8-methoxy-2-ethynylnaphthalene | 1394123-57-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-methoxy-2-ethynylnaphthalene
• CAS: 1394123-57-9
• 化学式: C₁₃H₁₀O
• 分子量: 182.222
• InChiKey: ALEOJRLLZQIASL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  8-methoxy-2-ethynylnaphthalene 、 溴甲苯 在 sodium azide 、 copper(II) ferrite 作用下， 以 水 为溶剂， 反应 7.0h， 以82%的产率得到1-benzyl-4-(8-methoxynaphthalen-2-yl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Magnetically separable CuFe2O4 nano particles catalyzed multicomponent synthesis of 1,4-disubstituted 1,2,3-triazoles in tap water using ‘click chemistry’

  摘要：

  The synthesis of 1,4-disubstituted 1,2,3-triazoles is attempted using magnetically separable and reusable copper ferrite nano particles in a one pot reaction, in tap water. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.077

文献信息

• Stereoselective Synthesis of Trisubstituted Vinyl Bromides by Addition of Alkynes to Oxocarbenium Ions
  作者：Mary Watson、Andrew Ehle、Melissa Morris、Bryan Klebon、Glenn Yap

  DOI：10.1055/s-0035-1560265

  日期：——

  method for the synthesis of (E)-trisubstituted vinyl bromides via a Friedel-Crafts-type addition of alkynes to oxocarbenium ions formed in situ from acetals. The success of this reaction relies on identification of MgBr2·OEt2 as both a Lewis acid promoter and bromide source. This reaction employs simple, inexpensive starting materials and proceeds under mild conditions to allow the preparation of a range

  我们开发了一种有效的方法来合成 (E)-三取代乙烯基溴，通过 Friedel-Crafts 型将炔烃加成到由缩醛原位形成的氧代碳鎓离子。该反应的成功取决于将 MgBr2·OEt2 鉴定为路易斯酸促进剂和溴化物来源。该反应使用简单、廉价的起始材料并在温和的条件下进行，以允许以高产率和 E:Z 选择性制备一系列溴乙烯产品。此外，乙烯基溴产品还含有烯丙基醚官能团。溴乙烯和烯丙基醚都是制备这些有用的合成中间体的有效手段。
• Design and synthesis of potent substrate-based inhibitors of the Trypanosoma cruzi dihydroorotate dehydrogenase
  作者：Daniel Ken Inaoka、Maiko Iida、Satoshi Hashimoto、Toshiyuki Tabuchi、Takefumi Kuranaga、Emmanuel Oluwadare Balogun、Teruki Honma、Akiko Tanaka、Shigeharu Harada、Takeshi Nara、Kiyoshi Kita、Masayuki Inoue

  DOI：10.1016/j.bmc.2017.01.009

  日期：2017.2

  Chagas disease, caused by the parasitic protozoan Trypanosoma cruzi, is the leading cause of heart disease in Latin America. T. cruzi dihydroorotate dehydrogenase (DHODH), which catalyzes the production of orotate, was demonstrated to be essential for T. cruzi survival, and thus has been considered as a potential drug target to combat Chagas disease. Here we report the design and synthesis of 75 compounds based on the orotate structure. A comprehensive structure-activity relationship (SAR) study revealed two 5-substituted orotate analogues (5u and 5v) that exhibit nPP values of several ten nanomolar level and a selectivity of more than 30,000-fold over human DHODH. The information presented here will be invaluable in the search for next-generation drug leads for Chagas disease. (C) 2017 Elsevier Ltd. All rights reserved.