(2-Fluoro-benzyl)-pyridin-3-ylmethyl-amine | 500221-74-9

• 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: (2-Fluoro-benzyl)-pyridin-3-ylmethyl-amine
• 英文别名: N-[(2-fluorophenyl)methyl]-1-pyridin-3-ylmethanamine
• CAS: 500221-74-9
• 化学式: C₁₃H₁₃FN₂
• mdl: MFCD03176052
• 分子量: 216.258
• InChiKey: XRYHMXRWVISSQX-UHFFFAOYSA-N

物化性质

• 沸点：
  329.5±27.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  (2-Fluoro-benzyl)-pyridin-3-ylmethyl-amine 在 三氟乙酸 作用下， 以 乙醇 为溶剂， 反应 12.5h， 生成 (2E,4Z)-3,4-Bis-ethoxycarbonyl-2-[(2-fluoro-benzyl)-pyridin-3-ylmethyl-amino]-hexa-2,4-dienedioic acid diethyl ester
  参考文献：
  名称：

  Microwave-mediated reactions of 3-aminomethylpyridines with acetylenedicarboxylates. A novel synthetic route to dihydronaphthyridines and naphthyridine-1-ones

  摘要：

  Reaction of 3-(1-alkylamino)pyridines with electron deficient acetylenes in the presence of acids yields 1,2-dihydro-[2,7]naphthyridine-3,4-dialkyldicarboxylates 4 in 35-72% yield. Compounds 4 unsubstituted in position 1 can be easily oxidized with potassium permanganate into the respective naphthyridine-1-ones derivatives 5 in good yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.053
• 作为产物：
  描述：

  3-氨甲基吡啶 、 2-氟苯甲醛 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 反应 16.08h， 生成 (2-Fluoro-benzyl)-pyridin-3-ylmethyl-amine
  参考文献：
  名称：

  Optimized Chemical Probes for REV-ERBα

  摘要：

  REV-ERB alpha has emerged as an important target for regulation of circadian rhythm and its associated physiology. Herein, we report on the optimization of a series of REV-ERB alpha agonists based on G5K4112 (1) for potency, selectivity, and bioavailability.(1) Potent REV-ERB alpha agonists 4, 10, 16, and 23 are detailed for their ability to suppress BMAL and IL-6 expression from human cells while also demonstrating excellent selectivity over LAR alpha. Amine 4 demonstrated in vivo bioavailability after either iv or oral dosing.

  DOI：

  10.1021/jm400458q

文献信息

• Optimized Chemical Probes for REV-ERBα
  作者：Ryan P. Trump、Stefano Bresciani、Anthony W. J. Cooper、James P. Tellam、Justyna Wojno、John Blaikley、Lisa A. Orband-Miller、Jennifer A. Kashatus、Mohamed Boudjelal、Helen C. Dawson、Andrew Loudon、David Ray、Daniel Grant、Stuart N. Farrow、Timothy M. Willson、Nicholas C. O. Tomkinson

  DOI：10.1021/jm400458q

  日期：2013.6.13

  REV-ERB alpha has emerged as an important target for regulation of circadian rhythm and its associated physiology. Herein, we report on the optimization of a series of REV-ERB alpha agonists based on G5K4112 (1) for potency, selectivity, and bioavailability.(1) Potent REV-ERB alpha agonists 4, 10, 16, and 23 are detailed for their ability to suppress BMAL and IL-6 expression from human cells while also demonstrating excellent selectivity over LAR alpha. Amine 4 demonstrated in vivo bioavailability after either iv or oral dosing.
• Microwave-mediated reactions of 3-aminomethylpyridines with acetylenedicarboxylates. A novel synthetic route to dihydronaphthyridines and naphthyridine-1-ones
  作者：Vladimir Y. Vvedensky、Yury V. Ivanov、Volodymyr Kysil、Caroline Williams、Sergei Tkachenko、Alexander Kiselyov、Alexander V. Khvat、Alexandre V. Ivachtchenko

  DOI：10.1016/j.tetlet.2005.04.053

  日期：2005.6

  Reaction of 3-(1-alkylamino)pyridines with electron deficient acetylenes in the presence of acids yields 1,2-dihydro-[2,7]naphthyridine-3,4-dialkyldicarboxylates 4 in 35-72% yield. Compounds 4 unsubstituted in position 1 can be easily oxidized with potassium permanganate into the respective naphthyridine-1-ones derivatives 5 in good yields. (c) 2005 Elsevier Ltd. All rights reserved.