2-(2,6-difluorophenoxy)ethanol | 426830-83-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2,6-difluorophenoxy)ethanol
• CAS: 426830-83-3
• 化学式: C₈H₈F₂O₂
• 分子量: 174.147
• InChiKey: XFUAUOPYQQCXLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2,6-difluorophenoxy)ethanol 在 吡啶 、 sodium azide 、 一水合肼 、 1,3-丙二醇 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 47.0h， 生成 (S)-2-[((2-(2,6-difluorophenoxy)ethyl)amino)methyl]-1,4-benzodioxane
  参考文献：
  名称：

  QSAR study for a novel series of ortho disubstituted phenoxy analogues of α1-adrenoceptor antagonist WB4101

  摘要：

  On the basis of the affinities at the alpha(1a)-, alpha(1b)- and alpha(1d)-adrenoceptors and the 5-HT1A receptor of a previous series of sixteen 2-[(2-phenoxyethyl)aminomethyl]-1,4-benzodioxanes ortho monosubstituted at the phenoxy moiety, a number of ortho disubstituted analogues were designed, synthesized in both the enantiomeric forms and tested in binding assays on the same receptors. The affinity values of the new compounds 1-11 were compared with those of the enantiomers of the 2,6-dimethoxyphenoxy analogue, the well-known alpha 1 antagonist WB4101, and of the ortho monosubstituted derivatives, suggesting some distinctive aspects of the interaction of the phenoxy moiety, in particular with the alpha 1a-AR and the 5-HT1A receptor, of the monosubstituted and the disubstituted compounds. A classical quantitative structure-activity relationship (Hansch) analysis was applied to the whole set of the S enantiomers of the ortho mono- and disubstituted WB4101 analogues (26 compounds), finding a very good correlation for the a,, affinity. For this latter, a significant parabolic relationship was also found with the volume of the two ortho substituents. Diametrically opposite, the same relationships for the 5-HT1A exhibit low or insignificant correlation coefficients. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.04.004
• 作为产物：
  描述：

  碳酸乙烯酯 、 2,6-二氟苯酚 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以83.9%的产率得到2-(2,6-difluorophenoxy)ethanol
  参考文献：
  名称：

  QSAR study for a novel series of ortho disubstituted phenoxy analogues of α1-adrenoceptor antagonist WB4101

  摘要：

  On the basis of the affinities at the alpha(1a)-, alpha(1b)- and alpha(1d)-adrenoceptors and the 5-HT1A receptor of a previous series of sixteen 2-[(2-phenoxyethyl)aminomethyl]-1,4-benzodioxanes ortho monosubstituted at the phenoxy moiety, a number of ortho disubstituted analogues were designed, synthesized in both the enantiomeric forms and tested in binding assays on the same receptors. The affinity values of the new compounds 1-11 were compared with those of the enantiomers of the 2,6-dimethoxyphenoxy analogue, the well-known alpha 1 antagonist WB4101, and of the ortho monosubstituted derivatives, suggesting some distinctive aspects of the interaction of the phenoxy moiety, in particular with the alpha 1a-AR and the 5-HT1A receptor, of the monosubstituted and the disubstituted compounds. A classical quantitative structure-activity relationship (Hansch) analysis was applied to the whole set of the S enantiomers of the ortho mono- and disubstituted WB4101 analogues (26 compounds), finding a very good correlation for the a,, affinity. For this latter, a significant parabolic relationship was also found with the volume of the two ortho substituents. Diametrically opposite, the same relationships for the 5-HT1A exhibit low or insignificant correlation coefficients. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.04.004

文献信息

• Novel compounds and their use
  申请人：——

  公开号：US20020147200A1

  公开（公告）日：2002-10-10

  A compound of the general formula (I): 1 wherein R 1 , R 2 , X, Y and Z are as described in the specification.

  通式（I）的化合物：其中R1、R2、X、Y和Z如规范中所述。
• PIPERAZINYLPYRAZINE COMPOUNDS AS AGONIST OR ANTAGONIST OF SEROTONIN 5HT-2 RECEPTOR
  申请人：BIOVITRUM AB

  公开号：EP1335907A1

  公开（公告）日：2003-08-20
• US6593330B2
  申请人：——

  公开号：US6593330B2

  公开（公告）日：2003-07-15
• US7229997B2
  申请人：——

  公开号：US7229997B2

  公开（公告）日：2007-06-12
• US7247633B2
  申请人：——

  公开号：US7247633B2

  公开（公告）日：2007-07-24