3,4-dichlorobenzyliminepropane | 17847-58-4

• 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: 3,4-dichlorobenzyliminepropane
• 英文别名: N-(3,4-Dichlor-benzyliden)-propylamin；1-(3,4-dichlorophenyl)-N-propylmethanimine
• CAS: 17847-58-4
• 化学式: C₁₀H₁₁Cl₂N
• 分子量: 216.11
• InChiKey: AOFBONVLNUEFMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,4-dichlorobenzyliminepropane 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 (3,4-二氯苄基)丙胺
  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
• 作为产物：
  描述：

  正丙胺 、 3,4-二氯苯甲醛 以 乙醇 为溶剂， 生成 3,4-dichlorobenzyliminepropane
  参考文献：
  名称：

  Pagani; Baruffini; Borgna, Farmaco, Edizione Scientifica, 1967, vol. 22, # 12, p. 1019 - 1036

  摘要：

  DOI：

文献信息

• Fluorescent probe sensor based on (R)‐(−)‐4‐phenyl‐2‐oxazolidone for effective detection of divalent cations
  作者：Shyamal Baruah、Merangmenla Aier、Amrit Puzari

  DOI：10.1002/bio.3830

  日期：2020.12

  Significant progress attained in sensor science in recent years has resulted in the development of highly efficient fluorescence probes for sensing metal ions. Fluorescent molecular probes based on (R)‐(−)‐4‐phenyl‐2‐oxazolidone are reported here. Fluorescence studies indicated that the molecular probe could be used successfully to sense divalent metal cations such as Cu2+, Co2+, Pb2+, and Zn2+. The

  近年来，传感器科学领域取得了重大进展，导致了用于感测金属离子的高效荧光探针的开发。本文报道了基于（R）-（-）-4-苯基-2-恶唑烷酮的荧光分子探针。荧光研究表明，该分子探针可以成功地用于检测二价金属阳离子，例如Cu 2 +，Co 2 +，Pb 2+和Zn 2+。在分子探针上添加二价金属阳离子在紫外可见光谱和荧光光谱下产生了特定的相互作用模式。这些分子可以使用荧光猝灭检测金属阳离子。Stern-Volmer图用于确定淬灭速率系数，计算得出为2×10 1对于铜，钴和锌，分别为1.06×10 3和7.39×10 2 M -1 s -1。计算重金属阳离子的检出限表明，与现有的标准数据相比，报道的分子探针提高了检出限。定量限值也很好地在允许范围内。使用密度泛函理论方法和高斯09 W软件评估了最高占据分子轨道到最低未占据分子轨道的前沿能隙，该方法补充了氮杂环丁酮与二价金属离子的配位作用。
• Pagani; Baruffini; Borgna, Farmaco, Edizione Scientifica, 1967, vol. 22, # 12, p. 1019 - 1036
  作者：Pagani、Baruffini、Borgna、Gialdi

  DOI：——

  日期：——
• Benzylamines: synthesis and evaluation of antimycobacterial properties
  作者：Wolfgang R. Meindl、Erwin Von Angerer、Helmut Schoenenberger、Gotthard Ruckdeschel

  DOI：10.1021/jm00375a005

  日期：1984.9

  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.
• Synthesis and SAR of 1,2,3,4-tetrahydroisoquinolin-1-ones as novel G-protein-coupled receptor 40 (GPR40) antagonists
  作者：Paul S. Humphries、John W. Benbow、Paul D. Bonin、David Boyer、Shawn D. Doran、Richard K. Frisbie、David W. Piotrowski、Gayatri Balan、Bruce M. Bechle、Edward L. Conn、Kenneth J. Dirico、Robert M. Oliver、Walter C. Soeller、James A. Southers、Xiaojing Yang

  DOI：10.1016/j.bmcl.2009.03.082

  日期：2009.5

  The development of a series of novel 1,2,3,4-tetrahydroisoquinolin-1-ones as antagonists of G protein-coupled receptor 40 (GPR40) is described. The synthesis, in vitro inhibitory values for GPR40, in vitro microsomal clearance and rat in vivo clearance data are discussed. Initial hits displayed high rat in vivo clearances that were higher than liver blood flow. Optimization of rat in vivo clearance was achieved and led to the identification of 15i, whose rat oral pharmacokinetic data is reported. (c) 2009 Elsevier Ltd. All rights reserved.