6-(3,4-dichlorophenyl)-4,6-dimethyl-N-(trifluoromethylsulfonyl)cyclohexene-1-carboxamide | 1204593-29-2

• 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: 6-(3,4-dichlorophenyl)-4,6-dimethyl-N-(trifluoromethylsulfonyl)cyclohexene-1-carboxamide
• CAS: 1204593-29-2
• 化学式: C₁₆H₁₆Cl₂F₃NO₃S
• 分子量: 430.275
• InChiKey: MIDQNHGZCIZOJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  methyl (2RS,4RS)-2-(3,4-dichlorophenyl)-2,4-dimethyl-6-oxocyclohexane-carboxylate 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 6-(3,4-dichlorophenyl)-4,6-dimethyl-N-(trifluoromethylsulfonyl)cyclohexene-1-carboxamide
  参考文献：
  名称：

  Discovery and synthesis of cyclohexenyl derivatives as modulators of CC chemokine receptor 2 activity

  摘要：

  A novel cyclohexenyl series of CCR2 antagonists has been discovered. This series of small, rigid compounds exhibits submicromolar binding affinity for CCR2. Modification of the substituents on the cyclohexene ring led to the identification of potent CCR2 antagonists. Progress from initial lead 5 (IC50 = 700 nM) to (-)-38 (IC50 = 9.0 nM) is discussed. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.051

文献信息

• CYCLOHEXENYL COMPOUNDS AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：Bristol-Myers Squibb Company

  公开号：EP2318352B1

  公开（公告）日：2012-12-19
• US8507559B2
  申请人：——

  公开号：US8507559B2

  公开（公告）日：2013-08-13
• Discovery and synthesis of cyclohexenyl derivatives as modulators of CC chemokine receptor 2 activity
  作者：Gregory D. Brown、Qing Shi、George V. Delucca、Douglas G. Batt、Michael A. Galella、Mary-Ellen Cvijic、Rui-Qin Liu、Feng Qiu、Qihong Zhao、Joel C. Barrish、Percy H. Carter

  DOI：10.1016/j.bmcl.2015.11.051

  日期：2016.1

  A novel cyclohexenyl series of CCR2 antagonists has been discovered. This series of small, rigid compounds exhibits submicromolar binding affinity for CCR2. Modification of the substituents on the cyclohexene ring led to the identification of potent CCR2 antagonists. Progress from initial lead 5 (IC50 = 700 nM) to (-)-38 (IC50 = 9.0 nM) is discussed. (C) 2015 Elsevier Ltd. All rights reserved.