1-(3-Fluoro-pyridin-4-ylamino)-3-methyl-1H-indol-5-ol | 188240-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(3-Fluoro-pyridin-4-ylamino)-3-methyl-1H-indol-5-ol
• 英文别名: 1-[(3-fluoropyridin-4-yl)amino]-3-methylindol-5-ol
• CAS: 188240-58-6
• 化学式: C₁₄H₁₂FN₃O
• 分子量: 257.267
• InChiKey: OEJPPIDNVNEKRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.08
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  异氰酸甲酯 、 1-(3-Fluoro-pyridin-4-ylamino)-3-methyl-1H-indol-5-ol 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 生成 [1-[(3-fluoropyridin-4-yl)amino]-3-methylindol-5-yl] N-methylcarbamate
  参考文献：
  名称：

  Synthesis and preliminary structure-activity relationships of 1-[(3-fluoro-4-pyridinyl)amino]-3-methyl-1H-indol-5-yl methyl carbamate (P10358), a novel acetylcholinesterase inhibitor

  摘要：

  A series of carbamate analogs of besipirdine (HP 749) was synthesized as potential agents with enhanced cholinomimetic properties for the treatment of Alzheimer's disease. Compound 5a (P10358, 1-[3-fluoro-4-pyridinyl)amino]-3-methyl-1H-indol-5-yl methyl carbamate) emerged as a potent, reversible acetylcholinesterase inhibitor that significantly enhanced performance on oral or parenteral administration in earning and memory paradigms. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(96)00592-6
• 作为产物：
  描述：

  1-[(3-fluoro-4-pyridinyl)amino]-3-methyl-5-(phenylmethoxy)-1H-indole 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 50.0 ℃ 、344.73 kPa 条件下， 生成 1-(3-Fluoro-pyridin-4-ylamino)-3-methyl-1H-indol-5-ol
  参考文献：
  名称：

  Synthesis and preliminary structure-activity relationships of 1-[(3-fluoro-4-pyridinyl)amino]-3-methyl-1H-indol-5-yl methyl carbamate (P10358), a novel acetylcholinesterase inhibitor

  摘要：

  A series of carbamate analogs of besipirdine (HP 749) was synthesized as potential agents with enhanced cholinomimetic properties for the treatment of Alzheimer's disease. Compound 5a (P10358, 1-[3-fluoro-4-pyridinyl)amino]-3-methyl-1H-indol-5-yl methyl carbamate) emerged as a potent, reversible acetylcholinesterase inhibitor that significantly enhanced performance on oral or parenteral administration in earning and memory paradigms. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(96)00592-6