(3,5-Dichloro-benzyl)-ethyl-amine | 90390-22-0

• 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: (3,5-Dichloro-benzyl)-ethyl-amine
• 英文别名: Benzenemethanamine, 3,5-dichloro-N-ethyl-；N-[(3,5-dichlorophenyl)methyl]ethanamine
• CAS: 90390-22-0
• 化学式: C₉H₁₁Cl₂N
• 分子量: 204.099
• InChiKey: KYTXJFGXFLEWJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3,5-Dichloro-benzyl)-ethyl-amine 在 potassium carbonate 、 lithium hexamethyldisilazane 、 肼 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.0h， 生成 5-(((3,5-dichlorobenzyl)(ethyl)amino)methyl)-1H-pyrazol-3(2H)-one
  参考文献：
  名称：

  Tertiary Amine Pyrazolones and Their Salts as Inhibitors of Mutant Superoxide Dismutase 1-Dependent Protein Aggregation for the Treatment of Amyotrophic Lateral Sclerosis

  摘要：

  Pyrazolone derivatives have previously been found to be inhibitors of Cu/Zn superoxide dismutase 1 (S OD 1) - dep en dent protein aggregation, which extended survival of an amyotrophic lateral sclerosis (ALS) mouse model. On the basis of ADME analysis, we describe herein a new series of tertiary amine-containing pyrazolones and their structure activity relationships. Further conversion to the conjugate salts greatly improved their solubility. Phosphate compound 17 exhibited numerous benefits both to cellular activity and to CNS-related drug-like properties in vitro and in vivo, including microsomal stability, tolerated toxicity, and blood brain barrier permeation. These results indicate that tertiary amine pyrazolones comprise a valuable class of ALS drug candidates.

  DOI：

  10.1021/acs.jmedchem.5b00561
• 作为产物：
  描述：

  [1-(3,5-Dichloro-phenyl)-meth-(E)-ylidene]-ethyl-amine 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 (3,5-Dichloro-benzyl)-ethyl-amine
  参考文献：
  名称：

  Benzylamines: synthesis and evaluation of antimycobacterial properties

  摘要：

  The synthesis of benzylamines with various N-alkyl chains and substituents in the aromatic system as well as their evaluation on Mycobacterium tuberculosis H 37 Ra are described. The most active compounds in this test, N-methyl-3-chlorobenzylamine (19, MIC 10.2 micrograms/mL), N-methyl-3,5-dichlorobenzylamine (93, MIC 10.2 micrograms/mL), and N-butyl-3,5-difluorobenzylamine (103, MIC 6.4 micrograms/mL), also exhibited a marked inhibitory effect on Mycobacterium marinum and Mycobacterium lufu used for the determination of antileprotic properties. The combinations of 93 with aminosalicylic acid, streptomycin, or dapsone exert marked supra-additive effects on M. tuberculosis H 37 Ra.

  DOI：

  10.1021/jm00375a005

文献信息

• [EN] AZA-QUINOLINOL PHOSPHONATE INTEGRASE INHIBITOR COMPOUNDS<br/>[FR] COMPOSES D'AZA-QUINOLINOL PHOSPHONATE INHIBITEURS DE L'INTEGRASE
  申请人：GILEAD SCIENCES INC

  公开号：WO2005028478A1

  公开（公告）日：2005-03-31

  Aza-quinolinol phosphonate compounds and methods for inhibition of HIV-integrase are disclosed. Formula (I). Ar is aryl or heteroaryl connecting R6 to L. L is a bond or a linker connecting a ring atom of Ar to N. The ring atoms, X1-X5 may be N, substituted nitrogen, or substituted carbon, and form rings. The compounds include at least one phosphonate group covalently attached at any site.

  本发明公开了一种Aza-quinolinol磷酸酯化合物及其抑制HIV整合酶的方法。其中，公式(I)中的Ar为芳基或杂环芳基，连接R6和L。L是连接Ar的环原子和N的键或连接链。环原子X1-X5可以是N、取代氮或取代碳，并形成环。这些化合物至少包括一个磷酸酯基固定在任何位点上。
• Aza-quinolinol phosphonate integrase inhibitor compounds
  申请人：Jin Haolun

  公开号：US20050137199A1

  公开（公告）日：2005-06-23

  Aza-quinolinol phosphonate compounds and methods for inhibition of HIV-integrase are disclosed. Ar is aryl or heteroaryl connecting R 6 to L. L is a bond or a linker connecting a ring atom of Ar to N. The ring atoms, X 1 -X 5 may be N, substituted nitrogen, or substituted carbon, and form rings. The compounds include at least one phosphonate group covalently attached at any site.

  本发明公开了Aza-quinolinol磷酸酯化合物及其抑制HIV整合酶的方法。其中，Ar是芳基或杂芳基，连接R6到L。L是一个键或连接Ar的环原子到N的连接体。环原子X1-X5可以是N、取代氮或取代碳，并形成环。该化合物至少包括一个磷酸酯基固定在任何一个位点上。
• Pyrimidyl phosphonate antiviral compounds and methods of use
  申请人：Jin Haolun

  公开号：US20050282839A1

  公开（公告）日：2005-12-22

  Pyrimidine I and pyrimidinone II phosphonate compounds and methods for viral inhibition are disclosed. The compounds include at least one phosphonate group covalently attached at any site.

  本发明揭示了嘧啶I和嘧啶酮II膦酸酯化合物及其用于病毒抑制的方法。这些化合物包括至少一个膦酸酯基固定在任何位置上。
• Phosphonate analogs of HIV integrase inhibitor compounds
  申请人：Cai R. Zhenhong

  公开号：US20060116356A1

  公开（公告）日：2006-06-01

  Novel HIV integrase inhibitor compounds having at least one phosphonate group, protected intermediates thereof, and methods for inhibition of HIV-integrase are disclosed.

  本发明揭示了至少具有一个膦酸酯基团的新型HIV整合酶抑制剂化合物，其保护中间体以及用于抑制HIV整合酶的方法。
• Phosphonate Analogs Of Hiv Integrase Inhibitor Compounds
  申请人：Cai R. Zhenhong

  公开号：US20080076738A1

  公开（公告）日：2008-03-27

  Novel HIV integrase inhibitor compounds having at least one phosphonate group, protected intermediates thereof, and methods for inhibition of HIV-integrase are disclosed.

  本发明公开了至少具有一个膦酸酯基团的新型HIV整合酶抑制剂化合物、其受保护的中间体以及用于抑制HIV整合酶的方法。