3-(2,4-dichlorophenoxy)propan-1-amine | 50911-63-2

• 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: 3-(2,4-dichlorophenoxy)propan-1-amine
• 英文别名: 2,4-Dichlor-phenyloxypropylamin；3-(2,4-Dichloro-phenoxy)-propylamine；1-(3-Aminopropoxy)-2,4-dichlorobenzene
• CAS: 50911-63-2
• 化学式: C₉H₁₁Cl₂NO
• mdl: MFCD09883063
• 分子量: 220.098
• InChiKey: YVQIPBKNAFAQFF-UHFFFAOYSA-N

物化性质

• 沸点：
  321.0±32.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2,4-dichlorophenoxy)propan-1-amine 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 3-(2,4-dichlorophenoxy)propan-1-amine hydrochloride
  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 lithium aluminium tetrahydride 、 sodium azide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 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

文献信息

• [EN] COMPOUNDS AND METHODS<br/>[FR] COMPOSÉS ET PROCÉDÉS
  申请人：UNIV WESTERN AUSTRALIA

  公开号：WO2022051804A1

  公开（公告）日：2022-03-17

  Compounds of Formula (A) and methods for use as agricultural chemicals, including herbicides. Formula (A)

  化合物的公式（A）及其用作农业化学品，包括除草剂的方法。公式（A）
• Design, synthesis and biological evaluation of 6-aryl-1,6-dihydro-1,3,5-triazine-2,4-diamines as antiplasmodial antifolates
  作者：Anna C. U. Lourens、David Gravestock、Robyn L. van Zyl、Heinrich C. Hoppe、Natasha Kolesnikova、Supannee Taweechai、Yongyuth Yuthavong、Sumalee Kamchonwongpaisan、Amanda L. Rousseau

  DOI：10.1039/c6ob01350c

  日期：——

  biological evaluation of a series of 6-aryl-1,6-dihydro-1,3,5-triazine-2,4-diamines is described. These compounds exhibited in vitro antiplasmodial activity in the low nanomolar range against both drug sensitive and drug resistant strains of P. falciparum, with 1-(3-(2,4-dichlorophenoxy)propyl)-6-phenyl-1,6-dihydro-1,3,5-triazine-2,4-diamine hydrochloride identified as the most potent compound from this series

  描述了一系列6-芳基-1,6-二氢-1,3,5-三嗪-2,4-二胺的设计，合成和生物学评估。这些化合物具有1-（3-（2,4-二氯苯氧基）丙基）-6-苯基-1,6-二氢的低纳摩尔浓度范围对恶性疟原虫的药物敏感菌株和耐药菌株均具有体外抗疟原虫活性。-1,3,5-三嗪-2,4-二胺盐酸盐被确定为该系列抗药性FCR-3菌株（IC 50 2.66 nM）最有效的化合物。该化合物在治疗浓度下对哺乳动物细胞无毒，在生化酶测定中显示为寄生DHFR抑制剂。
• 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。
• MAO Inhibitors and Their Conjugates as Therapeutics For The Treatment of Brain Cancer
  申请人：University of Southern California

  公开号：US20150209361A1

  公开（公告）日：2015-07-30

  A pharmaceutical composition and method for treating brain cancer are provided. The method includes administering to a patient in need thereof an effective amount of one or more compounds that include moclobemide, clorgyline, clorgyline's Near-infra-red dye Monoamine Oxidase Inhibitor (NMI), and MHI 148-clorgyline, and their salt thereof. The composition and method are particularly effective in reducing the size of glioblastomas that are temozolomide (TMZ) resistant.

  提供了一种用于治疗脑癌的药物组合物和方法。该方法包括向需要治疗的患者施用一种或多种化合物的有效量，其中包括莫克洛贝胺、克洛吉林、克洛吉林的近红外染料单胺氧化酶抑制剂(NMI)和MHI 148-克洛吉林及其盐。该组合物和方法特别有效于减小对替莫唑胺（TMZ）具有抵抗力的胶质母细胞瘤的大小。
• beta-Substituierte Aminophenethylazol-Derivate
  申请人：NIHON TOKUSHU NOYAKU SEIZO K.K.

  公开号：EP0183147A2

  公开（公告）日：1986-06-04

  Neue β-substituierte Aminophenethylazol-Derivate der Formel (I) in welcher X. Y, R', R2, i, m, p und q die in der Beschreibung angegebene Bedeutung haben, ein Verfahren zur Herstellung der neuen Stoffe und deren Verwendung als Fungizide. Neue Zwischenprodukte der Formel (IV) in welcher X, Y, R1, R2, I, m, p und q die in der Beschreibung angegebene Bedeutung haben, und ein Verfahren zur Herstellung der neuen Zwischenprodukte.

  式 (I) 的新β-取代氨基苯乙基唑衍生物 其中 X.Y、R'、R2、i、m、p 和 q 具有说明中给出的含义、 制备新物质并将其用作杀菌剂的工艺。 式 (IV) 的新型中间体 其中 X、Y、R1、R2、I、m、p 和 q 具有说明中给出的含义、 以及制备新型中间体的工艺。