5-amino-1-(2,2,2-trifluoroethyl)-1H-pyrazole-4-carbonitrile | 1082745-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-1-(2,2,2-trifluoroethyl)-1H-pyrazole-4-carbonitrile
• 英文别名: 5-amino-1-(2,2,2-trifluoroethyl)pyrazole-4-carbonitrile
• CAS: 1082745-56-9
• 化学式: C₆H₅F₃N₄
• 分子量: 190.128
• InChiKey: UXWUCQWZFVTTEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (5-amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carboxamide) 、 5-amino-1-(2,2,2-trifluoroethyl)-1H-pyrazole-4-carbonitrile 生成 5-amino-1-(2,2,2-trifluoroethyl)-1H-pyrazole-4-carboxamide
  参考文献：
  名称：

  Pyrazolo[3,4-d]pyrimidine compounds

  摘要：

  本发明提供了PDE9抑制化合物的公式（I），以及其药学上可接受的盐，其中R，R1，R2和R3的定义如本文所述。还提供了含有公式I化合物的药物组合物，并用于治疗神经退行性和认知障碍，例如阿尔茨海默病和精神分裂症的用途。

  公开号：

  US07964607B2
• 作为产物：
  描述：

  2,2,2-三氟乙基肼 、 乙氧基亚甲基丙二腈 以 乙醇 、 水 为溶剂， 生成 5-amino-1-(2,2,2-trifluoroethyl)-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  1H-PYRAZOLO[3,4-D]PYRIMIDINE, PURINE, 7H-PURIN-8(9H)-ONE, 3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDINE, AND THIENO[3,2-D]PYRIMIDINE COMPOUNDS, THEIR USE AS mTOR KINASE AND PI3 KINASE INHIBITORS, AND THEIR SYNTHESES

  摘要：

  这项发明涉及1H-吡唑并[3,4-d]嘧啶，嘌呤，7H-嘌呤-8(9H)-酮，3H-[1,2,3]三唑并[4,5-d]嘧啶和噻吩[3,2-d]嘧啶化合物，包含这些化合物的组合物，以及制备和使用这些化合物的方法。

  公开号：

  US20090192176A1

文献信息

• AMINO-HETEROCYCLIC COMPOUNDS
  申请人：Verhoest Patrick R.

  公开号：US20090030003A1

  公开（公告）日：2009-01-29

  The invention provides PDE9-inhibiting compounds of Formula (I), and pharmaceutically acceptable salts thereof, wherein R, R 1 , R 2 and R 3 are as defined herein. Pharmaceutical compositions containing the compounds of Formula I, and uses thereof in treating neurodegenerative and cognitive disorders, such as Alzheimer's disease and schizophrenia, are also provided.

  该发明提供了式（I）的PDE9抑制化合物及其药用盐，其中R、R1、R2和R3如本文所定义。还提供了含有式I化合物的药物组合物，并将其用于治疗神经退行性和认知障碍，如阿尔茨海默病和精神分裂症。
• THIENOPYRIMIDINE AND PYRAZOLOPYRIMIDINE COMPOUNDS AND THEIR USE AS MTOR KINASE AND PI3 KINASE INHIBITORS
  申请人：Zask Arie

  公开号：US20090098086A1

  公开（公告）日：2009-04-16

  The invention relates to thienopyrimidine and pyrazolopyrimidine compounds of the Formulas (Ia) and (IIa), or a pharmaceutically acceptable salt thereof, wherein the constituent variables are as defined herein compositions comprising the compounds, and methods for making and using the compounds.

  该发明涉及Formula (Ia)和Formula (IIa)的噻吡嘧啶和吡唑嘧啶化合物，或其药用可接受的盐，其中组成变量如本文所定义的那样，包括该化合物的组合物，以及制备和使用该化合物的方法。
• Incorporation of water-solubilizing groups in pyrazolopyrimidine mTOR inhibitors: Discovery of highly potent and selective analogs with improved human microsomal stability
  作者：David J. Richard、Jeroen C. Verheijen、Kevin Curran、Joshua Kaplan、Lourdes Toral-Barza、Irwin Hollander、Judy Lucas、Ker Yu、Arie Zask

  DOI：10.1016/j.bmcl.2009.10.096

  日期：2009.12

  A series of highly potent and selective pyrazolopyrimidine mTOR inhibitors which contain water-solubilizing groups attached to the 6-arylureidophenyl moiety have been prepared. Such derivatives displayed superior potency to those in which these appendages were attached to alternative sites. In comparison to unfunctionalized arylureido compounds, these analogs demonstrated enhanced cellular potency and significantly improved stability towards human microsomes, resulting in an mTOR inhibitor with impressive efficacy in a xenograft model with an intermittent dosing regimen. (C) 2009 Elsevier Ltd. All rights reserved.
• Discovery of 3,6-dihydro-2H-pyran as a morpholine replacement in 6-aryl-1H-pyrazolo[3,4-d]pyrimidines and 2-arylthieno[3,2-d]pyrimidines: ATP-competitive inhibitors of the mammalian target of rapamycin (mTOR)
  作者：Joshua Kaplan、Jeroen C. Verheijen、Natasja Brooijmans、Lourdes Toral-Barza、Irwin Hollander、Ker Yu、Arie Zask

  DOI：10.1016/j.bmcl.2009.11.050

  日期：2010.1

  The morpholine hinge-region binding group on a series of pyrazolopyrimidine and thienopyrimidine mammalian target of rapamycin ( mTOR) inhibitors was replaced with 3,6-dihydro-2H-pyran (DHP), giving compounds of equivalent potency and selectivity versus PI3K. These results establish the DHP group as a hinge-region binding motif for the preparation of highly potent and selective mTOR inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.
• US7964607B2
  申请人：——

  公开号：US7964607B2

  公开（公告）日：2011-06-21