3-iodo-1-(1-(methylsulfonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine | 1203844-77-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 3-iodo-1-(1-(methylsulfonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• 英文别名: 3-iodo-1-(1-methylsulfonylpiperidin-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine
• CAS: 1203844-77-2
• 化学式: C₁₁H₁₅IN₆O₂S
• 分子量: 422.25
• InChiKey: DUGDLCNTROKEJY-UHFFFAOYSA-N

物化性质

• 沸点：
  609.0±65.0 °C(Predicted)
• 密度：
  2.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7-氮杂吲哚-5-硼酸频哪醇酯 、 3-iodo-1-(1-(methylsulfonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以30%的产率得到1-(1-(methylsulfonyl)piperidin-4-yl)-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
  参考文献：
  名称：

  Discovery of pyrazolopyrimidine derivatives as novel inhibitors of ataxia telangiectasia and rad3 related protein (ATR)

  摘要：

  The ATR pathway is a critical mediator of the replication stress response in cells. In aberrantly proliferating cancer cells, this pathway can help maintain sufficient genomic integrity for cancer cell progression. Herein we describe the discovery of 19, a pyrazolopyrimidine-containing inhibitor of ATR via a strategic repurposing of compounds targeting PI3K. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.01.045
• 作为产物：
  描述：

  4-羟基哌啶 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 3-iodo-1-(1-(methylsulfonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
  参考文献：
  名称：

  Development of potent and selective Plasmodium falciparum calcium-dependent protein kinase 4 (PfCDPK4) inhibitors that block the transmission of malaria to mosquitoes

  摘要：

  Malaria remains a major health concern for a large percentage of the world's population. While great strides have been made in reducing mortality due to malaria, new strategies and therapies are still needed. Therapies that are capable of blocking the transmission of Plasmodium parasites are particularly attractive, but only primaquine accomplishes this, and toxicity issues hamper its widespread use. In this study, we describe a series of pyrazolopyrimidine- and imidazopyrazine-based compounds that are potent inhibitors of PfCDPK4, which is a calcium-activated Plasmodium protein lcinase that is essential for exflagellation of male gametocytes. Thus, PfCDPK4 is essential for the sexual development of Plasmodium parasites and their ability to infect mosquitoes. We demonstrate that two structural features in the ATPbinding site of PfCDPK4 can be exploited in order to obtain potent and selective inhibitors of this enzyme. Furthermore, we demonstrate that pyrazolopyrimidine-based inhibitors that are potent inhibitors of the in vitro activity of PfCDPK4 are also able to block Plasmodium falciparum exflagellation with no observable toxicity to human cells. This medicinal chemistry effort serves as a valuable starting point in the development of safe, transmission-blocking agents for the control of malaria. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.048

文献信息

• PROTEIN KINASE INHIBITORS
  申请人：Sheppard S. George

  公开号：US20070203143A1

  公开（公告）日：2007-08-30

  Compounds that inhibit protein kinases, compositions containing the compounds and methods of treating diseases using the compounds are disclosed.

  抑制蛋白激酶的化合物、含有这些化合物的组合物以及利用这些化合物治疗疾病的方法被披露。
• 3-ACETYLENYL-PYRAZOLE-PYRIMIDINE DERIVATIVE, AND PREPARATION METHOD THEREFOR AND USES THEREOF
  申请人：Si Chuan University

  公开号：US20170305920A1

  公开（公告）日：2017-10-26

  The present invention relates to the field of chemical and medicine, more particularly, 3-ethynylpyrazolopyrimidine derivatives and their preparation methods and uses. The invention provides a 3-ethynylpyrazolopyrimidine derivative, and the structure is shown in formula I. The present invention also provides preparation methods and use of 3-ethynylpyrazolopyrimidine derivatives, comprising the compounds and derivatives, and their pharmaceutical compositions for the use of the treatment and prevention of tumors.

  本发明涉及化学和药物领域，更具体地涉及3-乙炔吡唑吡嘧啶衍生物及其制备方法和用途。该发明提供了一种3-乙炔吡唑吡嘧啶衍生物，其结构如公式I所示。本发明还提供了3-乙炔吡唑吡嘧啶衍生物的制备方法和用途，包括该化合物和衍生物，以及它们的药物组合物，用于治疗和预防肿瘤。
• KINASE INHIBITORS AND METHODS OF USE
  申请人：Ren Pingda

  公开号：US20110172228A1

  公开（公告）日：2011-07-14

  The present invention provides chemical entities or compounds and pharmaceutical compositions thereof that are capable of modulating certain protein kinases such as mTor, tyrosine kinases, and/or lipid kinases such as PI3 kinase. Also provided in the present invention are methods of using these compositions to modulate activities of one or more of these kinases, especially for therapeutic applications.

  本发明提供了化学实体或化合物以及其制备的药物组合物，这些药物组合物能够调节某些蛋白激酶，如mTor、酪氨酸激酶和/或脂质激酶，如PI3激酶。本发明还提供了使用这些组合物调节其中一个或多个激酶活性的方法，特别是用于治疗应用。
• 3-acetylenyl-pyrazole-pyrimidine derivative, and preparation method therefor and uses thereof
  申请人：Si Chuan University

  公开号：US10266537B2

  公开（公告）日：2019-04-23

  The present invention relates to the field of chemical and medicine, more particularly, 3-ethynylpyrazolopyrimidine derivatives and their preparation methods and uses. The invention provides a 3-ethynylpyrazolopyrimidine derivative, and the structure is shown in formula I. The present invention also provides preparation methods and use of 3-ethynylpyrazolopyrimidine derivatives, comprising the compounds and derivatives, and their pharmaceutical compositions for the use of the treatment and prevention of tumors.

  本发明涉及化学和医药领域，尤其是3-乙炔基吡唑嘧啶衍生物及其制备方法和用途。本发明提供了一种 3-乙炔基吡唑嘧啶衍生物，其结构如式 I 所示。本发明还提供了3-乙炔基吡唑嘧啶衍生物的制备方法和用途，包括化合物和衍生物及其药物组合物，用于治疗和预防肿瘤。
• [EN] 3-ACETYLENYL-PYRAZOLE-PYRIMIDINE DERIVATIVE, AND PREPARATION METHOD THEREFOR AND USES THEREOF<br/>[FR] DÉRIVÉ 3-ACÉTYLÉNYLE-PYRAZOLE-PYRIMIDINE, MÉTHODE DE PRÉPARATION ET UTILISATIONS CORRESPONDANTES<br/>[ZH] 3-乙炔基吡唑并嘧啶衍生物及其制备方法和用途
  申请人：SI CHUAN UNIVERSITY

  公开号：WO2016112846A1

  公开（公告）日：2016-07-21

  本发明属于化学医药领域，具体涉及3-乙炔基吡唑并嘧啶衍生物及其制备方法和用途。本发明提供了一种3-乙炔基吡唑并嘧啶衍生物，其结构如式Ⅰ所示。本发明还提供了3-乙炔基吡唑并嘧啶衍生物的制备方法和用途，包含该衍生物的药物组合物，以及该化合物和药物组合物用于治疗和预防肿瘤的用途。