2,4-dichloro-6-(4-methylpiperazin-1-yl)-1,3,5-triazine | 118730-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2,4-dichloro-6-(4-methylpiperazin-1-yl)-1,3,5-triazine
• CAS: 118730-10-2
• 化学式: C₈H₁₁Cl₂N₅
• 分子量: 248.115
• InChiKey: NHOQVNSWPMWKKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  45.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-6-(4-methylpiperazin-1-yl)-1,3,5-triazine 在 potassium phosphate 、 palladium diacetate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 25.0h， 生成 (Z)-4-((4-(4-(benzylideneamino)phenyl)-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2 yl)oxy)benzonitrile
  参考文献：
  名称：

  Facile synthesis of benzonitrile/nicotinonitrile based s-triazines as new potential antimycobacterial agents

  摘要：

  A common strategy to synthesize 4/6-(4-(4-methylpiperazin-1-yl)-6-(4-(4-oxo-2-phenylthiazolidin-3-yl)phenyl)-1,3,5-triazin-2-yloxy)benzonitriles/nicotinonitriles was developed by applying an efficient palladium-catalyzed C-C Suzuki coupling. Moreover, the synthesized compounds were also tested for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H(37)Rv using BACTEC MGIT and Lowenstein-Jensen MIC methods. Several compounds displayed profound antimycobacterial activity in combination with low toxicity towards mammalian cells. The best results were observed amongst the nicotinonitrile substituted s-triazine analogs and it could be a potential starting point to develop new lead compounds in the fight against M. tuberculosis H(37)Rv. The newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.085
• 作为产物：
  描述：

  N-甲基哌嗪 、 三聚氯氰 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以89%的产率得到2,4-dichloro-6-(4-methylpiperazin-1-yl)-1,3,5-triazine
  参考文献：
  名称：

  Facile synthesis of benzonitrile/nicotinonitrile based s-triazines as new potential antimycobacterial agents

  摘要：

  A common strategy to synthesize 4/6-(4-(4-methylpiperazin-1-yl)-6-(4-(4-oxo-2-phenylthiazolidin-3-yl)phenyl)-1,3,5-triazin-2-yloxy)benzonitriles/nicotinonitriles was developed by applying an efficient palladium-catalyzed C-C Suzuki coupling. Moreover, the synthesized compounds were also tested for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H(37)Rv using BACTEC MGIT and Lowenstein-Jensen MIC methods. Several compounds displayed profound antimycobacterial activity in combination with low toxicity towards mammalian cells. The best results were observed amongst the nicotinonitrile substituted s-triazine analogs and it could be a potential starting point to develop new lead compounds in the fight against M. tuberculosis H(37)Rv. The newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.085

文献信息

• Biaryl piperazinyl-pyridine analogues
  申请人：Bakthavatchalam Rajagopal

  公开号：US20070027155A1

  公开（公告）日：2007-02-01

  Biaryl piperazinyl-pyridine analogues are provided, of the Formula: wherein variables are as described herein. Such compounds are ligands that may be used to modulate specific receptor activity in vivo or in vitro, and are particularly useful in the treatment of conditions associated with pathological receptor activation in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for using such compounds to treat such disorders are provided, as are methods for using such ligands for receptor localization studies.

  提供了公式为：其中变量如此处所述的Biaryl piperazinyl-pyridine类似物。这些化合物是配体，可用于调节体内或体外特定受体活性，并且在治疗与人类、家养伴侣动物和家畜动物的病理性受体激活相关的疾病方面特别有用。提供了用于治疗此类疾病的制药组合物和方法，以及用于受体定位研究的这些配体的方法。
• SUBSTITUTED BIARYL PIPERAZINYL-PYRIDINE ANALOGUES
  申请人：Blum Charles A.

  公开号：US20110003813A1

  公开（公告）日：2011-01-06

  Substituted biaryl piperazinyl-pyridine analogues are provided, of the Formula: wherein variables are as described herein. Such compounds are ligands that may be used to modulate specific receptor activity in vivo or in vitro, and are particularly useful in the treatment of conditions associated with pathological receptor activation in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for using such compounds to treat such disorders are provided, as are methods for using such ligands for receptor localization studies.

  提供了替代的联苯基哌嗪基吡啶类似物，其化学式为：其中变量如本文所述。此类化合物是配体，可用于体内或体外调节特定受体活性，并且在治疗与人类、驯养的伴侣动物和家畜动物的病理性受体激活相关的疾病方面特别有用。提供了用于治疗此类疾病的制药组合物和方法，以及用于受体定位研究的配体使用方法。
• Triazine and pyrimidine based ROCK inhibitors with efficacy in spontaneous hypertensive rat model
  作者：Koc-Kan Ho、James R. Beasley、Laura Belanger、Darcey Black、Jui-Hsiang Chan、David Dunn、Bing Hu、Anthony Klon、Steven G. Kultgen、Michael Ohlmeyer、Susan M. Parlato、Peter C. Ray、Quynhchi Pham、Yajing Rong、Andrew L. Roughton、Tiffany L. Walker、Jane Wright、Kai Xu、Yan Xu、Limei Zhang、Maria Webb

  DOI：10.1016/j.bmcl.2009.09.046

  日期：2009.11

  The pro. le of a series of triazine and pyrimidine based ROCK inhibitors is described. An initial binding mode was established based on a homology model and the proposed interactions are consistent with the observed SAR. Compounds from the series are potent in a cell migration assay and possess a favorable kinase selectivity. In vivo activity was demonstrated for compound 1A in a spontaneous hypertensive rat model. (C) 2009 Published by Elsevier Ltd.
• Synthesis and studies of homopolyamides based on 2,4-bis(6-chlorocarbonyl-2-naphthyloxy)-6-(4-methyl-1-piperazinyl)-s-triazine
  作者：Shahrukh T. Asundaria、Hemant S. Patel、Keshav C. Patel

  DOI：10.1007/s00706-010-0343-z

  日期：2010.8

  Ten homopolyamides have been synthesized by polycondensation of the monomer 2,4-bis(6-chlorocarbonyl-2-naphthyloxy)-6-(4-methyl-1-piperazinyl)-s-triazine and different diamines such as 4,4'-biphenyldiamine, 4,4'-diaminobenzanilide, 4,4'-diaminodiphenylmethane, 4,4'-diaminodiphenyl sulfone, 4,4'-diaminodiphenyl sulfonamide, 2,4-diaminotoluene, o-phenylenediamine, m-phenylenediamine, p-phenylenediamine, and ethylenediamine. All polyamides were characterized by solubility, density, viscosity measurements, IR, NMR spectroscopy, and thermogravimetric analysis. The products were found to possess high thermal stability.
• US7566712B2
  申请人：——

  公开号：US7566712B2

  公开（公告）日：2009-07-28