positron emission tomography imaging of cyclooxygenase-2 expression in pathological disease

  摘要：

  A group of (Z)-1,1-diphenyl-2-(4-methylsulfonylphenyl) alk-1-enes were synthesized using methodologies that will allow incorporation of a [(11)C] OCH(3) substituent at the para-position of the C-1 phenyl ring, a [(11)C] SO(2)CH(3) substituent at the para-position of the C-2 phenyl ring, a [(18)F] OCH(2)CH(2)F substituent at the para-position of the C-1 phenyl ring, and a [(18)F] CH(2)CH(2)F substituent at the C-2 position of the olefinic bond. The [(11)C] and [(18)F] radiotracers are designed as potential radiopharmaceuticals to image cyclooxygenase-2 (COX-2) expression in any organ where COX-2 is upregulated. The COX-1/COX-2 inhibition data acquired suggest that compounds having a [(11)C] OMe or [(18)F] OCH(2)CH(2)F substituent at the para-position of the C-1 phenyl ring may be more suitable for imaging COX-2 expression in view of their ability to exclusively inhibit the COX-2 isozyme. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.155
• 作为产物：
  描述：

  茴香硫醚 在 过氧乙酸 、 三氯化铝 作用下， 以 四氯乙烯 为溶剂， 反应 1.0h， 生成 β-Chlorethyl-p-methylsulfonylphenylketon
  参考文献：
  名称：

  The Effect of the Carbonyl and Related Groups on the Reactivity of Halides in SN2 Reactions

  摘要：

  DOI：

  10.1021/ja01075a025

文献信息

• US4515793A
  申请人：——

  公开号：US4515793A

  公开（公告）日：1985-05-07
• The Effect of the Carbonyl and Related Groups on the Reactivity of Halides in SN2 Reactions
  作者：F. G. Bordwell、W. T. Brannen

  DOI：10.1021/ja01075a025

  日期：1964.11
• Triaryl (Z)-olefins suitable for radiolabeling with carbon-11 or fluorine-18 radionuclides for positron emission tomography imaging of cyclooxygenase-2 expression in pathological disease
  作者：Khaled R.A. Abdellatif、Carlos A. Velázquez、Zhangjian Huang、Morshed A. Chowdhury、Edward E. Knaus

  DOI：10.1016/j.bmcl.2010.06.155

  日期：2010.9

  A group of (Z)-1,1-diphenyl-2-(4-methylsulfonylphenyl) alk-1-enes were synthesized using methodologies that will allow incorporation of a [(11)C] OCH(3) substituent at the para-position of the C-1 phenyl ring, a [(11)C] SO(2)CH(3) substituent at the para-position of the C-2 phenyl ring, a [(18)F] OCH(2)CH(2)F substituent at the para-position of the C-1 phenyl ring, and a [(18)F] CH(2)CH(2)F substituent at the C-2 position of the olefinic bond. The [(11)C] and [(18)F] radiotracers are designed as potential radiopharmaceuticals to image cyclooxygenase-2 (COX-2) expression in any organ where COX-2 is upregulated. The COX-1/COX-2 inhibition data acquired suggest that compounds having a [(11)C] OMe or [(18)F] OCH(2)CH(2)F substituent at the para-position of the C-1 phenyl ring may be more suitable for imaging COX-2 expression in view of their ability to exclusively inhibit the COX-2 isozyme. (C) 2010 Elsevier Ltd. All rights reserved.