1-(3-azidopropoxy)-2,4-dichlorobenzene | 1251302-89-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-azidopropoxy)-2,4-dichlorobenzene
• CAS: 1251302-89-2
• 化学式: C₉H₉Cl₂N₃O
• 分子量: 246.096
• InChiKey: XSXJCLUNZLOHKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-azidopropoxy)-2,4-dichlorobenzene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以79%的产率得到3-(2,4-dichlorophenoxy)propan-1-amine
  参考文献：
  名称：

  Expeditious synthesis and biological evaluation of novel 2,N6-disubstituted 1,2-dihydro-1,3,5-triazine-4,6-diamines as potential antimalarials

  摘要：

  A small set of novel 2,N-6-disubstituted 1,2-dihydro-1,3,5-triazine-4,6-diamines was prepared possessing a flexible tether between the exocyclic nitrogen bonded to C-6 of the 1,2-dihydro-1,3,5-triazine-4,6-diamine heterocycle and the distal aryl ring. Three zones were varied in this series of compounds, namely the nature of the substituent(s) on C-2; the nature of the substituent(s) on the distal aryl ring; as well as the nature and length of the flexible tether between the rings. The compound showing the best antimalarial activity (cycloguanil-resistant FCR-3 Plasmodium falciparum IC50 = 0.99 mu M) was N-6-(3-(4-chlorophenoxy)propyl)-2-(furan-2-yl)-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.054
• 作为产物：
  描述：

  1-(3-溴丙氧基)-2,4-二氯苯 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到1-(3-azidopropoxy)-2,4-dichlorobenzene
  参考文献：
  名称：

  Expeditious synthesis and biological evaluation of novel 2,N6-disubstituted 1,2-dihydro-1,3,5-triazine-4,6-diamines as potential antimalarials

  摘要：

  A small set of novel 2,N-6-disubstituted 1,2-dihydro-1,3,5-triazine-4,6-diamines was prepared possessing a flexible tether between the exocyclic nitrogen bonded to C-6 of the 1,2-dihydro-1,3,5-triazine-4,6-diamine heterocycle and the distal aryl ring. Three zones were varied in this series of compounds, namely the nature of the substituent(s) on C-2; the nature of the substituent(s) on the distal aryl ring; as well as the nature and length of the flexible tether between the rings. The compound showing the best antimalarial activity (cycloguanil-resistant FCR-3 Plasmodium falciparum IC50 = 0.99 mu M) was N-6-(3-(4-chlorophenoxy)propyl)-2-(furan-2-yl)-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.054

文献信息

• MONOAMINE OXIDASE INHIBITORS AND METHODS FOR TREATMENT AND DIAGNOSIS OF PROSTATE CANCER
  申请人：SHIH Jean C.

  公开号：US20130039854A1

  公开（公告）日：2013-02-14

  A mechanism of monoamine oxidases (MAOs) driven epithelium-to-mesenchymal transition (EMT) is disclosed. Also disclosed are methods for treating cancer by inhibiting or suppressing MAOs in cancer cells. Novel MAOs inhibitors, such as small molecules, siRNA, shRNA, antisense oligonucleotides, aptamers, decoys, and pharmaceutical compositions useful for treating cancer by disrupting the workings of MAOs are provided. In particular, a class of conjugates formed by covalently conjugating near infrared dye 783, IR-780, and MHI-148 to a MAO inhibitor, such as clorgyline, with and without encapsulation it in a nanoparticle is provided. Other aspects of the invention include methods for forming the nano-conjugates, method for monitoring treatment progress in a cancer patient by monitoring the changes in MAO activity, methods for screening patients who are at risk of cancer or differentiating different forms of cancer by assaying the level and location of MAO activity.

  本发明揭示了一种单胺氧化酶(MAOs)驱动的上皮-间质转化(EMT)机制。同时，本发明还揭示了通过抑制或抑制癌细胞中的MAOs来治疗癌症的方法。本发明提供了新型的MAOs抑制剂，例如小分子、siRNA、shRNA、反义寡核苷酸、aptamer、诱饵和制药组合物，用于通过破坏MAOs的作用来治疗癌症。特别地，本发明提供了一类共价结合近红外染料783、IR-780和MHI-148与MAO抑制剂（例如克洛吉林）形成的共轭物，有或没有包封在纳米粒子中。本发明的其他方面包括形成纳米共轭物的方法，通过监测MAO活性的变化来监测癌症患者的治疗进展的方法，通过测定MAO活性水平和位置来筛选癌症风险患者或区分不同类型的癌症的方法。
• [EN] MONOAMINE OXIDASE INHIBITORS AND METHODS FOR TREATMENT AND DIAGNOSIS OF PROSTATE CANCER<br/>[FR] INHIBITEURS DE MONOAMINE OXYDASE ET PROCÉDÉS POUR LE TRAITEMENT ET LE DIAGNOSTIC DU CANCER DE LA PROSTATE
  申请人：UNIV SOUTHERN CALIFORNIA

  公开号：WO2013016580A3

  公开（公告）日：2013-03-28
• US9771625B2
  申请人：——

  公开号：US9771625B2

  公开（公告）日：2017-09-26
• Expeditious synthesis and biological evaluation of novel 2,N6-disubstituted 1,2-dihydro-1,3,5-triazine-4,6-diamines as potential antimalarials
  作者：David Gravestock、Amanda L. Rousseau、Anna C.U. Lourens、Simon S. Moleele、Robyn L. van Zyl、Paul A. Steenkamp

  DOI：10.1016/j.ejmech.2011.02.054

  日期：2011.6

  A small set of novel 2,N-6-disubstituted 1,2-dihydro-1,3,5-triazine-4,6-diamines was prepared possessing a flexible tether between the exocyclic nitrogen bonded to C-6 of the 1,2-dihydro-1,3,5-triazine-4,6-diamine heterocycle and the distal aryl ring. Three zones were varied in this series of compounds, namely the nature of the substituent(s) on C-2; the nature of the substituent(s) on the distal aryl ring; as well as the nature and length of the flexible tether between the rings. The compound showing the best antimalarial activity (cycloguanil-resistant FCR-3 Plasmodium falciparum IC50 = 0.99 mu M) was N-6-(3-(4-chlorophenoxy)propyl)-2-(furan-2-yl)-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride. (C) 2011 Elsevier Masson SAS. All rights reserved.