3,5-二氟-2-甲氧基苯酚 | 152434-94-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3,5-二氟-2-甲氧基苯酚
• 英文名称: 3,5-difluoro-2-methoxyphenol
• CAS: 152434-94-1
• 化学式: C₇H₆F₂O₂
• 分子量: 160.12
• InChiKey: UWWOZCXHOFTWGM-UHFFFAOYSA-N

物化性质

• 沸点：
  231.7±35.0 °C(Predicted)
• 密度：
  1.331±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 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：
  29.5
• 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-甲氧基苯酚 在 咪唑 、 盐酸 、 仲丁基锂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 2,6-difluoro-4-hydroxy-3-methoxybenzaldehyde
  参考文献：
  名称：

  Syntheses of 2,5- and 2,6-difluoronorepinephrine, 2,5-difluoroepinephrine, and 2,6-difluorophenylephrine: effect of disubstitution with fluorine on adrenergic activity

  摘要：

  Synthetic routes to difluorinated analogs of the adrenergic agonists, norepinephrine (NE), epinephrine (E), and phenylephrine (PE) have been developed. The syntheses were based on elaboration of the ethanolamine side chains from the appropriately polyfunctionalized benzaldehydes, The benzaldehydes were prepared from precursor difluorinated benzenes by sequential regioselective lithiations and reaction with electrophiles to introduce hydroxyl and carboxaldehyde functionalities. Binding and functional assay data demonstrate that the 2,6-difluorinated analogs are relatively inactive at both alpha- and beta-adrenergic receptors. These results are consistent with earlier observations that 2-fluoro substitution of adrenergic agonists decreases alpha-adrenergic activity whereas 6-fluoro substitution decreases beta-adrenergic activity.

  DOI：

  10.1021/jm00076a024
• 作为产物：
  描述：

  3,5-二氟-2-甲氧基苯甲醛 在 氢氧化钾 、 间氯过氧苯甲酸 作用下， 生成 3,5-二氟-2-甲氧基苯酚
  参考文献：
  名称：

  Syntheses of 2,5- and 2,6-difluoronorepinephrine, 2,5-difluoroepinephrine, and 2,6-difluorophenylephrine: effect of disubstitution with fluorine on adrenergic activity

  摘要：

  Synthetic routes to difluorinated analogs of the adrenergic agonists, norepinephrine (NE), epinephrine (E), and phenylephrine (PE) have been developed. The syntheses were based on elaboration of the ethanolamine side chains from the appropriately polyfunctionalized benzaldehydes, The benzaldehydes were prepared from precursor difluorinated benzenes by sequential regioselective lithiations and reaction with electrophiles to introduce hydroxyl and carboxaldehyde functionalities. Binding and functional assay data demonstrate that the 2,6-difluorinated analogs are relatively inactive at both alpha- and beta-adrenergic receptors. These results are consistent with earlier observations that 2-fluoro substitution of adrenergic agonists decreases alpha-adrenergic activity whereas 6-fluoro substitution decreases beta-adrenergic activity.

  DOI：

  10.1021/jm00076a024

文献信息

• Synthetic chemistry-led creation of a difluorinated biaryl ether non-nucleoside reverse transcriptase inhibitor
  作者：Lyn H. Jones、Amy Randall、Oscar Barba、Matthew D. Selby

  DOI：10.1039/b714091f

  日期：——

  In the process of developing a series of novel, fluorinated biaryl ether NNRTIs, we fortuitously discovered derivative 20, which possesses excellent potency against both wild-type and clinically relevant mutations of the reverse transcriptase enzyme.

  在新开发的一系列含氟联苯醚结构的非核苷逆转录酶抑制剂中，我们偶然发现了衍生物20，它对野生型及临床相关突变型的逆转录酶均表现出卓越的抑制效力。
• 4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides
  申请人：Dow AgroSciences LLC

  公开号：US09149038B2

  公开（公告）日：2015-10-06

  Novel 4-amino-6-(heterocyclic)picolinic acids and their derivatives and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their derivatives are useful to control undesirable vegetation.

  新型的4-氨基-6-(杂环)吡啶酸及其衍生物和6-氨基-2-(杂环)嘧啶-4-羧酸酯及其衍生物可用于控制不良植被。
• US2014/274701
  申请人：——

  公开号：——

  公开（公告）日：——
• US20140274701A1
  申请人：——

  公开号：——

  公开（公告）日：——
• 4-AMINO-6-(HETEROCYCLIC)PICOLINATES AND 6-AMINO-2-(HETEROCYCLIC)PYRIMIDINE-4-CARBOXYLATES AND THEIR USE AS HERBICIDES
  申请人：Dow AgroSciences LLC

  公开号：EP2970185A1

  公开（公告）日：2016-01-20