(2E)-3-(2-chloroquinolin-3-yl)-1-phenylprop-2-en-1-one | 383907-55-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (2E)-3-(2-chloroquinolin-3-yl)-1-phenylprop-2-en-1-one
• 英文别名: (E)-3-(2-chloroquinolin-3-yl)-1-phenylprop-2-en-1-one；(E)-3-(2-chloro-3-quinolyl)-1-phenyl-2-propen-1-one；3-(2-chloroquinolin-3-yl)-1-phenylprop-2-en-1-one
• CAS: 383907-55-9
• 化学式: C₁₈H₁₂ClNO
• 分子量: 293.752
• InChiKey: ZLMZMYBMMYBIOI-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• 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：

  尿素 、 (2E)-3-(2-chloroquinolin-3-yl)-1-phenylprop-2-en-1-one 在 neutral alumina 作用下， 以 乙醇 为溶剂， 反应 0.05h， 以79%的产率得到4-(2-chloro-3-quinolyl)-6-phenyl-1,2,3,4-tetrahydro-2-pyrimidinone
  参考文献：
  名称：

  Hemasri, Heterocyclic Communications, 2009, vol. 15, # 6, p. 423 - 427

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-3-喹啉甲醛 、 苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.67h， 以83%的产率得到(2E)-3-(2-chloroquinolin-3-yl)-1-phenylprop-2-en-1-one
  参考文献：
  名称：

  一些含硫​​呋喃、呋喃和喹啉部分的杂环查耳酮衍生物的合成和抗菌活性

  摘要：

  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。

  DOI：

  10.1002/ardp.201100005

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。
• <i>p</i>-TsOH Catalysed a Facile One-Pot Synthesis of Some New Substituted [1,2,4]Triazolo[3,4-<i>b</i>][1,3,4] thiadiazepines under Microwave Irradiation in Solvent-Free Conditions
  作者：M. Raghavendra、Halehatty S. Bhojya Naik、Tangali R. R Ravikumar Naik、Bailure S. Sherigara

  DOI：10.1080/10426500701323408

  日期：2007.6.14

  A series of triazolothiadiazepines were synthesized by the reaction of 4-substituted-5-aryl-1,2,4-triazoles and chalcones using p-TsOH as catalyst under solvent-free microwave irradiation conditions. Structure of all the prepared compounds were elucidated by elemental, IR, 1H NMR and mass spectral data.

  以p-TsOH为催化剂，在无溶剂微波辐照条件下，通过4-取代-5-芳基-1,2,4-三唑与查耳酮反应合成了一系列三唑噻二氮卓类药物。所有制备的化合物的结构都通过元素、IR、1H NMR和质谱数据阐明。
• 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.
• Synthesis and characterization of pyrido[1,2-a]quinoline palladacycles
  作者：Abdel-Sattar S. Hamad Elgazwy

  DOI：10.1007/s00706-008-0932-2

  日期：2008.11

  Palladacycles of pyrido[1,2-a]quinoline complexes were synthesized via a one pot reaction of quinolines with XyNC (Xy = 2,6-Me 2C6H3) in the presence of Pd(dba)(2) (4:1). These palladacycles were also obtained via reaction of quinolines with Pd(dba)(2) in the presence of PPh (3) (1:2) in acetone to give the intermediate complexes of dinuclear palladaphosphaquinoline complexes. Dinuclear complexes were converted into palladacycles via reaction with XyNC in CH2Cl2. The crystal structure of the dinuclear palladium complex was determined by X-ray diffraction studies.
• QUINOLONE CHALCONE COMPOUNDS AND USES THEREOF
  申请人：Lee, Hoyun

  公开号：EP3380454A1

  公开（公告）日：2018-10-03