2-chloro-N-cyclopentyl-6-methylpyrimidin-4-amine | 1247943-80-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-chloro-N-cyclopentyl-6-methylpyrimidin-4-amine
• 英文别名: 2-Chloro-N-cyclopentyl-6-methyl-4-pyrimidinamine
• CAS: 1247943-80-1
• 化学式: C₁₀H₁₄ClN₃
• 分子量: 211.694
• InChiKey: JBQIWGWNZVLAIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-N-cyclopentyl-6-methylpyrimidin-4-amine 、 4,4'-(1,5-戊二氧基)二苯胺 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以74%的产率得到4-N-cyclopentyl-2-N-[4-[5-[4-[[4-(cyclopentylamino)-6-methylpyrimidin-2-yl]amino]phenoxy]pentoxy]phenyl]-6-methylpyrimidine-2,4-diamine
  参考文献：
  名称：

  A natural product inspired hybrid approach towards the synthesis of novel pentamidine based scaffolds as potential anti-parasitic agents

  摘要：

  A natural product inspired molecular hybridization approach led us to a series of novel pentamidine based pyrimidine and chalcone scaffolds. All the hybrids were evaluated for their anti-leishmanial potential. Most of the screened compounds have showed significant in vitro anti-leishmanial activity with less cytotoxicity in comparison to the standard drugs (pentamidine, sodium stibogluconate, and miltefosine). Additionally, anti-malarial screening of these compounds was also done and four compounds have shown superior activity against chloroquine resistance strain (K1) of Plasmodium falciparum. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.101
• 作为产物：
  描述：

  2,4-二氯-6-甲基嘧啶 、 环戊胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以23 %的产率得到2-chloro-N-cyclopentyl-6-methylpyrimidin-4-amine
  参考文献：
  名称：

  [EN] SMALL MOLECULE INHIBITORS OF SALT INDUCIBLE KINASES
  [FR] INHIBITEURS À PETITES MOLÉCULES DE KINASES INDUCTIBLES PAR LE SEL

  摘要：

  提供了盐诱导激酶(SIKs)的小分子抑制剂。具体而言，提供了公式(II)和公式(III)的化合物，以及其互变异构体、立体异构体、药学上可接受的盐和溶剂。还提供了含有这些化合物的药物组合物、制备这些化合物的方法，以及使用这些化合物抑制SIKs（例如SIK1和SIK2）和治疗由SIKs介导的疾病的方法。

  公开号：

  WO2022165530A1

文献信息

• [EN] SMALL MOLECULE INHIBITORS OF SALT INDUCIBLE KINASES<br/>[FR] INHIBITEURS À PETITES MOLÉCULES DE KINASES INDUCTIBLES PAR LE SEL
  申请人：JANSSEN BIOTECH INC

  公开号：WO2022165530A1

  公开（公告）日：2022-08-04

  Small molecule inhibitors of salt inducible kinases (SIKs) are provided. In particular, compounds of formula (II) and compounds of formula (III), and tautomers, stereoisomers, pharmaceutically acceptable salts and solvates thereof are provided. Also provided are pharmaceutical compositions containing the compounds, methods of preparing the compounds, and methods of using the compounds for inhibiting SIKs, such as SIK1 and SIK2, and methods of treating diseases mediated by SIKs.

  提供了盐诱导激酶(SIKs)的小分子抑制剂。具体而言，提供了公式(II)和公式(III)的化合物，以及其互变异构体、立体异构体、药学上可接受的盐和溶剂。还提供了含有这些化合物的药物组合物、制备这些化合物的方法，以及使用这些化合物抑制SIKs（例如SIK1和SIK2）和治疗由SIKs介导的疾病的方法。
• [EN] NOVEL MODULATORS OF EHMT1 AND EHMT2 AND THERAPEUTIC USE THEREOF<br/>[FR] NOUVEAUX MODULATEURS DE L'EHMT1 ET DE L'EHMT2 ET LEUR UTILISATION THÉRAPEUTIQUE
  申请人：[en]TANGO THERAPEUTICS, INC.

  公开号：WO2023064586A1

  公开（公告）日：2023-04-20

  Described herein are novel compounds, compositions and methods for modulating EHMT1 and EHMT2 and treatment of diseases including cancer using such compounds, compositions, and methods.
• A natural product inspired hybrid approach towards the synthesis of novel pentamidine based scaffolds as potential anti-parasitic agents
  作者：Vikas Tyagi、Shahnawaz Khan、Rahul Shivahare、Khushboo Srivastava、Suman Gupta、Saqib Kidwai、Kumkum Srivastava、S.K. Puri、Prem M.S. Chauhan

  DOI：10.1016/j.bmcl.2012.10.101

  日期：2013.1

  A natural product inspired molecular hybridization approach led us to a series of novel pentamidine based pyrimidine and chalcone scaffolds. All the hybrids were evaluated for their anti-leishmanial potential. Most of the screened compounds have showed significant in vitro anti-leishmanial activity with less cytotoxicity in comparison to the standard drugs (pentamidine, sodium stibogluconate, and miltefosine). Additionally, anti-malarial screening of these compounds was also done and four compounds have shown superior activity against chloroquine resistance strain (K1) of Plasmodium falciparum. (c) 2012 Elsevier Ltd. All rights reserved.