3-benzyl-2-(1-bromopropyl)pyrido[3,2-e]pyrimidin-4-one | 688049-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 3-benzyl-2-(1-bromopropyl)pyrido[3,2-e]pyrimidin-4-one
• 英文别名: 3-benzyl-2-(1-bromopropyl)pyrido[2,3-d]pyrimidin-4(3H)-one；3-benzyl-2-(1-bromopropyl)pyrido[2,3-d]pyrimidin-4-one
• CAS: 688049-32-3
• 化学式: C₁₇H₁₆BrN₃O
• 分子量: 358.238
• InChiKey: SSJKIRZVVVIMHU-UHFFFAOYSA-N

物化性质

• 沸点：
  496.8±55.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-benzyl-2-(1-bromopropyl)pyrido[3,2-e]pyrimidin-4-one 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 tert-butyl N-[3-[1-(3-benzyl-4-oxopyrido[2,3-d]pyrimidin-2-yl)propyl-(4-methylbenzoyl)amino]propyl]carbamate
  参考文献：
  名称：

  Discovery of (+)-N-(3-Aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), a Kinesin Spindle Protein Inhibitor and Potential Anticancer Agent

  摘要：

  Structure activity relationship analysis identified (+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), from a series of novel kinesin spindle protein (KSP) inhibitors, as exhibiting both excellent biochemical potency and pharmaceutical properties suitable for clinical development. The selected compound arrested cells in mitosis leading to the formation of the monopolar spindle phenotype characteristic of KSP inhibition and induction of cellular death. A favorable pharmacokinetic profile and notable in vivo efficacy supported the selection of this compound as a clinical candidate for the treatment of cancer.

  DOI：

  10.1021/jm200629m
• 作为产物：
  描述：

  2-propylpyrido[2,3-d][1,3]oxazin-4-one 在 ammonium hydroxide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.5h， 生成 3-benzyl-2-(1-bromopropyl)pyrido[3,2-e]pyrimidin-4-one
  参考文献：
  名称：

  Discovery of (+)-N-(3-Aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), a Kinesin Spindle Protein Inhibitor and Potential Anticancer Agent

  摘要：

  Structure activity relationship analysis identified (+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), from a series of novel kinesin spindle protein (KSP) inhibitors, as exhibiting both excellent biochemical potency and pharmaceutical properties suitable for clinical development. The selected compound arrested cells in mitosis leading to the formation of the monopolar spindle phenotype characteristic of KSP inhibition and induction of cellular death. A favorable pharmacokinetic profile and notable in vivo efficacy supported the selection of this compound as a clinical candidate for the treatment of cancer.

  DOI：

  10.1021/jm200629m

文献信息

• Mitotic kinesin inhibitors
  申请人：Coleman J. Paul

  公开号：US20050203110A1

  公开（公告）日：2005-09-15

  The present invention relates to azaquinazolinone compounds that are useful for treating cellular proliferative diseases, for treating disorders associated with KSP kinesin activity, and for inhibiting KSP kinesin. The invention also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.

  本发明涉及用于治疗细胞增殖性疾病、治疗与KSP肌动蛋白活性相关的疾病，并抑制KSP肌动蛋白的氮杂喹嗪酮化合物。本发明还涉及包含这些化合物的组合物以及使用它们治疗哺乳动物癌症的方法。
• [EN] MITOTIC KINESIN INHIBITORS<br/>[FR] INHIBITEURS DE KINESINE MITOTIQUE
  申请人：MERCK & CO INC

  公开号：WO2004039774A3

  公开（公告）日：2004-07-01
• EP1517904A4
  申请人：——

  公开号：EP1517904A4

  公开（公告）日：2007-02-21
• MITOTIC KINESIN INHIBITORS
  申请人：Merck & Co., Inc.

  公开号：EP1517904A2

  公开（公告）日：2005-03-30