2-(4-Butyrylamino-phenyl)-8-(2-fluoro-benzyl)-5-oxo-5,8-dihydro-imidazo[1,2-a]pyrimidine-6-carboxylic acid 1-ethyl-propyl ester | 484691-37-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-Butyrylamino-phenyl)-8-(2-fluoro-benzyl)-5-oxo-5,8-dihydro-imidazo[1,2-a]pyrimidine-6-carboxylic acid 1-ethyl-propyl ester
• 英文别名: pentan-3-yl 2-[4-(butanoylamino)phenyl]-8-[(2-fluorophenyl)methyl]-5-oxoimidazo[1,2-a]pyrimidine-6-carboxylate
• CAS: 484691-37-4
• 化学式: C₂₉H₃₁FN₄O₄
• 分子量: 518.588
• InChiKey: DEADSVBUAIJLRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  93.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-甲基糠基胺 、 聚合甲醛 、 2-(4-Butyrylamino-phenyl)-8-(2-fluoro-benzyl)-5-oxo-5,8-dihydro-imidazo[1,2-a]pyrimidine-6-carboxylic acid 1-ethyl-propyl ester 在 溶剂黄146 作用下， 反应 2.0h， 生成 2-(4-Butyrylamino-phenyl)-8-(2-fluoro-benzyl)-3-[(furan-2-ylmethyl-methyl-amino)-methyl]-5-oxo-5,8-dihydro-imidazo[1,2-a]pyrimidine-6-carboxylic acid 1-ethyl-propyl ester
  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 镍 正丁基锂 、 四丁基氟化铵 、 氢气 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 正己烷 、 二氯甲烷 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 5.0h， 生成 2-(4-Butyrylamino-phenyl)-8-(2-fluoro-benzyl)-5-oxo-5,8-dihydro-imidazo[1,2-a]pyrimidine-6-carboxylic acid 1-ethyl-propyl ester
  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