4-amino-1-[[6-[4-(3-methoxypropyl)piperazin-1-yl]pyridin-3-yl]methyl]-6-(trifluoromethyl)-3H-imidazo[4,5-c]pyridin-2-one | 1338371-29-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-amino-1-[[6-[4-(3-methoxypropyl)piperazin-1-yl]pyridin-3-yl]methyl]-6-(trifluoromethyl)-3H-imidazo[4,5-c]pyridin-2-one
• CAS: 1338371-29-1
• 化学式: C₂₁H₂₆F₃N₇O₂
• 分子量: 465.478
• InChiKey: GSXZJZKGQYJCCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  99.8
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  benzyl-(2-chloro-3-nitro-6-trifluoromethylpyridin-4-yl)amine 在 盐酸 、 sodium dithionite 、 硫酸 、 氨 、 potassium carbonate 、 三乙胺 、 sodium iodide 作用下， 以 2-甲基四氢呋喃 、 乙醇 、 水 、 丙酮 为溶剂， 生成 4-amino-1-[[6-[4-(3-methoxypropyl)piperazin-1-yl]pyridin-3-yl]methyl]-6-(trifluoromethyl)-3H-imidazo[4,5-c]pyridin-2-one
  参考文献：
  名称：

  Discovery of a highly potent series of TLR7 agonists

  摘要：

  The discovery of a series of highly potent and novel TLR7 agonist interferon inducers is described. Structure- activity relationships are presented, along with pharmacokinetic studies of a lead molecule from this series of N9-pyridylmethyl-8-oxo-3-deazapurine analogues. A rationale for the very high potency observed is offered. An investigation of the clearance mechanism of this class of compounds in rat was carried out, resulting in aldehyde oxidase mediated oxidation being identified as a key component of the high clearance observed. A possible solution to this problem is discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.076

文献信息

• Discovery of a highly potent series of TLR7 agonists
  作者：Peter Jones、David C. Pryde、Thien-Duc Tran、Fiona M. Adam、Gerwyn Bish、Frederick Calo、Guiseppe Ciaramella、Rachel Dixon、Jonathan Duckworth、David N.A. Fox、Duncan A. Hay、James Hitchin、Nigel Horscroft、Martin Howard、Carl Laxton、Tanya Parkinson、Gemma Parsons、Katie Proctor、Mya C. Smith、Nicholas Smith、Amy Thomas

  DOI：10.1016/j.bmcl.2011.07.076

  日期：2011.10

  The discovery of a series of highly potent and novel TLR7 agonist interferon inducers is described. Structure- activity relationships are presented, along with pharmacokinetic studies of a lead molecule from this series of N9-pyridylmethyl-8-oxo-3-deazapurine analogues. A rationale for the very high potency observed is offered. An investigation of the clearance mechanism of this class of compounds in rat was carried out, resulting in aldehyde oxidase mediated oxidation being identified as a key component of the high clearance observed. A possible solution to this problem is discussed. (C) 2011 Elsevier Ltd. All rights reserved.