6-ethoxycarbonyl-2-(4-nitrophenyl)-8H-imidazolo[1,2-a]pyrimid-5-one | 484691-32-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-ethoxycarbonyl-2-(4-nitrophenyl)-8H-imidazolo[1,2-a]pyrimid-5-one
• CAS: 484691-32-9
• 化学式: C₁₅H₁₂N₄O₅
• 分子量: 328.284
• InChiKey: UCVZUFHMIWDWNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 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：
  0.13
• 拓扑面积：
  119.86
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  6-ethoxycarbonyl-2-(4-nitrophenyl)-8H-imidazolo[1,2-a]pyrimid-5-one 在 镍 四丁基氟化铵 、 氢气 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 0.5h， 生成
  参考文献：
  名称：

  Synthesis and initial structure–Activity relationships of a novel series of imidazolo[1,2-a]pyrimid-5-ones as potent GnRH receptor antagonists

  摘要：

  SAR studies of 2-arylimidazolo[1,2-a]pyrimid-5-ones 10a-m, which were derived from initial lead 3a, resulted in the discovery of a series of potent nonpeptide human GnRH receptor antagonists. Compounds with good potency (e.g., 10e, K-i = 7.5 nM) were prepared by introduction of a 2-(2-pyridyl)ethyl at the basic nitrogen and a 3-pentyl ester at the 6-position of the bicyclic core. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00370-0
• 作为产物：
  描述：

  2-氨基-5-乙氧羰基-4-羟基嘧啶 、 2-溴-4'-硝基苯乙酮 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 1.5h， 生成 6-ethoxycarbonyl-2-(4-nitrophenyl)-8H-imidazolo[1,2-a]pyrimid-5-one
  参考文献：
  名称：

  Synthesis and initial structure–Activity relationships of a novel series of imidazolo[1,2-a]pyrimid-5-ones as potent GnRH receptor antagonists

  摘要：

  SAR studies of 2-arylimidazolo[1,2-a]pyrimid-5-ones 10a-m, which were derived from initial lead 3a, resulted in the discovery of a series of potent nonpeptide human GnRH receptor antagonists. Compounds with good potency (e.g., 10e, K-i = 7.5 nM) were prepared by introduction of a 2-(2-pyridyl)ethyl at the basic nitrogen and a 3-pentyl ester at the 6-position of the bicyclic core. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00370-0