(S)-2-(tert-butoxycarbonylamino)-3-{5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridin-2-yl}-propanoic acid | 945978-28-9

• 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: (S)-2-(tert-butoxycarbonylamino)-3-{5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridin-2-yl}-propanoic acid
• 英文别名: 2-boc-amino-3-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]-propionic acid；(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]propanoic acid
• CAS: 945978-28-9
• 化学式: C₁₉H₂₉BN₂O₆
• 分子量: 392.26
• InChiKey: ZLDUMMQSKHXYDM-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  7

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 、 (S)-2-(tert-butoxycarbonylamino)-3-{5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridin-2-yl}-propanoic acid 在 bis-triphenylphosphine-palladium(II) chloride sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.08h， 生成 (S)-3-(5-(4-amino-6-((R)-1-(naphthalen-1-yl)ethylamino)-1,3,5-triazin-2-yl)pyridin-2-yl)-2-(tert-butoxycarbonylamino)propanoic acid
  参考文献：
  名称：

  Multicyclic amino acid derivatives and methods of their use

  摘要：

  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：

  公开号：

  US20070191370A1

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：
• Modulation of Peripheral Serotonin Levels by Novel Tryptophan Hydroxylase Inhibitors for the Potential Treatment of Functional Gastrointestinal Disorders
  作者：Zhi-Cai Shi、Arokiasamy Devasagayaraj、Kunjian Gu、Haihong Jin、Brett Marinelli、Lakshman Samala、Sheldon Scott、Terry Stouch、Ashok Tunoori、Ying Wang、Yi Zang、Chengmin Zhang、S. David Kimball、Alan J. Main、Weimei Sun、Qi Yang、Amr Nouraldeen、Xiang-Qing Yu、Eric Buxton、Shiv Patel、Nghi Nguyen、Jon Swaffield、David R. Powell、Alan Wilson、Qingyun Liu

  DOI：10.1021/jm800338j

  日期：2008.7

  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.