N2-([1,1'-biphenyl]-4-ylmethyl)-6-chloro-1,3,5-triazine-2,4-diamine | 1189819-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: N2-([1,1'-biphenyl]-4-ylmethyl)-6-chloro-1,3,5-triazine-2,4-diamine
• CAS: 1189819-46-2
• 化学式: C₁₆H₁₄ClN₅
• 分子量: 311.774
• InChiKey: FGKOUTNBXNBGEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76.72
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N2-([1,1'-biphenyl]-4-ylmethyl)-6-chloro-1,3,5-triazine-2,4-diamine 、 4-硼-L-苯丙氨酸 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 0.17h， 生成 (S)-2-amino-3-(4-(4-amino-6-(biphenyl-4-ylmethylamino)-1,3,5-triazin-2-yl)phenyl)propanoic acid
  参考文献：
  名称：

  Substituted 3-(4-(1,3,5-triazin-2-yl)-phenyl)-2-aminopropanoic acids as novel tryptophan hydroxylase inhibitors

  摘要：

  Tryptophan hydroxylase (TPH) is a key enzyme in the synthesis of serotonin. As a neurotransmitter, serotonin plays important physiological roles both peripherally and centrally. Here we describe the discovery of substituted triazines as a novel class of tryptophan hydroxylase inhibitors. This class of TPH inhibitors can selectively reduce serotonin levels in murine intestine after oral administration without affecting levels in the brain. These TPH inhibitors may provide novel treatments for gastrointestinal disorders associated with dysregulation of the serotonergic system, such as chemotherapy-induced emesis and irritable bowel syndrome. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.005
• 作为产物：
  描述：

  2-氨基-4,6-二氯-S-三嗪 、 4-氨基乙基联苯 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 生成 N2-([1,1'-biphenyl]-4-ylmethyl)-6-chloro-1,3,5-triazine-2,4-diamine
  参考文献：
  名称：

  Substituted 3-(4-(1,3,5-triazin-2-yl)-phenyl)-2-aminopropanoic acids as novel tryptophan hydroxylase inhibitors

  摘要：

  Tryptophan hydroxylase (TPH) is a key enzyme in the synthesis of serotonin. As a neurotransmitter, serotonin plays important physiological roles both peripherally and centrally. Here we describe the discovery of substituted triazines as a novel class of tryptophan hydroxylase inhibitors. This class of TPH inhibitors can selectively reduce serotonin levels in murine intestine after oral administration without affecting levels in the brain. These TPH inhibitors may provide novel treatments for gastrointestinal disorders associated with dysregulation of the serotonergic system, such as chemotherapy-induced emesis and irritable bowel syndrome. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.005