6-ethoxycarbonyl-8-(2-fluorobenzyl)-2-(4-nitrophenyl)imidazolo[1,2-a]pyrimid-5-one | 484691-34-1

• 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-8-(2-fluorobenzyl)-2-(4-nitrophenyl)imidazolo[1,2-a]pyrimid-5-one
• CAS: 484691-34-1
• 化学式: C₂₂H₁₇FN₄O₅
• 分子量: 436.399
• InChiKey: HBVMUJHLKSLHNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  108.74
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  6-ethoxycarbonyl-8-(2-fluorobenzyl)-2-(4-nitrophenyl)imidazolo[1,2-a]pyrimid-5-one 在 镍 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 3.0h， 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 在 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 2.0h， 生成 6-ethoxycarbonyl-8-(2-fluorobenzyl)-2-(4-nitrophenyl)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