1-[4-(3-Fluoroanilino)piperidin-1-yl]-3-(4-methylphenyl)propan-1-one | 1127440-65-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-[4-(3-Fluoroanilino)piperidin-1-yl]-3-(4-methylphenyl)propan-1-one
• CAS: 1127440-65-6
• 化学式: C₂₁H₂₅FN₂O
• 分子量: 340.441
• InChiKey: MUJOCCXOAPQVOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(3-氟苯基)哌啶-4-胺 、 3-(4-甲酰基苯基)丙-2-烯酸 在 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 生成 1-[4-(3-Fluoroanilino)piperidin-1-yl]-3-(4-methylphenyl)propan-1-one 、 1-[4-(3-Fluoroanilino)piperidin-1-yl]-3-[4-(hydroxymethyl)phenyl]propan-1-one
  参考文献：
  名称：

  Discovery of N-(3-Fluorophenyl)-1-[(4-([(3S)-3-methyl-1-piperazinyl]methyl)phenyl)acetyl]-4-piperidinamine (GSK962040), the First Small Molecule Motilin Receptor Agonist Clinical Candidate

  摘要：

  N-(3-Fluorophenyl)-1-[(4-([(3S)-3-methyl-1-piperazinyl]methyl)phenyl)acetyl]-4-piperidinamine 12 (GSK962040) is a novel small molecule motilin receptor agonist. It possesses excellent activity at the recombinant human motilin receptor and also at the native rabbit motilin receptor where its agonist activity results in potentiation of the amplitude of neuronal-mediated contractions of isolated gastric antrum, tissue. Compound 12 also possesses highly promising pharmacokinetic profiles in both rat and dog, and these results, in combination with further profiling in human native tissue and an in vivo model of gastrointestinal transit in the rabbit, have led to its selection as a candidate for further development.

  DOI：

  10.1021/jm801332q

文献信息

• Discovery of <i>N</i>-(3-Fluorophenyl)-1-[(4-([(3<i>S</i>)-3-methyl-1-piperazinyl]methyl)phenyl)acetyl]-4-piperidinamine (GSK962040), the First Small Molecule Motilin Receptor Agonist Clinical Candidate
  作者：Susan M. Westaway、Samantha L. Brown、Stephen C. M. Fell、Christopher N. Johnson、David T. MacPherson、Darren J. Mitchell、James W. Myatt、Steven J. Stanway、Jon T. Seal、Geoffrey Stemp、Mervyn Thompson、Kirk Lawless、Fiona McKay、Alison I. Muir、Jonathan M. Barford、Chermaine Cluff、Sadhia R. Mahmood、Kim L. Matthews、Shiyam Mohamed、Beverley Smith、Alexander J. Stevens、Victoria J. Bolton、Emma M. Jarvie、Gareth J. Sanger

  DOI：10.1021/jm801332q

  日期：2009.2.26

  N-(3-Fluorophenyl)-1-[(4-([(3S)-3-methyl-1-piperazinyl]methyl)phenyl)acetyl]-4-piperidinamine 12 (GSK962040) is a novel small molecule motilin receptor agonist. It possesses excellent activity at the recombinant human motilin receptor and also at the native rabbit motilin receptor where its agonist activity results in potentiation of the amplitude of neuronal-mediated contractions of isolated gastric antrum, tissue. Compound 12 also possesses highly promising pharmacokinetic profiles in both rat and dog, and these results, in combination with further profiling in human native tissue and an in vivo model of gastrointestinal transit in the rabbit, have led to its selection as a candidate for further development.