3-(2,4-dichlorophenyl)-1-(2-pyridyl)-2-propen-1-one | 92150-84-0

• 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-(2,4-dichlorophenyl)-1-(2-pyridyl)-2-propen-1-one
• 英文别名: 3-<2,4-Dichlor-phenyl>-1--propenon；3-(2,4-dichloro-phenyl)-1-pyridin-2-yl-propenone；3-(2,4-Dichlorophenyl)-1-pyridin-2-ylprop-2-en-1-one
• CAS: 92150-84-0
• 化学式: C₁₄H₉Cl₂NO
• 分子量: 278.138
• InChiKey: KOGBAVUZBMUMRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2,4-dichlorophenyl)-1-(2-pyridyl)-2-propen-1-one 、 氨基硫脲 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 以70%的产率得到1-thiocarbamoyl-3-pyridyl-5-(2,4-dichlorophenyl)-2-pyrazoline
  参考文献：
  名称：

  Spectral studies of 2-pyrazoline derivatives: Structural elucidation through single crystal XRD and DFT calculations

  摘要：

  A series of biologically active N-thiocarbamoyl pyrazoline derivatives have been synthesized using anhydrous potassium carbonate as the catalyst. All the synthesized compounds were characterized by FT-IR, H-1 NMR, C-13 NMR spectral studies, LCMS, CHN Analysis and X-ray diffraction analysis (compound 7). In order to supplement the XRD parameters, molecular modelling was carried out by Gaussian 03W. From the optimized structure, the energy, dipolemoment and HOMO-LUMO energies of all the systems were calculated. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.12.032
• 作为产物：
  描述：

  2-乙酰基吡啶 、 2,4-二氯苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 3-(2,4-dichlorophenyl)-1-(2-pyridyl)-2-propen-1-one
  参考文献：
  名称：

  Spectral studies of 2-pyrazoline derivatives: Structural elucidation through single crystal XRD and DFT calculations

  摘要：

  A series of biologically active N-thiocarbamoyl pyrazoline derivatives have been synthesized using anhydrous potassium carbonate as the catalyst. All the synthesized compounds were characterized by FT-IR, H-1 NMR, C-13 NMR spectral studies, LCMS, CHN Analysis and X-ray diffraction analysis (compound 7). In order to supplement the XRD parameters, molecular modelling was carried out by Gaussian 03W. From the optimized structure, the energy, dipolemoment and HOMO-LUMO energies of all the systems were calculated. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.12.032

文献信息

• 多取代3,8a-二(2-吡啶基)六氢吲哚里西啶-5(1H)-酮衍生物的合成方法
  申请人：江苏师范大学

  公开号：CN108409733A

  公开（公告）日：2018-08-17

  本发明涉及一种多取代3,8a‑二(2‑吡啶基)六氢吲哚里西啶‑5(1H)‑酮衍生物的合成方法，以3‑芳基‑1‑氮杂芳基‑2‑丙烯‑1‑酮、2‑氨甲基吡啶和麦氏酸为原料，在氮气保护下以甲醇溶液为溶剂一锅反应生成。本申请选用价格较为低廉的原材料进行反应，操作过程简单方便，因此经济性和可操作性更强。
• A one-pot multicomponent strategy for stereospecific construction of tricyclic pyrrolo[1,2-a]quinolines
  作者：Tuan-Jie Li、Hong-Mei Yin、Chang-Sheng Yao、Xiang-Shan Wang、Bo Jiang、Shu-Jiang Tu、Guigen Li

  DOI：10.1039/c2cc37066b

  日期：——

  A novel multicomponent strategy for the efficient synthesis of tricyclic pyrrolo[1,2-a]quinolines has been described. The bond-forming efficiency, accessibility and generality of this synthesis make it highly attractive to assemble tri-heterocyclic scaffolds.

  描述了一种有效合成三环吡咯并[1,2-a]喹啉的新型多组分策略。这种合成的成键效率、可及性和通用性使其对组装三杂环支架极具吸引力。
• 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。
• Synthesis of novel spirooxindole-pyrrolidines and evaluation of their cytotoxic activity
  作者：Roman Sergeevich Tumskiy、Gennady Leonidovich Burygin、Alexander Andreevich Anis’kov、Iraida Nikolaevna Klochkova

  DOI：10.1016/j.pharep.2018.12.004

  日期：2019.4

  BACKGROUND A variety of spirooxindoles have demonstrated cytotoxic activity toward several cancer cell lines. This study investigates the cytotoxicity of five novel spirooxindole-pyrrolidines by using the Vero and HeLa cell lines. METHODS Vero and HeLa cells were treated with the synthesized spirooxindoles, and the cytotoxicity was evaluated by using the AlamarBlue Cell Viability Reagent and live/dead

  背景技术多种螺硫醇已证明对几种癌细胞具有细胞毒活性。这项研究通过使用Vero和HeLa细胞系，研究了5种新型螺氧杂吲哚-吡咯烷的细胞毒性。方法用合成的螺硫醇对Vero和HeLa细胞进行处理，并通过AlamarBlue细胞活力试剂和活/死试验评估其细胞毒性。结果获得了一系列性质和取代基位置不同的多取代吡咯烷，产率为42-63％。在合成的环加合物中，3-picolinoyl-4-（2,4-dichlorophenyl）-5-phenylspiro [indoline-3,2'-pyrrolidine] -2'-one（4）具有最高的细胞毒性（IC50 <20μg/两种细胞系均为ml）。此外，3-picolinoyl-4-（2-chlorophenyl）-5-phenylspiro [indoline-3,2'-pyrrolidine] -2' -一（1）对HeLa癌细胞系（IC50 = 70μg/
• Metal-Free [3 + 2 + 1]/[2 + 2 + 1] Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1<i>H</i>)-one
  作者：Tuan-Jie Li、Zhong-Qiu Liu、Hong-Mei Yin、Chang-Sheng Yao、Bo Jiang、Xiang-Shan Wang、Shu-Jiang Tu、Xiu-Ling Li、Guigen Li

  DOI：10.1021/jo401969g

  日期：2013.11.15

  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.