diethyl 2,6-dimethyl-4-(3-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate | 58394-99-3

• 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: diethyl 2,6-dimethyl-4-(3-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• 英文别名: diethyl 4-(3-fluorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate；4-(3-fluoro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester；diethyl 4-(3-fluorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate
• CAS: 58394-99-3
• 化学式: C₁₉H₂₂FNO₄
• 分子量: 347.386
• InChiKey: YSYLSMAWMYVQKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 2,6-dimethyl-4-(3-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 在 双氧水 、 sodium iodide 作用下， 以 溶剂黄146 为溶剂， 反应 0.42h， 以80%的产率得到diethyl 2,6-dimethyl-4-(3-fluorophenyl)pyridine-3,5-dicarboxylate
  参考文献：
  名称：

  NaI易于在室温下用过氧化氢介导Hantzsch 1,4-二氢吡啶的氧化芳构化：绿色程序

  摘要：

  使用催化量的NaI和H 2 O 2（30％）作为绿色外部氧化剂，可以轻松实现1,4-二氢吡啶的氧化转化，从而以优异的收率得到相应的吡啶衍生物。该方法是高度绿色的，其中在将冰水添加到反应混合物中之后，容易将固体产物滤出。这种非过渡金属催化剂具有成本效益，提供了简单的后处理和易于分离的产物。

  DOI：

  10.1007/bf03246562
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 3-氟苯甲醛 在 ammonium acetate 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到diethyl 2,6-dimethyl-4-(3-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  From Zn(II) to Cu(II) framework via single-crystal to single-crystal metathesis with superior gas uptake and heterogeneous catalytic properties

  摘要：

  In this work, a Zn(II) framework, {[Zn-2(L)(4)(H2O)(4)]center dot(7DMF)(7H(2)O)}n (1(Zn)), has been synthesized using a bent tetracarboxylic acid ligand (H4L). The structure of 1(Zn) contains [Zn-2(COO)(4)] paddle-wheel secondary building units with axial sites occupied by water molecules. Interestingly, the isostructural Cu(II) framework {[Cu-2(L)(4)(H2O)(4)]center dot(7DMF)(7H(2)O)}(n) (1(Cu)) has been obtained via single-crystal to single-crystal metathesis reaction. The activated 1(Cu) (denoted as a1(Cu); a stands for activated) has open coordination sites. This species showed enhanced CO2 adsorption and heterogeneous catalytic properties for the Hantzsch coupling reaction involving condensation of an aldehyde with ethyl acetoacetate and ammonium acetate to produce 1,4-dihydropyridines, and three-component coupling of amines, aldehydes and alkynes to generate propargylic amines with high efficiency.

  DOI：

  10.1016/j.ica.2018.07.031

文献信息

• Catalyst-Free One-Pot Synthesis of Ketene Imines under Ultrasound Irradiation
  作者：Hamideh Emtiazi、Mohammad A. Amrollahi

  DOI：10.1002/hlca.201400002

  日期：2014.10

  An efficient and simple procedure for the synthesis of ketene imines via a one‐pot three‐component reaction of cyclohexyl isocyanide, diethyl acetylenedicarboxylate, and 1,4‐dihydropyridines under ultrasonic irradiation is described. The remarkable advantages are the simplicity of the experimental procedures, high yields, and short reaction times.

  对于烯酮亚胺的合成中的有效和简单的程序通过环己基胩，丁炔二酸二甲酯，和超声波照射下1,4-二氢吡啶的一锅三组分反应进行说明。显着的优点是实验程序简单，产率高，反应时间短。
• Compounds for inhibiting beta-amyloid production and methods of identifying the compounds
  申请人：Mullan J. Michael

  公开号：US20060188938A1

  公开（公告）日：2006-08-24

  Provided are compounds useful for treating diseases associated with a cerebral accumulation of Alzheimer's amyloid, such as Alzheimer's disease. Also provided are methods for screening for such compounds, by measuring capacitative calcium entry in cells which optionally overexpress APP or a fragment thereof. Also provided are methods of treating or reducing the risk of developing β-amyloid production, β-amyloid deposition, β-amyloid neurotoxicity (including abnormal hyperphosphorylation of tau) and microgliosis associated with cerebral accumulation of Alzheimer's amyloid by administering therapeutically effective amounts of compounds which decrease β-amyloid production and capacitative calcium entry in cells. Further provided are methods for diagnosing diseases associated with cerebral accumulation of Alzheimer's amyloid in animals or humans by administering diagnostically effective amounts of compounds which inhibit capacitative calcium entry in cells.

