(2-(3-methyl-1H-pyrazol-1-yl)phenyl)methanamine | 1006442-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2-(3-methyl-1H-pyrazol-1-yl)phenyl)methanamine
• 英文别名: [2-(3-methyl-1H-pyrazol-1-yl)phenyl]methanamine；[2-(3-methylpyrazol-1-yl)phenyl]methanamine
• CAS: 1006442-61-0
• 化学式: C₁₁H₁₃N₃
• mdl: MFCD08699761
• 分子量: 187.244
• InChiKey: GSQKSUTWFBYKJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  334.4±30.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-(3-methyl-1H-pyrazol-1-yl)phenyl)methanamine 、 (S)-methyl3-(4-((amino(methylthio)methylene)carbamoyl)phenyl)-2-((tert-butoxycarbonyl)amino)propanoate 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Discovery of acyl guanidine tryptophan hydroxylase-1 inhibitors

  摘要：

  An increasing number of diseases have been linked to a dysfunctional peripheral serotonin system. Given that tryptophan hydroxylase 1 (TPH1) is the rate limiting enzyme in the biosynthesis off serotonin, it represents an attractive target to regulate peripheral serotonin. Following up to our first disclosure, we report a new chemotype of TPH1 inhibitors where-by the more common central planar heterocycle has been replaced with an open-chain, acyl guanidine surrogate. Through our work, we found that compounds of this nature provide highly potent TPH1 inhibitors with favorable physicochemical properties that were effective in reducing murine intestinal 5-HT in vivo. Furthermore, we obtained a high resolution (1.90 angstrom) X-ray structure crystal structure of one of these inhibitors (compound 51) that elucidated the active conformation along with revealing a dimeric form of TPH1 for the first time. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.04.057
• 作为产物：
  描述：

  2-(3-methyl-1H-pyrazol-1-yl)benzonitrile 在 氢气 、 镍 作用下， 以 甲醇 为溶剂， 以55.94 %的产率得到(2-(3-methyl-1H-pyrazol-1-yl)phenyl)methanamine
  参考文献：
  名称：

  [EN] A CYCLIN-DEPENDENT KINASE INHIBITOR
  [FR] INHIBITEUR DE KINASE DÉPENDANTE DES CYCLINES

  摘要：

  Provided herein are a series of compounds as potent inhibitors of cyclin-dependent kinase (CDK), or pharmaceutically acceptable salts thereof. Corresponding compositions are also provided.

  公开号：

  WO2023046128A1