6-(2-fluoroethoxy)nicotinaldehyde | 1430423-18-9

• 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: 6-(2-fluoroethoxy)nicotinaldehyde
• 英文别名: 6-(2-Fluoroethoxy)nicotinaldehyde；6-(2-fluoroethoxy)pyridine-3-carbaldehyde
• CAS: 1430423-18-9
• 化学式: C₈H₈FNO₂
• 分子量: 169.155
• InChiKey: HBNZTKJBICPHMF-UHFFFAOYSA-N

物化性质

• 沸点：
  282.0±30.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3H-螺[2-苯并呋喃-1,4'-哌啶] 、 6-(2-fluoroethoxy)nicotinaldehyde 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 以58%的产率得到1'-((6-(2-fluoroethoxy)pyridin-3-yl)methyl)-3H-spiro[2-benzofuran-1,4'-piperidine]
  参考文献：
  名称：

  Synthesis and Evaluation of Novel ¹⁸F-Labeled Spirocyclic Piperidine Derivatives as σ₁ Receptor Ligands for Positron Emission Tomography Imaging

  摘要：

  A series of spirocyclic piperidine derivatives were designed and synthesized as sigma(1) receptor ligands. In vitro competition binding assays showed that 1'-(4-(2-fluoroethoxy)benzyl)-3H-spiro[2-benzofuran-1,4'-pipericline] (19) possessed high sigma(1) receptor affinity (K-i = 0.79 nM) and excellent sigma(1)/sigma(2) subtype selectivity (350-fold) as well as high sigma(1)/VAChT selectivity (799-fold). The radiolabeled compound [F-18]19 was synthesized by substitution of the tosylate precursor 24 with [F-18]fluoride, with an isolated radiochemical yield of 35-60%, a radiochemical purity of >99%, and a specific activity of 30-55 GBq/mu mol. Biodistribution studies in imprinting control region mice indicated that [F-18] 19 displayed excellent initial brain uptake and slow washout. Ex vivo autoradiography in Sprague Dawley rats demonstrated high accumulation of the radiotracer in brain areas known to express high levels of sigma(1) receptors. Micro positron emission tomography imaging and blocking studies confirmed the specific binding of [F-18] 19 to sigma(1) receptors in vivo.

  DOI：

  10.1021/jm301734g
• 作为产物：
  描述：

  6-氯烟醛 、 2-氟乙醇 在 potassium tert-butylate 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以27.8%的产率得到6-(2-fluoroethoxy)nicotinaldehyde
  参考文献：
  名称：

  Radiolabeled pyridinyl analogues of dibenzylideneacetone as β-amyloid imaging probes

  摘要：

  在我们对二苯基丙酮骨架作为Aβ成像探针的研究中，合成并评估了一系列含有吡啶环且疏水性较低的衍生物。

  DOI：

  10.1039/c6ra05168e

文献信息

• PYRIMIDINE DERIVATIVE
  申请人：ASKA Pharmaceutical Co., Ltd.

  公开号：EP3372589A1

  公开（公告）日：2018-09-12

  A compound represented by the formula (1), or a salt thereof (X represents carbonyl group, or sulfonyl group; R1 represents hydrogen atom, a halogen atom, an alkyl group, an alkanoyl group, cyano group, or carboxyl group; R2 represents an alkyl group, a cyclic carbon group, or a heterocyclic group; R3 represents hydrogen atom, or 1 to 3 substituents; R4 and R5 represents hydrogen atom, a halogen atom, or an alkyl group; and R6 represents an alkyl group, or an alkoxy group), which has an mPGES-1 inhibitory action, and is useful as an active ingredient of a medicament for prophylactic and/or therapeutic treatment of inflammation, pain, rheumatism, and the like.

