4-((5-fluoropyridin-3-yl)amino)-8-methyl-6-(methylthio)cinnoline-3-carboxamide | 1208336-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 4-((5-fluoropyridin-3-yl)amino)-8-methyl-6-(methylthio)cinnoline-3-carboxamide
• CAS: 1208336-94-0
• 化学式: C₁₆H₁₄FN₅OS
• 分子量: 343.384
• InChiKey: ONKBGHHWOJAPNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  93.79
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-((5-fluoropyridin-3-yl)amino)-8-methyl-6-(methylthio)cinnoline-3-carboxamide 在 Oxone 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-[(5-fluoro-3-pyridinyl)amino]-8-methyl-6-(methylsulfonyl)-3-cinnolinecarboxamide
  参考文献：
  名称：

  Addressing species specific metabolism and solubility issues in a quinoline series of oral PDE4 inhibitors

  摘要：

  Species specific conversion of the lead PDE4 inhibitor 1 to the quinolone 3 was identified as the major route of metabolism in the cynomolgus monkey. Modification of the template to give the cinnoline 9 retained potency and selectivity, and greatly improved the pharmacokinetic pro. le in the cynomolgus monkey compared with 1. Additional SAR studies aimed at improving the solubility of 9 are also described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.010
• 作为产物：
  描述：

  4-chloro-8-methyl-6-(methylthio)-3-cinnolinecarboxamide 、 3-氨基-5-氟吡啶 以 乙腈 为溶剂， 生成 4-((5-fluoropyridin-3-yl)amino)-8-methyl-6-(methylthio)cinnoline-3-carboxamide
  参考文献：
  名称：

  Addressing species specific metabolism and solubility issues in a quinoline series of oral PDE4 inhibitors

  摘要：

  Species specific conversion of the lead PDE4 inhibitor 1 to the quinolone 3 was identified as the major route of metabolism in the cynomolgus monkey. Modification of the template to give the cinnoline 9 retained potency and selectivity, and greatly improved the pharmacokinetic pro. le in the cynomolgus monkey compared with 1. Additional SAR studies aimed at improving the solubility of 9 are also described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.010