3-amino-4-fluoropyridine | 1060804-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-amino-4-fluoropyridine
• 英文别名: 4-Fluoropyridin-3-amine
• CAS: 1060804-19-4
• 化学式: C₅H₅FN₂
• mdl: MFCD09260908
• 分子量: 112.107
• InChiKey: SKXRCTJSNWLGSO-UHFFFAOYSA-N

物化性质

• 沸点：
  229.1±20.0 °C(Predicted)
• 密度：
  1.257±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-amino-4-fluoropyridine 在 platinum(IV) oxide 、 5% rhodium-on-charcoal 、 palladium on activated charcoal 、 氢气 、 三氟乙酸 、 lithium hexamethyldisilazane 、 三甲基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 溶剂黄146 、 异丙醇 为溶剂， 70.0 ℃ 、1.38 MPa 条件下， 反应 25.25h， 生成 N-(4-((3R,4R)-3-amino-4-fluoropiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine
  参考文献：
  名称：

  Discovery of imidazopyridazines as potent Pim-1/2 kinase inhibitors

  摘要：

  High levels of Pim expression have been implicated in several hematopoietic and solid tumor cancers, suggesting that inhibition of Pim signaling could provide patients with therapeutic benefit. Herein, we describe our progress towards this goal using a screening hit (rac-1) as a starting point. Modification of the indazole ring resulted in the discovery of a series of imidazopyridazine-based Pim inhibitors exemplified by compound 22m, which was found to be a subnanomolar inhibitor of the Pim-1 and Pim-2 isoforms (IC50 values of 0.024 nM and 0.095 nM, respectively) and to potently inhibit the phosphorylation of BAD in a cell line that expresses high levels of all Pim isoforms, KMS-12-BM (IC50 = 28 nM). Profiling of Pim-1 and Pim-2 expression levels in a panel of multiple myeloma cell lines and correlation of these data with the potency of compound 22m in a proliferation assay suggests that Pim-2 inhibition would be advantageous for this indication. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.09.067
• 作为产物：
  描述：

  N-(4-fluoropyridin-3-yl)-1,1-diphenylmethylamine 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 以1.5 g的产率得到3-amino-4-fluoropyridine
  参考文献：
  名称：

  WO2023/174235

  摘要：

  公开号：

文献信息

• [EN] ORGANIC COMPOUND AND APPLICATION THEREOF IN ORGANIC ELECTRONIC DEVICE, AND COMPOSITION<br/>[FR] COMPOSÉ ORGANIQUE, SON UTILISATION DANS UN DISPOSITIF ÉLECTRONIQUE ORGANIQUE ET COMPOSITION<br/>[ZH] 一种有机化合物、组合物及其在有机电子器件中的应用
  申请人：ZHEJIANG BRILLIANT OPTOELECTRONIC TECH CO LTD

  公开号：WO2022152213A1

  公开（公告）日：2022-07-21

  提供了一种式(I)的有机化合物、其混合物、其组合物及其在有机电子器件中的应用，特别是在有机电致发光二极管中的应用；还提供了包含上述有机化合物的有机电子器件，特别是有机电致发光二极管，及其在显示及照明技术中的应用。通过器件结构优化，可达到较佳的器件性能，特别是可实现高性能的OLED器件，对全彩显示和照明应用提供了较好的材料和制备技术选项。
• Discovery of imidazopyridazines as potent Pim-1/2 kinase inhibitors
  作者：Ryan P. Wurz、Christine Sastri、Derin C. D’Amico、Brad Herberich、Claire L.M. Jackson、Liping H. Pettus、Andrew S. Tasker、Bin Wu、Nadia Guerrero、J. Russell Lipford、Jeffrey T. Winston、Yajing Yang、Paul Wang、Yen Nguyen、Kristin L. Andrews、Xin Huang、Matthew R. Lee、Christopher Mohr、J.D. Zhang、Darren L. Reid、Yang Xu、Yihong Zhou、Hui-Ling Wang

  DOI：10.1016/j.bmcl.2016.09.067

  日期：2016.11

  High levels of Pim expression have been implicated in several hematopoietic and solid tumor cancers, suggesting that inhibition of Pim signaling could provide patients with therapeutic benefit. Herein, we describe our progress towards this goal using a screening hit (rac-1) as a starting point. Modification of the indazole ring resulted in the discovery of a series of imidazopyridazine-based Pim inhibitors exemplified by compound 22m, which was found to be a subnanomolar inhibitor of the Pim-1 and Pim-2 isoforms (IC50 values of 0.024 nM and 0.095 nM, respectively) and to potently inhibit the phosphorylation of BAD in a cell line that expresses high levels of all Pim isoforms, KMS-12-BM (IC50 = 28 nM). Profiling of Pim-1 and Pim-2 expression levels in a panel of multiple myeloma cell lines and correlation of these data with the potency of compound 22m in a proliferation assay suggests that Pim-2 inhibition would be advantageous for this indication. (C) 2016 Elsevier Ltd. All rights reserved.
• WO2023/174235
  申请人：——

  公开号：——

  公开（公告）日：——