2-(benzyloxy)-4-chloroaniline | 860677-88-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(benzyloxy)-4-chloroaniline
• 英文别名: 2-Benzyloxy-4-chlor-anilin；4-chloro-2-phenylmethoxyaniline
• CAS: 860677-88-9
• 化学式: C₁₃H₁₂ClNO
• 分子量: 233.697
• InChiKey: AHFDKMRIQUPKQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  2-(benzyloxy)-4-chloroaniline 在 吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 N-(2-(benzyloxy)-4-chlorophenyl)-N-(3-(4-methoxytetrahydro-2H-pyran-4-yl)benzyl)methanesulfonamide
  参考文献：
  名称：

  Syntheses and characterization of nimesulide derivatives for dual enzyme inhibitors of both cyclooxygenase-1/2 and 5-lipoxygenase

  摘要：

  Cyclooxygenase-1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) are enzymes in two different pathways in the inflammatory process. In the present study, a variety of new nimesulide derivatives were synthesized through incorporation of a 5-LOX pharmacophore into nimesulide followed with some structural modifications, which were then characterized for dual enzyme inhibitors for these two types of enzymes. Their structure-activity relationships (SARs) were studied, and compound 20f was found to be an excellent dual enzyme inhibitor. Its binding conformation and interaction mode were studied with molecular docking experiments. Compound 20f could become a lead compound for further development for potential anti-inflammatory drugs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.043
• 作为产物：
  描述：

  3-硝基氯苯 在 氢氧化钾 、 硫酸 、 potassium nitrate 作用下， 生成 2-(benzyloxy)-4-chloroaniline
  参考文献：
  名称：

  Mangini; Deliddo, Gazzetta Chimica Italiana, 1933, vol. 63, p. 612,620

  摘要：

  DOI：

文献信息

• Design, synthesis and biological evaluation of small molecule inhibitors of CD4-gp120 binding based on virtual screening
  作者：Judith M. LaLonde、Mark A. Elban、Joel R. Courter、Akihiro Sugawara、Takahiro Soeta、Navid Madani、Amy M. Princiotto、Young Do Kwon、Peter D. Kwong、Arne Schön、Ernesto Freire、Joseph Sodroski、Amos B. Smith

  DOI：10.1016/j.bmc.2010.11.049

  日期：2011.1

  The low-molecular-weight compound JRC-II-191 inhibits infection of HIV-1 by blocking the binding of the HIV-1 envelope glycoprotein gp120 to the CD4 receptor and is therefore an important lead in the development of a potent viral entry inhibitor. Reported here is the use of two orthogonal screening methods, GOLD docking and ROCS shape-based similarity searching, to identify amine-building blocks that, when conjugated to the core scaffold, yield novel analogs that maintain similar affinity for gp120. Use of this computational approach to expand SAR produced analogs of equal inhibitory activity but with diverse capacity to enhance viral infection. The novel analogs provide additional lead scaffolds for the development of HIV-1 entry inhibitors that employ protein-ligand interactions in the vestibule of gp120 Phe 43 cavity. (C) 2010 Elsevier Ltd. All rights reserved.
• US1792156
  申请人：——

  公开号：——

  公开（公告）日：——
• DE523437
  申请人：——

  公开号：——

  公开（公告）日：——
• US3711476A
  申请人：——

  公开号：US3711476A

  公开（公告）日：1973-01-16