2,2-二氟-2-(3-吡啶基)乙胺 | 60010-40-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2,2-二氟-2-(3-吡啶基)乙胺
• 英文名称: 2,2-difluoro-2-(pyridin-3-yl)ethanamine
• 英文别名: 2,2-difluoro-2-pyridin-3-ylethanamine
• CAS: 60010-40-4
• 化学式: C₇H₈F₂N₂
• mdl: MFCD11100800
• 分子量: 158.151
• InChiKey: OUFOVXWJIAOAHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  Ethyl 2,3-difluoro-6-nitrophenylacetate 、 2,2-二氟-2-(3-吡啶基)乙胺 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  2-(2-Chloro-6-fluorophenyl)acetamides as potent thrombin inhibitors

  摘要：

  2-(2-Chloro-6-fluorophenyl)acetamides having 2,2-difluoro-2-aryl/heteroaryl-ethylamine P3 and oxyguanidine P1 substituents are potent thrombin inhibitors (K(i)=0.9-33.9 nM). 2-(5-Chloro-pyridin-2-yl)-2,2-difluoroethylamine was the best P3 substituent, yielding the most potent inhibitor (K(i)=0.7 nM). Replacing the P3 heteroaryl group with a phenyl ring or replacing the difluoro substitution with dimethyl or cyclopropyl groups in the linker reduced the affinity for thrombin significantly. The aminopyridine P1s also provided an increase in potency.

  DOI：

  10.1016/j.bmcl.2007.09.013
• 作为产物：
  描述：

  3-吡啶乙腈 在 dimethyl sulfide borane 、 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 生成 2,2-二氟-2-(3-吡啶基)乙胺
  参考文献：
  名称：

  α，α-二氟吡啶基乙腈的所有三个异构体的合成及一些转化

  摘要：

  基于吡啶基乙腈的亲电氟化，开发了一种有效的氟化吡啶基乙腈的制备方法。揭示了其用于获得新的含氟结构单元和杂环体系的合成潜力。

  DOI：

  10.1016/j.jfluchem.2021.109792

文献信息

• Synthesis and some transformations of all three isomers of α,α-difluoropyridinylacetonitrile
  作者：Oksana M. Shavrina、Andrii V. Bezdudny、Yuliya V. Rassukana

  DOI：10.1016/j.jfluchem.2021.109792

  日期：2021.6

  An effective preparative approach to fluorinated pyridinylacetonitriles, based on electrophilic fluorination of pyridinylacetonitriles, was developed. Their synthetic potential for obtaining new fluorine-containing building blocks and heterocyclic systems was disclosed.

  基于吡啶基乙腈的亲电氟化，开发了一种有效的氟化吡啶基乙腈的制备方法。揭示了其用于获得新的含氟结构单元和杂环体系的合成潜力。
• 2-(2-Chloro-6-fluorophenyl)acetamides as potent thrombin inhibitors
  作者：Lily Lee、Kevin D. Kreutter、Wenxi Pan、Carl Crysler、John Spurlino、Mark R. Player、Bruce Tomczuk、Tianbao Lu

  DOI：10.1016/j.bmcl.2007.09.013

  日期：2007.11

  2-(2-Chloro-6-fluorophenyl)acetamides having 2,2-difluoro-2-aryl/heteroaryl-ethylamine P3 and oxyguanidine P1 substituents are potent thrombin inhibitors (K(i)=0.9-33.9 nM). 2-(5-Chloro-pyridin-2-yl)-2,2-difluoroethylamine was the best P3 substituent, yielding the most potent inhibitor (K(i)=0.7 nM). Replacing the P3 heteroaryl group with a phenyl ring or replacing the difluoro substitution with dimethyl or cyclopropyl groups in the linker reduced the affinity for thrombin significantly. The aminopyridine P1s also provided an increase in potency.