5-chloro-N-ethyl-2-methylaniline | 516490-58-7

• 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: 5-chloro-N-ethyl-2-methylaniline
• 英文别名: N-ethyl-5-chloro-2-toluidine；N-ethyl-5-chloro-2-methyl-aniline；N-Aethyl-5-chlor-2-methyl-anilin
• CAS: 516490-58-7
• 化学式: C₉H₁₂ClN
• mdl: MFCD11137763
• 分子量: 169.654
• InChiKey: VPAZSLBPKFJCCK-UHFFFAOYSA-N

物化性质

• 沸点：
  267.6±20.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 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：

  5-chloro-N-ethyl-2-methylaniline 在 lithium hydroxide 、 三氟甲磺酸 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 1-羟基苯并三唑 、 苯甲醚 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.5h， 生成 Cyclopent-2-ene-1,2-dicarboxylic acid 1-(4-carbamimidoyl-benzylamide) 2-[(5-chloro-2-methyl-phenyl)-ethyl-amide]
  参考文献：
  名称：

  Synthesis of Novel Thrombin Inhibitors. Use of Ring-Closing Metathesis Reactions for Synthesis of P2 Cyclopentene- and Cyclohexenedicarboxylic Acid Derivatives

  摘要：

  The thrombin inhibitory tripeptide D-Phe-Pro-Arg has been mimicked using either cyclopentenedicarboxylic derivatives or a cyclohexenedicarboxylic derivative as surrogate for the P2 proline. In the P3 position, tertiary amides were optimized as D-Phe P3 replacements. The P1 arginine was, in all compounds, substituted with the more rigid and biocompatible 4-amino-methylbenzamidine. One of the novel inhibitors was cocrystallized with a-thrombin and subjected to X-ray analysis. From analysis of the X-ray crystal structure, new ligands were designed leading to significantly improved binding affinity, the lead candidate exhibiting an in vitro IC50 of 49 nM.

  DOI：

  10.1021/jm021065a
• 作为产物：
  描述：

  硫酸二乙酯 、 5-氯邻甲苯胺 在 水 作用下， 生成 5-chloro-N-ethyl-2-methylaniline
  参考文献：
  名称：

  New Compounds. Some Aryl and Aralkyl Ureas

  摘要：

  DOI：

  10.1021/ja01230a047

文献信息

• Tailored Cobalt‐Catalysts for Reductive Alkylation of Anilines with Carboxylic Acids under Mild Conditions
  作者：Weiping Liu、Basudev Sahoo、Anke Spannenberg、Kathrin Junge、Matthias Beller

  DOI：10.1002/anie.201806132

  日期：2018.9.3

  first cobalt‐catalyzed hydrogenative N‐methylation and alkylation of amines with readily available carboxylic acid feedstocks as alkylating agents and H2 as ideal reductant is described. Combination of tailor‐made triphos ligands with cobalt(II) tetrafluoroborate significantly improved the efficiency, thus promoting the reaction under milder conditions. This novel protocol allows for a broad substrate scope

  描述了胺的第一个钴催化的氢化N-甲基化和胺的烷基化，其中易得的羧酸原料作为烷基化剂，H 2作为理想的还原剂。量身定制的三价配体与四氟硼酸钴（II）的组合可显着提高效率，从而在较温和的条件下促进反应。即使在存在可还原的烯烃，酯和酰胺的情况下，该新颖的方案也允许具有良好的官能团耐受性的广泛底物范围。
• AMIDE DERIVATIVES AS ION-CHANNEL LIGANDS AND PHARMACEUTICAL COMPOSITIONS AND METHODS OF USING THE SAME
  申请人：Shishido Yuji

  公开号：US20120088746A1

  公开（公告）日：2012-04-12

  Compounds are disclosed that have a formula represented by the following: Formula (I). The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, traumatic injury, and others.

  披露了具有以下公式表示的化合物：公式（I）。这些化合物可以制备为药物组合物，并可用于预防和治疗包括人类在内的哺乳动物的各种疾病，例如疼痛、炎症、创伤性损伤等。
• INHIBITORS OF C-MET AND USES THEREOF
  申请人：Lauffer David J.

  公开号：US20100190774A1

  公开（公告）日：2010-07-29

  The present invention provides compounds useful as inhibitors of c-Met tyrosine kinase. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various proliferative disorders.

  本发明提供了作为c-Met酪氨酸激酶抑制剂有用的化合物。本发明还提供了包括本发明化合物的药学上可接受的组合物以及使用这些组合物治疗各种增殖性疾病的方法。
• US7728017B2
  申请人：——

  公开号：US7728017B2

  公开（公告）日：2010-06-01
• US7998987B2
  申请人：——

  公开号：US7998987B2

  公开（公告）日：2011-08-16