(E)-1-(2,4-dichlorophenyl)-3-(furan-2-yl)-prop-2-en-1-one

• 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: (E)-1-(2,4-dichlorophenyl)-3-(furan-2-yl)-prop-2-en-1-one
• 英文别名: (E)-1-(2,4-dichlorophenyl)-3-(furan-2-yl)prop-2-en-1-one；(2E)-1-(2,4-Dichlorophenyl)-3-(furan-2-yl)prop-2-en-1-one
• 化学式: C₁₃H₈Cl₂O₂
• 分子量: 267.111
• InChiKey: AJOIKJBJMCQVSB-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 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：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  糠醛 、 2,4-二氯苯乙酮 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以92%的产率得到(E)-1-(2,4-dichlorophenyl)-3-(furan-2-yl)-prop-2-en-1-one
  参考文献：
  名称：

  通过自由基介导的分子内环化有效合成 3-Aryl-5-chloroindan-1-ones

  摘要：

  摘要 一种有效的自由基介导的分子内环化策略已被开发用于合成 3-aryl-5-chloroindan-1-ones。在自由基条件下分子内环化后，不同取代的 2,4-二氯烯酮以定量产率提供 3-芳基-5-氯茚满-1-酮。图形概要

  DOI：

  10.1080/00397911.2013.813053

文献信息

• Synthesis and Anti-Bacterial Activity of Some Heterocyclic Chalcone Derivatives Bearing Thiofuran, Furan, and Quinoline Moieties
  作者：Chang-Ji Zheng、Sheng-Ming Jiang、Zhen-Hua Chen、Bai-Jun Ye、Hu-Ri Piao

  DOI：10.1002/ardp.201100005

  日期：2011.10

  36 Novel heterocyclic chalcone derivatives were synthesized and tested for their anti‐bacterial activity. Some compounds presented good anti‐microbial activities against Gram‐positive bacteria (including the multidrug‐resistant clinical isolates). This class of compounds presented high potency against Streptococcus mutans, among which the derivatives F2 with an MIC of 2 µg/mL was as active as the standard

  合成了 36 种新型杂环查耳酮衍生物并测试了它们的抗菌活性。一些化合物对革兰氏阳性菌（包括耐多药临床分离株）具有良好的抗菌活性。这类化合物对变形链球菌表现出高效能，其中MIC为2 µg/mL的衍生物F2与标准药物（诺氟沙星）活性相同，但活性低于苯唑西林。所有化合物在 64 µg/mL 时均不抑制革兰氏阴性菌（大肠杆菌 CCARM 1924 或大肠杆菌 CCARM 1356）的生长。
• The treatment of pests using certain ethylenically-unsaturated carbonyl compounds
  申请人：Sorex Limited

  公开号：EP1051910A2

  公开（公告）日：2000-11-15

  A pesticidal composition comprising an inert carrier and, as active ingredient, an αβ-unsaturated carbonyl compound selected from: (i) compounds of the formula I wherein R1 is a phenyl group optionally substituted with 1 or 2 chlorine atoms, a naphthyl group or a furyl group optionally substituted by 1 or 2 methyl groups, R2 is a group selected from phenyl, furyl, thienyl, furfuryl, thien-2-ylmethyl or a group of the formula (vi) 2-cyclohexenone; and (vii) 5-phenyl-3-formyl-pyran-4-one. The composition has use particularly in the treatment of pests such as insects and acarids. The invention also provides compounds of formula I above wherein R1 is 2-naphthyl and R2 is furfuryl; or R1 is phenyl and R2 is fur-3-yl; or R2 is fur-3-yl and R1 is 2,5-dimethylfur-3-yl; or R1 is phenyl and R2 is 3,4-methylenedioxyphenyl.

