Ethyl 1-(3-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperidine-4-carboxylate | 763113-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl 1-(3-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperidine-4-carboxylate
• 英文别名: ethyl 1-[3-[(4-oxo-3H-phthalazin-1-yl)methyl]benzoyl]piperidine-4-carboxylate
• CAS: 763113-99-1
• 化学式: C₂₄H₂₅N₃O₄
• 分子量: 419.48
• InChiKey: DDRBFQXVOGSUOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  88.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 1-(3-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperidine-4-carboxylate 在 sodium hydroxide 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 生成 N-benzyl-N-methyl-1-(3-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperidine-4-carboxamide
  参考文献：
  名称：

  Phthalazinones 2: Optimisation and synthesis of novel potent inhibitors of poly(ADP-ribose)polymerase

  摘要：

  We have previously described the discovery of poly(ADP-ribose)polymerase-1 (PARP-1) inhibitors based on a phthalazinone scaffold. Subsequent optimisation of inhibitory activity, metabolic stability and pharmacokinetic parameters has led to a novel series of meta-substituted 4-benzyl-2H-phthalazin-1-one PARP-1 inhibitors which retain low nM cellular activity and show good stability in vivo and efficacy in cell based models. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.081
• 作为产物：
  描述：

  3-氰基苯甲醛 在 sodium methylate 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 一水合肼 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Ethyl 1-(3-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperidine-4-carboxylate
  参考文献：
  名称：

  Phthalazinones 2: Optimisation and synthesis of novel potent inhibitors of poly(ADP-ribose)polymerase

  摘要：

  We have previously described the discovery of poly(ADP-ribose)polymerase-1 (PARP-1) inhibitors based on a phthalazinone scaffold. Subsequent optimisation of inhibitory activity, metabolic stability and pharmacokinetic parameters has led to a novel series of meta-substituted 4-benzyl-2H-phthalazin-1-one PARP-1 inhibitors which retain low nM cellular activity and show good stability in vivo and efficacy in cell based models. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.081

文献信息

• Phthalazinones 2: Optimisation and synthesis of novel potent inhibitors of poly(ADP-ribose)polymerase
  作者：Xiao-ling Cockcroft、Krystyna J. Dillon、Lesley Dixon、Jan Drzewiecki、Frank Kerrigan、Vincent M. Loh、Niall M.B. Martin、Keith A. Menear、Graeme C.M. Smith

  DOI：10.1016/j.bmcl.2005.10.081

  日期：2006.2

  We have previously described the discovery of poly(ADP-ribose)polymerase-1 (PARP-1) inhibitors based on a phthalazinone scaffold. Subsequent optimisation of inhibitory activity, metabolic stability and pharmacokinetic parameters has led to a novel series of meta-substituted 4-benzyl-2H-phthalazin-1-one PARP-1 inhibitors which retain low nM cellular activity and show good stability in vivo and efficacy in cell based models. (c) 2005 Elsevier Ltd. All rights reserved.