2-{2-[7-Chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester | 265324-31-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-{2-[7-Chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 265324-31-0
• 化学式: C₃₃H₃₈ClN₅O₅S
• 分子量: 652.214
• InChiKey: SPXBWFNQJPPINN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.44
• 重原子数：
  45.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  126.51
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 2-{2-[7-Chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester 以 二氯甲烷 为溶剂， 反应 3.0h， 以100%的产率得到7-chloro-3-(3,5-dimethyl-phenyl)-2-oxo-4-(2-piperidin-2-yl-ethoxy)-1,2-dihydro-quinoline-6-carboxylic acid (5-methyl-[1,3,4]thiadiazol-2-yl)-amide; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Potent antagonists of gonadotropin releasing hormone receptors derived from quinolone-6-carboxamides

  摘要：

  SAR studies which focused upon the C-6 position of a recently described series of quinolone gonadotropin releasing hormone antagonists, are reported. Synthetic access to diverse quinolone-6-carboxamides was achieved via the palladium-catalyzed amino-carbonylation reactions of iodide 4 with various amines. Amides related to 9y were especially potent, functional antagonists of rat and human GnRH receptors. (C) 2000 Elsevier science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00024-x
• 作为产物：
  描述：

  2-氨基-4-氯-5-碘苯甲酸甲酯 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 、 三苯基膦 、 lithium hexamethyldisilazane 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 95.0 ℃ 、101.33 kPa 条件下， 反应 117.0h， 生成 2-{2-[7-Chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Potent antagonists of gonadotropin releasing hormone receptors derived from quinolone-6-carboxamides

  摘要：

  SAR studies which focused upon the C-6 position of a recently described series of quinolone gonadotropin releasing hormone antagonists, are reported. Synthetic access to diverse quinolone-6-carboxamides was achieved via the palladium-catalyzed amino-carbonylation reactions of iodide 4 with various amines. Amides related to 9y were especially potent, functional antagonists of rat and human GnRH receptors. (C) 2000 Elsevier science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00024-x