3-{2-[Benzyloxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-ethyl}-2-(3,5-dimethyl-phenyl)-1H-indole-5-carboxylic acid | 793648-50-7

• 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: 3-{2-[Benzyloxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-ethyl}-2-(3,5-dimethyl-phenyl)-1H-indole-5-carboxylic acid
• 英文别名: 2-(3,5-dimethylphenyl)-3-[2-[phenylmethoxycarbonyl(4-pyridin-4-ylbutyl)amino]ethyl]-1H-indole-5-carboxylic acid
• CAS: 793648-50-7
• 化学式: C₃₆H₃₇N₃O₄
• 分子量: 575.707
• InChiKey: KUGKROOJRDVWHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  95.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-{2-[Benzyloxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-ethyl}-2-(3,5-dimethyl-phenyl)-1H-indole-5-carboxylic acid 在 palladium dihydroxide benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 、 乙二醇甲醚 为溶剂， 生成 2-(3,5-Dimethyl-phenyl)-3-[2-(4-pyridin-4-yl-butylamino)-ethyl]-1H-indole-5-carboxylic acid dimethylamide
  参考文献：
  名称：

  Potent nonpeptide GnRH receptor antagonists derived from substituted indole-5-carboxamides and -acetamides bearing a pyridine side-chain terminus

  摘要：

  A pyridine side-chain terminus has been incorporated into the indole-5-carboxamide and indole-5-acetamide series of GnRH antagonists. Potent activity was observed in binding and functional assays. Certain branched or cyclic tertiary amides were identified as preferred in each series. Alkylation of the side-chain secondary amine had generally unfavorable effects. Variations of the gem-dialkyl substituents in the indole-5-acetamide series were also investigated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00275-x
• 作为产物：
  描述：

  3-[2-[benzyloxycarbonyl-[4-(pyridin-4-yl)butyl]amino]ethyl]-2-(3,5-dimethylphenyl)-1H-indole-5-carboxylic acid ethyl ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 3-{2-[Benzyloxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-ethyl}-2-(3,5-dimethyl-phenyl)-1H-indole-5-carboxylic acid
  参考文献：
  名称：

  Potent nonpeptide GnRH receptor antagonists derived from substituted indole-5-carboxamides and -acetamides bearing a pyridine side-chain terminus

  摘要：

  A pyridine side-chain terminus has been incorporated into the indole-5-carboxamide and indole-5-acetamide series of GnRH antagonists. Potent activity was observed in binding and functional assays. Certain branched or cyclic tertiary amides were identified as preferred in each series. Alkylation of the side-chain secondary amine had generally unfavorable effects. Variations of the gem-dialkyl substituents in the indole-5-acetamide series were also investigated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00275-x

文献信息

• Potent nonpeptide GnRH receptor antagonists derived from substituted indole-5-carboxamides and -acetamides bearing a pyridine side-chain terminus
  作者：Wallace T. Ashton、Rosemary M. Sisco、Yi Tien Yang、Jane-Ling Lo、Joel B. Yudkovitz、Patrice H. Gibbons、George R. Mount、Rena Ning Ren、Bridget S. Butler、Kang Cheng、Mark T. Goulet

  DOI：10.1016/s0960-894x(01)00275-x

  日期：2001.7

  A pyridine side-chain terminus has been incorporated into the indole-5-carboxamide and indole-5-acetamide series of GnRH antagonists. Potent activity was observed in binding and functional assays. Certain branched or cyclic tertiary amides were identified as preferred in each series. Alkylation of the side-chain secondary amine had generally unfavorable effects. Variations of the gem-dialkyl substituents in the indole-5-acetamide series were also investigated. (C) 2001 Elsevier Science Ltd. All rights reserved.