N2-(2-bromo-4-methylphenyl)-N4-butyl-N4-ethyl-6-methyl-3-nitropyridine-2,4-diamine | 1240063-73-3

• 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: N2-(2-bromo-4-methylphenyl)-N4-butyl-N4-ethyl-6-methyl-3-nitropyridine-2,4-diamine
• 英文别名: N²-(2-bromo-4-methylphenyl)-N⁴-butyl-N⁴-ethyl-6-methyl-3-nitropyridine-2,4-diamine
• CAS: 1240063-73-3
• 化学式: C₁₉H₂₅BrN₄O₂
• 分子量: 421.337
• InChiKey: HDIHQQHZDDQHPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  71.3
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N2-(2-bromo-4-methylphenyl)-N4-butyl-N4-ethyl-6-methyl-3-nitropyridine-2,4-diamine 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， 生成 4-(2-bromo-4-methylphenyl)-8-(butyl(ethyl)amino)-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：

  2-溴-4-甲基苯胺 、 4-(N-butyl-N-ethylamino)-2-chloro-6-methyl-3-nitropyridine 以 neat (no solvent) 为溶剂， 生成 N2-(2-bromo-4-methylphenyl)-N4-butyl-N4-ethyl-6-methyl-3-nitropyridine-2,4-diamine
  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