3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one | 92963-52-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one
• 英文别名: 3-(2,3-dimethoxy-phenyl)-1-pyridin-2-yl-propenone；3-(2,3-Dimethoxyphenyl)-1--propenon；3-(2,3-dimethoxyphenyl)-1-pyridin-2-ylprop-2-en-1-one
• CAS: 92963-52-5
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: KCAVQQGHNNSCCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-羟基香豆素 、 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one 、 2-胺甲基吡嗪 以 甲醇 为溶剂， 以78%的产率得到2,7-bis(2,3-dimethoxyphenyl)-6-(2-hydroxybenzoyl)-1-picolinoyl-3-(pyrazin-2-yl)-8a-(pyridin-2-yl)hexahydroindolizin-5(1H)-one
  参考文献：
  名称：

  Metal-Free [3 + 2 + 1]/[2 + 2 + 1] Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one

  摘要：

  A metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization strategy has been developed for the stereospecific construction with concomitant derivation of biologically significant indolizin-5(1H)-ones from simple and commercial starting materials. The transformations are notable because they can yield five new a bonds and six stereocenters including a quaternary carbon center in a single operation.

  DOI：

  10.1021/jo401969g
• 作为产物：
  描述：

  2-乙酰基吡啶 、 2,3-二甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis, growth, and characterization of a new NLO material 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one

  摘要：

  3-(2,3-Dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one (DMPP) a potential second harmonic generating (SHG) has been synthesized and grown as a single crystal by the slow evaporation technique at ambient temperature. The structure determination of the grown crystal was done by single crystal X-ray diffraction study. DMPP crystallizes with orthorhombic system with cell parameters a = 20.3106(8)angstrom, b = 4.9574(2)angstrom, c = 13.4863(5)angstrom, alpha = 90 degrees, beta = 90 degrees, gamma = 90 degrees and space group Pca2(1). The crystals were characterized by FT-IR, thermal analysis, UV-vis-NIR spectroscopy and SHG measurements. Various functional groups present in DMPP were ascertained by FTIR analysis. DMPP is thermally stable up to 80 degrees C and optically transparent in the visible region. The crystal exhibits SHG efficiency comparable to that of KDP. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.10.042

文献信息

• Nicotine receptor ligands
  申请人：Regents of the University of Minnesota

  公开号：US20030027810A1

  公开（公告）日：2003-02-06

  The invention provides nicotine receptor agonists of formula I: 1 wherein R 1 , x, y, and n have any of the values given in the specification, or a pharmaceutically acceptable salt thereof, as well as pharmaceutical compositions comprising such a compound or salt, methods for preparing such a compound or salt, and methods for modulating (e.g. antagonizing or activating) nicotine receptors with such a compound or salt.

  该发明提供了公式I:1中的尼古丁受体激动剂，其中R1、x、y和n可以取规范中给定的任何值，或其药用可接受盐，以及包含这种化合物或盐的药物组合物，制备这种化合物或盐的方法，以及使用这种化合物或盐调节（如拮抗或激活）尼古丁受体的方法。
• Combinatorial Synthesis of Functionalized Spirooxindole-Pyrrolidine/Pyrrolizidine/Pyrrolothiazole Derivatives via Three-Component 1,3-Dipolar Cycloaddition Reactions
  作者：Jie Li、Jing Wang、Zhou Xu、Songlei Zhu

  DOI：10.1021/co500085t

  日期：2014.9.8

  A series of diverse polycyclic heterocycles containing spirooxindole, pyridine/thiophene, and pyrrolidine/pyrrolizidine/pyrrolothiazole rings have been synthesized through the 1,3-dipolar cycloaddition of azomethine ylides generated in situ by the condensation of dicarbonyl compounds (isatin or acenaphthenequinone) and secondary amino acids with dipolarophiles. The method is simple and provides diverse

  通过由二羰基化合物（Isatin或对ena苯醌）和二羰基化合物缩合就地生成的偶氮甲基的1,3-偶极环加成反应，合成了一系列包含螺氧并吲哚，吡啶/噻吩和吡咯烷/吡咯烷定/吡咯并噻唑环的各种多环杂环。带有双极性亲和性的氨基酸。该方法简单并且以优异的产率提供了多种多样且具有生物学意义的产品。
• US6846817B2
  申请人：——

  公开号：US6846817B2

  公开（公告）日：2005-01-25
• [EN] NICOTINE RECEPTOR LIGANDS<br/>[FR] LIGANDS DU RECEPTEUR NICOTINIQUE
  申请人：UNIV MINNESOTA

  公开号：WO2000073269A2

  公开（公告）日：2000-12-07

  The invention provides nicotine receptor agonists of formula (I) wherein R1, x, y, and n have any of the values given in the specification, or a pharmaceutically acceptable salt thereof, as well as pharmaceutical compositions comprising such a compound or salt, methods for preparing such a compound or salt, and methods for modulating (e.g. antagonizing or activating) nicotine receptors with such a compound or salt.