N-(1-iminoethyl)benzylamine | 69981-57-3

• 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: N-(1-iminoethyl)benzylamine
• 英文别名: N-benzylacetamidine；N-benzylacetimidamide；N-benzylethanimidamide；N'-benzylethanimidamide
• CAS: 69981-57-3
• 化学式: C₉H₁₂N₂
• 分子量: 148.208
• InChiKey: TVGAZFIPLVKCJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(1-iminoethyl)benzylamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 N-乙基苄胺
  参考文献：
  名称：

  CONVERSION OF NITRILES INTO TERTIARY AMINES: N,N-DIMETHYLHOMOVERATRYLAMINE

  摘要：

  DOI：

  10.15227/orgsyn.076.0133
• 作为产物：
  描述：

  4-苄基-3-甲基-1,2,4-恶二唑-5-酮 在 Lindlar's catalyst 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以100%的产率得到N-(1-iminoethyl)benzylamine
  参考文献：
  名称：

  3-Methyl-4H-[1,2,4]-oxadiazol-5-one: a versatile synthon for protecting monosubstituted acetamidines

  摘要：

  The utilization of 3-methyl-4H-[1,2,4]-oxadiazol-5-one as a versatile protected acetamidine is demonstrated through employment in a variety of synthetic sequences. The potassium salt (2a) or the neutral form (2b) is alternatively shown to be superior for various synthetic reactions (i.e., alkylation, Michael addition, Mitsunobu) to incorporate side chains for further synthesis. The 3-methyl-4H-[1,2,4]-oxadiazol-5-one moiety was found to be stable to acid or base under non-aqueous conditions. It was also found to be stable to many reagents commonly used for organic synthesis. Despite this stability, the free acetamidine may be released by mild reduction including Lindlar hydrogenation or dissolving metal reductions. Alternatively, the hydroxyl amidine may be formed via alkaline hydrolysis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.030

文献信息

• Carboxylic acid derivatives that inhibit the binding of integrins to their receptors
  申请人：——

  公开号：US20040063955A1

  公开（公告）日：2004-04-01

  A method for the inhibition of the binding of &agr; 4 &bgr; 1 integrin to its receptors, for example VCAM-1 (vascular cell adhesion molecule-1) and fibronectin; compounds that inhibit this binding; pharmaceutically active compositions comprising such compounds; and to the use of such compounds either a above, or in formulations for the control or prevention of diseases states in which &agr; 4 &bgr; 1 is involved.

  一种用于抑制α4β1整合素与其受体结合的方法，例如VCAM-1（血管细胞粘附分子-1）和纤维连接蛋白；抑制这种结合的化合物；包含这些化合物的药用活性组合物；以及使用这些化合物来控制或预防涉及α4β1的疾病状态的配方。
• 1,8-NAPHTHYRIDINONE COMPOUNDS AND USES THEREOF
  申请人：GiraFpharma LLC

  公开号：US20190023702A1

  公开（公告）日：2019-01-24

  1,8-naphthyridinone compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.

  提供了作为腺苷受体调节剂的1,8-萘啶酮化合物。这些化合物可能作为治疗经由G蛋白偶联受体信号通路介导的疾病的治疗剂，并且可能在肿瘤学中发挥特定作用。
• Readily Prepared Resin-Bound Thioimidates as Reagents for the Synthesis of Amidines
  作者：Antonella Ursini、Monica Delpogetto、Giuseppe Guercio、Alcide Perboni、Tino Rossi

  DOI：10.1055/s-2001-11384

  日期：——

  The use of commercially available resins to prepare novel and stable polymer supported thioimidates was investigated. Polymer supported thioimidates were found to enable acetamidine formation in a convenient manner, with a significantly easier work-up than solution-phase reactions.

  研究了使用市售树脂制备新型稳定的高分子支持硫代咪唑的方法。发现高分子支持硫代咪唑能够以便利的方式促进乙脒的形成，其后续处理比溶液相反应显著简单。
• Sulfated tungstate catalyzed activation of nitriles: addition of amines to nitriles for synthesis of amidines
  作者：Sachin D. Veer、Kamlesh V. Katkar、Krishnacharya G. Akamanchi

  DOI：10.1016/j.tetlet.2016.07.073

  日期：2016.9

  the synthesis of amidines by direct nucleophilic addition of amines to nitriles using sulfated tungstate as heterogeneous catalyst is described. Highlight of the method is its applicability for the synthesis of amidines using a wide variety of amines including ammonia as ammonium acetate and nitriles. Catalyst is mildly acidic, stable, easy to prepare and separate from the reaction mass.

  描述了通过使用硫酸钨作为非均相催化剂将胺直接亲核加成到腈中的一种高效温和的method合成方法。该方法的重点是其适用于使用多种胺（包括氨，乙酸铵和腈）合成am。催化剂呈弱酸性，稳定，易于制备并与反应物料分离。
• Copper(I)-induced addition of amines to unactivated nitriles: The first general one-step synthesis of alkyl amidines.
  作者：Guilhem Rousselet、Patrice Capdevielle、Michel Maumy

  DOI：10.1016/0040-4039(93)85054-z

  日期：1993.10

  Cu(I)Cl promotes the condensation of acetonitrile1a and benzonitrile1b with primary and secondary amines2a-g into amidines3a-j under mild conditions, in high to quantitative yields. Stoichiometric formation of Cu(I)-amidines complexes allows to control the degree of substitution of resulting amidines.

  Cu（I）Cl在温和条件下促进乙腈1a和苄腈1b与伯胺和仲胺2a-g缩合成am 3a-j，产率高至定量。Cu（I）-am配合物的化学计量形成允许控制所得am的取代度。