cis,trans-3-chloro-3-(4-fluorophenyl)-2-(4-(methylsulfonyl)phenyl)propenal | 216386-24-2

• 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: cis,trans-3-chloro-3-(4-fluorophenyl)-2-(4-(methylsulfonyl)phenyl)propenal
• 英文别名: trans-3-chloro-3-(4-fluorophenyl)-2-(4-(methylsulfonyl)phenyl)propenal；3-Chloro-3-(4-fluorophenyl)-2-(4-methylsulfonylphenyl)acrylaldehyde；3-chloro-3-(4-fluorophenyl)-2-(4-methylsulfonylphenyl)prop-2-enal
• CAS: 216386-24-2
• 化学式: C₁₆H₁₂ClFO₃S
• 分子量: 338.787
• InChiKey: VWPNWKDFRVHUMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cis,trans-3-chloro-3-(4-fluorophenyl)-2-(4-(methylsulfonyl)phenyl)propenal 、 甲脒 以 乙腈 为溶剂， 生成 4-(4-Fluorophenyl)-5-(4-methylsulfonylphenyl)pyrimidine
  参考文献：
  名称：

  Identification and optimisation of a novel series of pyrimidine based cyclooxygenase-2 (COX-2) inhibitors. Utilisation of a biotransformation approach

  摘要：

  Many years of work have been invested in the identification of potent and selective COX-2 inhibitors for the treatment of chronic inflammatory pain. One issue faced by workers is the balance between the lipophilicity required for potent enzyme inhibition and the physical properties necessary for drug absorption and distribution in vivo. Frequently approaches to reduce lipophilicity through introduction of polar functionality is hampered by highly challenging chemistry to prepare key molecules. We have complemented traditional synthetic chemistry with a biotransformations approach which effciently provided access to an array of key target molecules. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.089
• 作为产物：
  描述：

  N,N-二甲基甲酰胺 、 1-(4-Fluorophenyl)-2-(4-(methylsulfonyl)phenyl)ethanone 在 三氯氧磷 作用下， 生成 cis,trans-3-chloro-3-(4-fluorophenyl)-2-(4-(methylsulfonyl)phenyl)propenal
  参考文献：
  名称：

  Identification and optimisation of a novel series of pyrimidine based cyclooxygenase-2 (COX-2) inhibitors. Utilisation of a biotransformation approach

  摘要：

  Many years of work have been invested in the identification of potent and selective COX-2 inhibitors for the treatment of chronic inflammatory pain. One issue faced by workers is the balance between the lipophilicity required for potent enzyme inhibition and the physical properties necessary for drug absorption and distribution in vivo. Frequently approaches to reduce lipophilicity through introduction of polar functionality is hampered by highly challenging chemistry to prepare key molecules. We have complemented traditional synthetic chemistry with a biotransformations approach which effciently provided access to an array of key target molecules. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.089

文献信息

• 3-halogeno-2,3-diphenylacrylaldehyde derivatives, process for preparing
  申请人：Otsuka Pharaceutical Factory, Inc.

  公开号：US05082974A1

  公开（公告）日：1992-01-21

  3-Haolgeno-2,3-diphenylacrylaldehyde derivatives represented by the formula ##STR1## wherein R is an alkyl group having 1 to 6 carbon atoms, X and Y each represent a halogen atom, and n is 0, 1, or 2, a process for preparing the derivatives, a medicament for preventing and treating hyperlipidemia containing a pharmacologically effective amount of the derivative, and a method for preventing or treating hyperlipidemia using the medicament.

  本发明涉及由以下式子表示的3-卤代-2,3-二苯基丙烯醛衍生物 ##STR1## 其中R是1到6个碳原子的烷基，X和Y分别代表卤素原子，n为0,1或2，制备该衍生物的方法，以及包含药理有效量的该衍生物的预防和治疗高脂血症的药物，以及使用该药物预防或治疗高脂血症的方法。
• Identification and optimisation of a novel series of pyrimidine based cyclooxygenase-2 (COX-2) inhibitors. Utilisation of a biotransformation approach
  作者：Paul J. Beswick、Andrew P. Blackaby、Chas Bountra、Terry Brown、Kerry Browning、Ian B. Campbell、John Corfield、Robert J. Gleave、Steve B. Guntrip、Richard M. Hall、Sean Hindley、Paul F. Lambeth、Fiona Lucas、Neil Mathews、Alan Naylor、Hazel Player、Helen S. Price、Phillip J. Sidebottom、Nicholas L. Taylor、Graham Webb、Joanne Wiseman

  DOI：10.1016/j.bmcl.2009.02.089

  日期：2009.8

  Many years of work have been invested in the identification of potent and selective COX-2 inhibitors for the treatment of chronic inflammatory pain. One issue faced by workers is the balance between the lipophilicity required for potent enzyme inhibition and the physical properties necessary for drug absorption and distribution in vivo. Frequently approaches to reduce lipophilicity through introduction of polar functionality is hampered by highly challenging chemistry to prepare key molecules. We have complemented traditional synthetic chemistry with a biotransformations approach which effciently provided access to an array of key target molecules. (C) 2009 Elsevier Ltd. All rights reserved.