  由式（1）代表的化合物或其盐（X 代表羰基或磺酰基；R1 代表氢原子、卤素原子、烷基、烷酰基、氰基或羧基；R2 代表烷基、环碳基或杂环基；R3 代表氢原子或 1 至 3 个取代基；R4和R5代表氢原子、卤素原子或烷基；R6代表烷基或烷氧基），具有抑制mPGES-1的作用，可作为预防和/或治疗炎症、疼痛、风湿等药物的活性成分。
• Pyrimidine derivative
  申请人：ASKA PHARMACEUTICAL CO., LTD.

  公开号：US10710967B2

  公开（公告）日：2020-07-14

  A compound represented by the formula (1), or a salt thereof (X represents carbonyl group, or sulfonyl group; R1 represents hydrogen atom, a halogen atom, an alkyl group, an alkanoyl group, cyano group, or carboxyl group; R2 represents an alkyl group, a cyclic carbon group, or a heterocyclic group; R3 represents hydrogen atom, or 1 to 3 substituents; R4 and R5 represents hydrogen atom, a halogen atom, or an alkyl group; and R6 represents an alkyl group, or an alkoxy group), which has an mPGES-1 inhibitory action, and is useful as an active ingredient of a medicament for prophylactic and/or therapeutic treatment of inflammation, pain, rheumatism, and the like.

  由式（1）代表的化合物或其盐（X 代表羰基或磺酰基；R1 代表氢原子、卤素原子、烷基、烷酰基、氰基或羧基；R2 代表烷基、环碳基或杂环基；R3 代表氢原子或 1 至 3 个取代基；R4和R5代表氢原子、卤素原子或烷基；R6代表烷基或烷氧基），具有抑制mPGES-1的作用，可作为预防和/或治疗炎症、疼痛、风湿等药物的活性成分。
• Synthesis and Evaluation of Novel ¹⁸F-Labeled Spirocyclic Piperidine Derivatives as σ₁ Receptor Ligands for Positron Emission Tomography Imaging
  作者：Yan Li、Xia Wang、Jinming Zhang、Winnie Deuther-Conrad、Fang Xie、Xiaojun Zhang、Jian Liu、Jinping Qiao、Mengchao Cui、Jörg Steinbach、Peter Brust、Boli Liu、Hongmei Jia

  DOI：10.1021/jm301734g

  日期：2013.5.9

  A series of spirocyclic piperidine derivatives were designed and synthesized as sigma(1) receptor ligands. In vitro competition binding assays showed that 1'-(4-(2-fluoroethoxy)benzyl)-3H-spiro[2-benzofuran-1,4'-pipericline] (19) possessed high sigma(1) receptor affinity (K-i = 0.79 nM) and excellent sigma(1)/sigma(2) subtype selectivity (350-fold) as well as high sigma(1)/VAChT selectivity (799-fold). The radiolabeled compound [F-18]19 was synthesized by substitution of the tosylate precursor 24 with [F-18]fluoride, with an isolated radiochemical yield of 35-60%, a radiochemical purity of >99%, and a specific activity of 30-55 GBq/mu mol. Biodistribution studies in imprinting control region mice indicated that [F-18] 19 displayed excellent initial brain uptake and slow washout. Ex vivo autoradiography in Sprague Dawley rats demonstrated high accumulation of the radiotracer in brain areas known to express high levels of sigma(1) receptors. Micro positron emission tomography imaging and blocking studies confirmed the specific binding of [F-18] 19 to sigma(1) receptors in vivo.
• Radiolabeled pyridinyl analogues of dibenzylideneacetone as β-amyloid imaging probes
  作者：Xiaomei Cui、Xiaoyang Zhang、Cheng Peng、Jiapei Dai、Boli Liu、Mengchao Cui

  DOI：10.1039/c6ra05168e

  日期：——

  In continuation of our investigation of the dibenzylideneacetone scaffold as Aβ imaging probes, a series of derivatives containing pyridine rings with lower lipophilicity was synthesized and evaluated.

  在我们对二苯基丙酮骨架作为Aβ成像探针的研究中，合成并评估了一系列含有吡啶环且疏水性较低的衍生物。