  一种杀虫剂组合物，包括一种惰性载体和作为活性成分的一种αβ-不饱和羰基化合物，后者选自 (i) 式 I 的化合物 其中 R1 是任选被 1 个或 2 个氯原子取代的苯基、萘基或任选被 1 个或 2 个甲基取代的呋喃基，R2 是选自苯基、呋喃基、噻吩基、呋喃基、噻吩-2-基甲基的基团或以下式中的基团 (vi) 2-环己烯酮；和 (vii) 5-苯基-3-甲酰基吡喃-4-酮。 本发明的组合物尤其可用于防治害虫，如昆虫和螨类。 本发明还提供了上述式 I 的化合物，其中 R1 是 2-萘基，R2 是糠基；或 R1 是苯基，R2 是呋喃-3-基；或 R2 是呋喃-3-基，R1 是 2,5-二甲基呋喃-3-基；或 R1 是苯基，R2 是 3,4-亚甲二氧基苯基。
• In vitro antifungal evaluation and structure–activity relationships of a new series of chalcone derivatives and synthetic analogues, with inhibitory properties against polymers of the fungal cell wall
  作者：Silvia N López、Marı́a V Castelli、Susana A Zacchino、José N Domı́nguez、Gricela Lobo、Jaime Charris-Charris、Juan C.G Cortés、Juan C Ribas、Cristina Devia、Ana M Rodrı́guez、Ricardo D Enriz

  DOI：10.1016/s0968-0896(01)00116-x

  日期：2001.8

  Here we report the synthesis, in vitro antifungal evaluation and SAR study of 41 chalcones and analogues. In addition, all active structures were tested for their capacity of inhibiting Saccharomyces cerevisiae beta (1,3)-glucan synthase and chitin synthase, enzymes that catalyze the synthesis of the major polymers of the fungal cell wall. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Design, Synthesis, and Bioactivities Screening of a Diaryl Ketone-Inspired Pesticide Molecular Library as Derived from Natural Products
  作者：Hong Zhang、Hong Jin、Lan-zhu Ji、Ke Tao、Wei Liu、Hao-yu Zhao、Tai-ping Hou

  DOI：10.1111/j.1747-0285.2011.01082.x

  日期：2011.7

  Three natural products, 1,5‐diphenylpentan‐1‐one, 1,5‐diphenylpent‐2‐en‐1‐one, and 3‐hydroxy‐1,5‐diphenylpentan‐1‐one, with good insecticidal activities were extracted from Stellera chamaejasme L. Based on their shared diaryl ketone moiety as ‘pharmacophores’, a series of diaryl ketones were synthesized and tested for insecticidal activity, acetylcholinesterase inhibitory activity, and antifungal activity. All synthesized compounds showed poor insecticidal and acetylcholinesterase inhibitory activities. Compound III with a furyl ring showed strong activities against plant pathogenic fungi. The IC50 of compound (E)‐1‐(2,4‐dichlorophenyl)‐3‐(furan‐2‐yl)‐ ‐prop‐2‐en‐1‐one (III2) was 1.20 mg/L against Rhizoctonia solani, suggesting its strong potential as a novel antifungal drug.
• Efficient Synthesis of 3-Aryl-5-chloroindan-1-ones via Free Radical–Mediated Intramolecular Cyclization
  作者：Aeysha Sultan、Abdul Rauf Raza

  DOI：10.1080/00397911.2013.813053

  日期：2014.2

  Abstract An efficient free radical–mediated intramolecular cyclization strategy has been developed for the synthesis of 3-aryl-5-chloroindan-1-ones. Variously substituted 2,4-dichloroenones afforded 3-aryl-5-chloroindan-1-ones in quantitative yields upon intramolecular cyclization under free radical conditions. GRAPHICAL ABSTRACT

  摘要 一种有效的自由基介导的分子内环化策略已被开发用于合成 3-aryl-5-chloroindan-1-ones。在自由基条件下分子内环化后，不同取代的 2,4-二氯烯酮以定量产率提供 3-芳基-5-氯茚满-1-酮。图形概要