(2-(3,5-Dimethyl-phenyl)-3-{2-[4-(4-hydroxy-phenyl)-butylamino]-ethyl}-1H-indol-5-yl)-morpholin-4-yl-methanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (2-(3,5-Dimethyl-phenyl)-3-{2-[4-(4-hydroxy-phenyl)-butylamino]-ethyl}-1H-indol-5-yl)-morpholin-4-yl-methanone
• 英文别名: [2-(3,5-dimethylphenyl)-3-[2-[4-(4-hydroxyphenyl)butylamino]ethyl]-1H-indol-5-yl]-morpholin-4-ylmethanone
• 化学式: C₃₃H₃₉N₃O₃
• 分子量: 525.691
• InChiKey: IFFUUIRWVNTCTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯-1-(3,5-二甲基苯基)丁烷-1-酮 在 palladium dihydroxide 氢氧化钾 、 sodium tetrahydroborate 、 硫酸 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氢气 、 magnesium sulfate 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 氘代氯仿 、 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 (2-(3,5-Dimethyl-phenyl)-3-{2-[4-(4-hydroxy-phenyl)-butylamino]-ethyl}-1H-indol-5-yl)-morpholin-4-yl-methanone
  参考文献：
  名称：

  Substituted Indole-5-carboxamides and -acetamides as Potent Nonpeptide GnRH Receptor Antagonists

  摘要：

  The 2-aryltryptamine class of GnRH receptor antagonists has been modified to incorporate carboxamide and acetamide substituents at the indole 5-position. With either a phenol or methanesulfonamide terminus on the N-aralkyl side chain, potent binding affinity to the GnRH receptor was achieved. A functional assay for GnRH antagonism was even more sensitive to structural modification and revealed a strong preference for branched tertiary amides. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00274-8

文献信息

• US6197975B1
  申请人：——

  公开号：US6197975B1

  公开（公告）日：2001-03-06
• Substituted Indole-5-carboxamides and -acetamides as Potent Nonpeptide GnRH Receptor Antagonists
  作者：Wallace T. Ashton、Rosemary M. Sisco、Yi Tien Yang、Jane-Ling Lo、Joel B. Yudkovitz、Kang Cheng、Mark T. Goulet

  DOI：10.1016/s0960-894x(01)00274-8

  日期：2001.7

  The 2-aryltryptamine class of GnRH receptor antagonists has been modified to incorporate carboxamide and acetamide substituents at the indole 5-position. With either a phenol or methanesulfonamide terminus on the N-aralkyl side chain, potent binding affinity to the GnRH receptor was achieved. A functional assay for GnRH antagonism was even more sensitive to structural modification and revealed a strong preference for branched tertiary amides. (C) 2001 Elsevier Science Ltd. All rights reserved.