3-amino-3-(4-boronophenyl)propanic acid | 1186504-46-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-amino-3-(4-boronophenyl)propanic acid
• 英文别名: 3-Amino-3-(4-boronophenyl)propanoic acid；3-amino-3-(4-boronophenyl)propanoic acid
• CAS: 1186504-46-0
• 化学式: C₉H₁₂BNO₄
• 分子量: 209.01
• InChiKey: RVPQHNSKSQAANJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.16
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-6-chloro-N²-(1-(naphthalen-2-yl)ethyl)-1,3,5-triazine-2,4-diamine 、 3-amino-3-(4-boronophenyl)propanic acid 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.1h， 生成 3-amino-3-(4-(4-amino-6-(((S)-1-naphthalen-2-yl)ethylamino)-1,3,5-triazin-2-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：

  丙二酸 、 4-甲酰基苯硼酸 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 3-amino-3-(4-boronophenyl)propanic 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

文献信息

• [EN] COMPOUNDS AND METHODS FOR INHIBITING SEROTONIN SYNTHESIS<br/>[FR] COMPOSÉS ET MÉTHODES D'INHIBITION DE LA SYNTHÈSE DE SÉROTONINE
  申请人：UNIV COLUMBIA

  公开号：WO2011053977A1

  公开（公告）日：2011-05-05

  Compounds having the structures below that are TPH1 inhibitors are provided: The compounds are useful for lowering serum serotonin levels in a patient in need thereof, e.g., to increase bone mass. In preferred embodiments, the patient is known to have, or to be at risk for, a low bone mass disease such as osteoporosis.

  提供以下结构的化合物，它们是TPH1抑制剂：这些化合物对于降低需要的患者的血清5-羟色胺水平是有用的，例如，以增加骨量为目的。在优选实施例中，患者已知具有或处于低骨量疾病（如骨质疏松症）的风险中。