3,5-二氟-2-碘-4-甲氧基苯胺 | 220353-16-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3,5-二氟-2-碘-4-甲氧基苯胺
• 英文名称: 3,5-difluoro-2-iodo-4-methoxyaniline
• CAS: 220353-16-2
• 化学式: C₇H₆F₂INO
• 分子量: 285.032
• InChiKey: VJGKUYFOHSUBEJ-UHFFFAOYSA-N

物化性质

• 熔点：
  50-51 °C
• 沸点：
  316.1±42.0 °C(Predicted)
• 密度：
  1.949±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-二氟-2-碘-4-甲氧基苯胺 在 硼烷四氢呋喃络合物 、 硫酸 、 铜 、 sodium nitrite 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.5h， 生成 2,4-二氟-3-甲氧基苄胺
  参考文献：
  名称：

  2,6-Difluorophenol as a Bioisostere of a Carboxylic Acid:  Bioisosteric Analogues of γ-Aminobutyric Acid

  摘要：

  3-(Aminomethyl)-2,6-difluorophenol (6) and 4-(aminomethyl)-2,6-difluorophenol (7) were synthesized in eight and four steps, respectively, starting from 2,6-difluorophenol, to test the potential of the 2,6-difluorophenol moiety to act as a lipophilic bioisostere of a carboxylic acid. Compounds 6 and 7 are potential bioisosteric analogues of gamma-aminobutyric acid (GABA). Substrate studies and inhibition studies were carried out with pig brain gamma-aminobutyric acid aminotransferase; 6 and 7 are very poor substrates, but both inhibit the enzyme, indicating that the 2,6-difluorophenol moiety appears to be able to substitute for a carboxylic acid to increase the lipophilicity of drug candidates.

  DOI：

  10.1021/jm980435l
• 作为产物：
  描述：

  2,6-二氟-4-硝基苯甲醚 在 palladium on activated charcoal 氢气 、 碘 、 碳酸氢钠 作用下， 以 乙酸乙酯 为溶剂， 生成 3,5-二氟-2-碘-4-甲氧基苯胺
  参考文献：
  名称：

  2,6-Difluorophenol as a Bioisostere of a Carboxylic Acid:  Bioisosteric Analogues of γ-Aminobutyric Acid

  摘要：

  3-(Aminomethyl)-2,6-difluorophenol (6) and 4-(aminomethyl)-2,6-difluorophenol (7) were synthesized in eight and four steps, respectively, starting from 2,6-difluorophenol, to test the potential of the 2,6-difluorophenol moiety to act as a lipophilic bioisostere of a carboxylic acid. Compounds 6 and 7 are potential bioisosteric analogues of gamma-aminobutyric acid (GABA). Substrate studies and inhibition studies were carried out with pig brain gamma-aminobutyric acid aminotransferase; 6 and 7 are very poor substrates, but both inhibit the enzyme, indicating that the 2,6-difluorophenol moiety appears to be able to substitute for a carboxylic acid to increase the lipophilicity of drug candidates.

  DOI：

  10.1021/jm980435l

文献信息

• [EN] SUBSTITUTED 5-HYDROXYINDOLE COMPOUNDS AS MODULATORS OF ALPHA-1 ANTITRYPSIN<br/>[FR] COMPOSÉS 5-HYDROXYINDOLES SUBSTITUÉS UTILES COMME MODULATEURS DE L'ALPHA-1 ANTITRYPSINE
  申请人：VERTEX PHARMA

  公开号：WO2021203007A1

  公开（公告）日：2021-10-07

  Novel compounds, compositions, and methods of using and preparing the same, which may be useful for treating alpha-1 antitrypsin deficiency (AATD).

  新化合物、组合物以及使用和制备这些化合物的方法，可能对治疗α-1抗胰蛋白酶缺乏症（AATD）有用。