(S)-2-Methyl-3-(4-methylamino-5-nitro-pyrimidin-2-ylamino)-butan-2-ol | 904913-74-2

• 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: (S)-2-Methyl-3-(4-methylamino-5-nitro-pyrimidin-2-ylamino)-butan-2-ol
• CAS: 904913-74-2
• 化学式: C₁₀H₁₇N₅O₃
• 分子量: 255.277
• InChiKey: NFILWDNSQPUJTJ-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  113.21
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-2-Methyl-3-(4-methylamino-5-nitro-pyrimidin-2-ylamino)-butan-2-ol 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.75h， 生成 3-[8-[2-(2-Chlorophenyl)-ethylamino]-9-methyl-9H-purin-2-ylamino]-2-(S)-methyl-butan-2-ol
  参考文献：
  名称：

  The development of novel C-2, C-8, and N-9 trisubstituted purines as inhibitors of TNF-α production

  摘要：

  A series of C-2, C-8, and N-9 trisubstituted purine based inhibitors of TNF-alpha production are described. The most potent analogs showed low nanomolar activity against LPS-induced TNF-alpha production in a THP-1 cell based assay. The SAR of the series was optimized with the aid of X-ray co-crystal structures of these inhibitors bound with mutated p38 (mp38).

  DOI：

  10.1016/j.bmcl.2006.05.050
• 作为产物：
  描述：

  2-氯-N-甲基-5-硝基-4-氨基嘧啶 、 (S)-3-氨基-2-甲基-2-羟基丁烷 生成 (S)-2-Methyl-3-(4-methylamino-5-nitro-pyrimidin-2-ylamino)-butan-2-ol
  参考文献：
  名称：

  The development of novel C-2, C-8, and N-9 trisubstituted purines as inhibitors of TNF-α production

  摘要：

  A series of C-2, C-8, and N-9 trisubstituted purine based inhibitors of TNF-alpha production are described. The most potent analogs showed low nanomolar activity against LPS-induced TNF-alpha production in a THP-1 cell based assay. The SAR of the series was optimized with the aid of X-ray co-crystal structures of these inhibitors bound with mutated p38 (mp38).

  DOI：

  10.1016/j.bmcl.2006.05.050