2-chloro-N,N,6-trimethyl-3-nitropyridin-4-amine | 1196153-08-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-chloro-N,N,6-trimethyl-3-nitropyridin-4-amine
• 英文别名: 2-Chloro-N,N,6-trimethyl-3-nitropyridin-4-amine
• CAS: 1196153-08-8
• 化学式: C₈H₁₀ClN₃O₂
• 分子量: 215.639
• InChiKey: AGVQKMYYFYALCA-UHFFFAOYSA-N

物化性质

• 沸点：
  362.6±42.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  62
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-N,N,6-trimethyl-3-nitropyridin-4-amine 在 盐酸 、 铁粉 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基乙酰胺 、 水 、 mineral oil 为溶剂， 反应 40.0h， 生成 4-(2-bromo-4-isopropylphenyl)-8-(dimethylamino)-6-methyl-3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one
  参考文献：
  名称：

  Synthesis, binding affinity, radiolabeling, and microPET evaluation of 4-(2-substituted-4-substituted)-8-(dialkylamino)-6-methyl-1-substituted-3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-ones as ligands for brain corticotropin-releasing factor type-1 (CRF1) receptors

  摘要：

  Compounds 1-14 were synthesized in a search for high-affinity CRF1 receptor ligands that could be radiolabeled with C-11 or F-18 for use as positron emission tomography (PET) radiotracers. Derivatives of 2 were developed which contained amide N-fluoroalkyl substituents. Compounds [F-18]24 and [F-18]25 were found to have appropriate lipophilicities of logP(7.4) = 2.2 but microPET imaging with [F-18]25 demonstrated limited brain uptake. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.10.010
• 作为产物：
  描述：

  4-氯-6-甲基-3-硝基吡啶-2(1h)-酮 在 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 4.5h， 生成 2-chloro-N,N,6-trimethyl-3-nitropyridin-4-amine
  参考文献：
  名称：

  Synthesis, binding affinity, radiolabeling, and microPET evaluation of 4-(2-substituted-4-substituted)-8-(dialkylamino)-6-methyl-1-substituted-3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-ones as ligands for brain corticotropin-releasing factor type-1 (CRF1) receptors

  摘要：

  Compounds 1-14 were synthesized in a search for high-affinity CRF1 receptor ligands that could be radiolabeled with C-11 or F-18 for use as positron emission tomography (PET) radiotracers. Derivatives of 2 were developed which contained amide N-fluoroalkyl substituents. Compounds [F-18]24 and [F-18]25 were found to have appropriate lipophilicities of logP(7.4) = 2.2 but microPET imaging with [F-18]25 demonstrated limited brain uptake. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.10.010