(R)-6-chloro-N4-(1-(naphthalen-2-yl)ethyl)pyrimidine-2,4-diamine | 945978-57-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-6-chloro-N4-(1-(naphthalen-2-yl)ethyl)pyrimidine-2,4-diamine
• 英文别名: 6-chloro-N-4-(naphthalene-2-yl-ethyl)-pyrimidine-2,4-diamine
• CAS: 945978-57-4
• 化学式: C₁₆H₁₅ClN₄
• 分子量: 298.775
• InChiKey: IUNIYKINVMAHSB-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.83
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-6-chloro-N4-(1-(naphthalen-2-yl)ethyl)pyrimidine-2,4-diamine 、 4-硼-L-苯丙氨酸 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.1h， 生成 (S)-2-amino-3-(4-(2-amino-6-((R)-1-(naphthalen-2-yl)ethylamino)pyrimidin-4-yl)phenyl)propanoic acid
  参考文献：
  名称：

  Modulation of Peripheral Serotonin Levels by Novel Tryptophan Hydroxylase Inhibitors for the Potential Treatment of Functional Gastrointestinal Disorders

  摘要：

  The discovery of a novel class of peripheral tryptophan hydroxylase (TPH) inhibitors is described. This class of TPH inhibitors exhibits excellent potency in in vitro biochemical and cell-based assays, and it selectively reduces serotonin levels in the murine intestine after oral administration without affecting levels in the brain. These TPH1 inhibitors may provide novel treatments for gastrointestinal disorders associated with dysregulation of the serotonergic system, such as chemotherapy-induced emesis and irritable bowel syndrome.

  DOI：

  10.1021/jm800338j
• 作为产物：
  描述：

  2-氨基-4,6-二氯嘧啶 、 (S)-(-)-1-(2-萘基)乙胺 在 caesium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.33h， 生成 (R)-6-chloro-N4-(1-(naphthalen-2-yl)ethyl)pyrimidine-2,4-diamine
  参考文献：
  名称：

  Modulation of Peripheral Serotonin Levels by Novel Tryptophan Hydroxylase Inhibitors for the Potential Treatment of Functional Gastrointestinal Disorders

  摘要：

  The discovery of a novel class of peripheral tryptophan hydroxylase (TPH) inhibitors is described. This class of TPH inhibitors exhibits excellent potency in in vitro biochemical and cell-based assays, and it selectively reduces serotonin levels in the murine intestine after oral administration without affecting levels in the brain. These TPH1 inhibitors may provide novel treatments for gastrointestinal disorders associated with dysregulation of the serotonergic system, such as chemotherapy-induced emesis and irritable bowel syndrome.

  DOI：

  10.1021/jm800338j

文献信息

• Multicyclic amino acid derivatives and methods of their use
  申请人：Devasagayaraj Arokiasamy

  公开号：US20070191370A1

  公开（公告）日：2007-08-16

  Compounds of formulae I and II are disclosed, as well as compositions comprising them and methods of their use to treat, prevent and manage serotonin-mediated diseases and disorders:

  公式I和II的化合物已被披露，以及包含它们的组合物和它们的使用方法，用于治疗、预防和管理与血清素介导的疾病和紊乱：