5-Fluoro-2-(2-fluoroanilino)benzonitrile | 1220637-77-3

• 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: 5-Fluoro-2-(2-fluoroanilino)benzonitrile
• CAS: 1220637-77-3
• 化学式: C₁₃H₈F₂N₂
• mdl: MFCD19513730
• 分子量: 230.217
• InChiKey: PYATZBGXTQACHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Fluoro-2-(2-fluoroanilino)benzonitrile 在 硼烷四氢呋喃络合物 作用下， 生成 2-(aminomethyl)-4-fluoro-N-(2-fluorophenyl)aniline
  参考文献：
  名称：

  Structure–activity relationships of norepinephrine reuptake inhibitors with benzothiadiazine dioxide or dihydrosulfostyril cores

  摘要：

  Two related series of selective norepinephrine reuptake inhibitors were synthesized based on 3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide or 3,4-dihydrosulfostyril cores, and screened for monoamine reuptake inhibition. Structure-activity relationships were determined for the series' in vitro potency and selectivity versus serotonin or dopamine transporter inhibition, and analogs based on both cores were identified as potent and selective NRIs. The 3,4-dihydrosulfostyril series was further tested for microsome stability, and compound 16j, which was optimized for both potency and stability, showed efficacy in an in vivo model of thermoregulatory dysfunction. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.056
• 作为产物：
  描述：

  2-氟苯胺 、 2,5-二氟苯腈 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 生成 5-Fluoro-2-(2-fluoroanilino)benzonitrile
  参考文献：
  名称：

  Structure–activity relationships of norepinephrine reuptake inhibitors with benzothiadiazine dioxide or dihydrosulfostyril cores

  摘要：

  Two related series of selective norepinephrine reuptake inhibitors were synthesized based on 3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide or 3,4-dihydrosulfostyril cores, and screened for monoamine reuptake inhibition. Structure-activity relationships were determined for the series' in vitro potency and selectivity versus serotonin or dopamine transporter inhibition, and analogs based on both cores were identified as potent and selective NRIs. The 3,4-dihydrosulfostyril series was further tested for microsome stability, and compound 16j, which was optimized for both potency and stability, showed efficacy in an in vivo model of thermoregulatory dysfunction. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.056

文献信息

• Structure–activity relationships of norepinephrine reuptake inhibitors with benzothiadiazine dioxide or dihydrosulfostyril cores
  作者：Andrew Fensome、Joel Goldberg、Casey C. McComas、Eugene J. Trybulski、Richard P. Woodworth、Darlene C. Deecher、Garth T. Whiteside、Puwen Zhang

  DOI：10.1016/j.bmcl.2010.01.056

  日期：2010.3

  Two related series of selective norepinephrine reuptake inhibitors were synthesized based on 3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide or 3,4-dihydrosulfostyril cores, and screened for monoamine reuptake inhibition. Structure-activity relationships were determined for the series' in vitro potency and selectivity versus serotonin or dopamine transporter inhibition, and analogs based on both cores were identified as potent and selective NRIs. The 3,4-dihydrosulfostyril series was further tested for microsome stability, and compound 16j, which was optimized for both potency and stability, showed efficacy in an in vivo model of thermoregulatory dysfunction. (C) 2010 Elsevier Ltd. All rights reserved.