2-[2-(3,5-dimethylphenyl)-3-[1-[phenylmethoxycarbonyl(4-pyridin-4-ylbutyl)amino]propan-2-yl]-1H-indol-5-yl]-2-methylpropanoic acid | 192644-25-0

• 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-[2-(3,5-dimethylphenyl)-3-[1-[phenylmethoxycarbonyl(4-pyridin-4-ylbutyl)amino]propan-2-yl]-1H-indol-5-yl]-2-methylpropanoic acid
• CAS: 192644-25-0
• 化学式: C₄₀H₄₅N₃O₄
• 分子量: 631.815
• InChiKey: VBZNVMMJSIMXEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  2-[2-(3,5-dimethylphenyl)-3-[1-[phenylmethoxycarbonyl(4-pyridin-4-ylbutyl)amino]propan-2-yl]-1H-indol-5-yl]-2-methylpropanoic acid 在 palladium on activated charcoal benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 2-[2-(3,5-dimethylphenyl)-3-[1-(4-pyridin-4-ylbutylamino)propan-2-yl]-1H-indol-5-yl]-N,N-diethyl-2-methylpropanamide
  参考文献：
  名称：

  Synthesis of chiral β-methyl tryptamine-derived GnRH antagonists

  摘要：

  The stereospecific formation of 2-aryl-beta -methyl tryptamine derivatives 15 and 16 from chiral 4-chloro-1-(3,5-dimethylphenyl)-3-methylbutanones is described. These intermediates were further manipulated into the GnRH antagonists Ib and Ic in five steps. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01288-6
• 作为产物：
  描述：

  2-{2-(3,5-dimethylphenyl)-3-[1-methyl-2-(4-pyridin-4-yl-butylamino)-ethyl]-1H-indol-5-yl}-2-methylpropionic acid ethyl ester 在 氢氧化钾 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 2-[2-(3,5-dimethylphenyl)-3-[1-[phenylmethoxycarbonyl(4-pyridin-4-ylbutyl)amino]propan-2-yl]-1H-indol-5-yl]-2-methylpropanoic acid
  参考文献：
  名称：

  Synthesis of chiral β-methyl tryptamine-derived GnRH antagonists

  摘要：

  The stereospecific formation of 2-aryl-beta -methyl tryptamine derivatives 15 and 16 from chiral 4-chloro-1-(3,5-dimethylphenyl)-3-methylbutanones is described. These intermediates were further manipulated into the GnRH antagonists Ib and Ic in five steps. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01288-6

文献信息

• [EN] ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE<br/>[FR] ANTAGONISTES DE LA GONADOLIBERINE
  申请人：MERCK & CO INC

  公开号：WO2000004013A1

  公开（公告）日：2000-01-27

  The present invention relates to compounds of formula (I) which are non-peptide antagonists of GnRH which can be used to treat a variety of sex-hormone related conditions in men and women, to methods for their preparation, and to methods and pharmaceutical compositions containing said compounds for use in mammals.

  本发明涉及式(I)的化合物，它们是GnRH的非肽拮抗剂，可用于治疗男性和女性的各种与性激素相关的疾病，以及它们的制备方法和包含所述化合物的方法和制药组合物，用于哺乳动物。
• ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE
  申请人：Merck & Co., Inc. (a New Jersey corp.)

  公开号：EP0873336B1

  公开（公告）日：2002-03-27
• US6200957B1
  申请人：——

  公开号：US6200957B1

  公开（公告）日：2001-03-13
• Synthesis of chiral β-methyl tryptamine-derived GnRH antagonists
  作者：Joseph P Simeone、Robert L Bugianesi、Mitree M Ponpipom、Mark T Goulet、Mark S Levorse、Ranjit C Desai

  DOI：10.1016/s0040-4039(01)01288-6

  日期：2001.9

  The stereospecific formation of 2-aryl-beta -methyl tryptamine derivatives 15 and 16 from chiral 4-chloro-1-(3,5-dimethylphenyl)-3-methylbutanones is described. These intermediates were further manipulated into the GnRH antagonists Ib and Ic in five steps. (C) 2001 Elsevier Science Ltd. All rights reserved.