  提供了对治疗与阿尔茨海默病相关的脑部淀粉样蛋白沉积疾病（如阿尔茨海默病）有用的化合物。还提供了筛选此类化合物的方法，通过测量细胞中的电容性钙离子入流，该细胞可选择过表达APP或其片段。还提供了通过给予治疗有效量的化合物来治疗或降低β-淀粉样蛋白产生、β-淀粉样蛋白沉积、β-淀粉样蛋白神经毒性（包括tau异常的超磷酸化）和与阿尔茨海默病相关的微胶质细胞病的风险的方法，这些化合物降低细胞中的β-淀粉样蛋白产生和电容性钙离子入流。此外，还提供了通过给予诊断有效量的化合物来诊断动物或人类中与阿尔茨海默病相关的脑部淀粉样蛋白沉积疾病的方法，这些化合物抑制细胞中的电容性钙离子入流。
• Compounds and Combinations Thereof for Inhibiting Beta-Amyloid Production and Methods of Use Thereof
  申请人：Paris Daniel

  公开号：US20080058330A1

  公开（公告）日：2008-03-06

  Provided are compounds which can be used in combination for treating diseases associated with a condition associated with cerebral accumulation of Alzheimer's amyloid, such as Alzheimer's disease. Also provided are methods of treating or reducing the risk of developing β-amyloid production, β-amyloid deposition, β-amyloid neurotoxicity (including abnormal hyperphosphorylation of tau) and microgliosis associated with cerebral accumulation of Alzheimer's amyloid by administering therapeutically effective amounts of compounds which in combination can decrease β-amyloid production and capacitative calcium entry in cells. Further provided are methods for diagnosing diseases associated with cerebral accumulation of Alzheimer's amyloid in animals or humans by administering diagnostically effective amounts of the compounds.

  提供了一些化合物，可以组合使用来治疗与阿尔茨海默病淀粉样蛋白相关的疾病，如阿尔茨海默病。还提供了一种方法，通过给予治疗有效量的化合物组合来减少β-淀粉样蛋白的产生和细胞中的电容性钙离子进入，从而治疗或降低发生β-淀粉样蛋白产生、β-淀粉样蛋白沉积、β-淀粉样蛋白神经毒性（包括tau异常过度磷酸化）和与阿尔茨海默病淀粉样蛋白相关的微胶质病变。此外，还提供了一种方法，通过给予诊断有效量的化合物来诊断动物或人类中与阿尔茨海默病淀粉样蛋白相关的疾病。
• Compounds for Inhibiting Beta-Amyloid Production and Methods of Identifying the Compounds
  申请人：Mullan Michael J.

  公开号：US20100215735A1

  公开（公告）日：2010-08-26

  Provided are compounds useful for treating diseases associated with a cerebral accumulation of Alzheimer's amyloid, such as Alzheimer's disease. Also provided are methods for screening for such compounds, by measuring capacitative calcium entry in cells which optionally overexpress APP or a fragment thereof. Also provided are methods of treating or reducing the risk of developing β-amyloid production, β-amyloid deposition, β-amyloid neurotoxicity (including abnormal hyperphosphorylation of tau) and microgliosis associated with cerebral accumulation of Alzheimer's amyloid by administering therapeutically effective amounts of compounds which decrease β-amyloid production and capacitative calcium entry in cells. Further provided are methods for diagnosing diseases associated with cerebral accumulation of Alzheimer's amyloid in animals or humans by administering diagnostically effective amounts of compounds which inhibit capacitative calcium entry in cells.

  提供了一些化合物，可用于治疗与阿尔茨海默氏淀粉样物质在大脑中积累有关的疾病，如阿尔茨海默病。还提供了筛选这些化合物的方法，通过测量在细胞中的电容性钙离子进入，这些细胞可以选择性地过表达APP或其片段。还提供了通过给予治疗有效量的化合物来治疗或降低发生β-淀粉样物质产生、β-淀粉样物质沉积、β-淀粉样物质神经毒性（包括tau异常过磷酸化）和与阿尔茨海默氏淀粉样物质在大脑中积累有关的小胶质细胞增生的风险的方法，这些化合物可以减少β-淀粉样物质产生和细胞中的电容性钙离子进入。此外，还提供了通过给动物或人体内给予诊断有效量的化合物来诊断与阿尔茨海默氏淀粉样物质在大脑中积累有关的疾病的方法，这些化合物可以抑制细胞中的电容性钙离子进入。
• WO2008/6070
  申请人：——

  公开号：——

  公开（公告）日：——