2-{2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(pyrimidin-4-ylcarbamoyl)-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester | 199861-91-1

• 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-dimethylphenyl)-2-oxo-6-(pyrimidin-4-ylcarbamoyl)-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 2-[2-[[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(pyrimidin-4-ylcarbamoyl)-1H-quinolin-4-yl]oxy]ethyl]piperidine-1-carboxylate
• CAS: 199861-91-1
• 化学式: C₃₄H₃₈ClN₅O₅
• 分子量: 632.159
• InChiKey: CIBWDDZCKUKXRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  45
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(pyrimidin-4-ylcarbamoyl)-1,2-dihydroquinolin-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 pyrimidin-4-ylamide; 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：

  甲基2-胺-4-氯苯酚酯 在 bis-triphenylphosphine-palladium(II) chloride 、 碘 、 silver sulfate 、 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 、 乙醇 、 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 118.0h， 生成 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(pyrimidin-4-ylcarbamoyl)-1,2-dihydroquinolin-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

文献信息

• Antagonists of gonadotropin releasing hormone
  申请人：Merck & Co., Inc.

  公开号：US06150352A1

  公开（公告）日：2000-11-21

  There are disclosed compounds of formula (I) ##STR1## and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related conditions in both men and women.

  已披露了化合物的结构式（I）##STR1##及其药用盐，这些化合物可用作GnRH拮抗剂，因此可能有助于治疗男性和女性的各种性激素相关疾病。
• US6150352A
  申请人：——

  公开号：US6150352A

  公开（公告）日：2000-11-21
• Potent antagonists of gonadotropin releasing hormone receptors derived from quinolone-6-carboxamides
  作者：Thomas F Walsh、Richard B Toupence、Jonathan R Young、Song X Huang、Feroze Ujjainwalla、Robert J DeVita、Mark T Goulet、Matthew J Wyvratt、Michael H Fisher、Jane-Ling Lo、Ning Ren、Joel B Yudkovitz、Yi Tien Yang、Kang Cheng、Roy G Smith

  DOI：10.1016/s0960-894x(00)00024-x

  日期：2000.3

  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.