(E)-1-(4-chlorophenyl)-3-(4-(methylthio)phenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-(4-chlorophenyl)-3-(4-(methylthio)phenyl)prop-2-en-1-one
• 英文别名: (2E)-1-(4-chlorophenyl)-3-[4-(methylsulfanyl) phenyl]prop-2-en-1-one；trans-4'-Chloro-4-(methylthio)chalcone；(E)-1-(4-chlorophenyl)-3-(4-methylsulfanylphenyl)prop-2-en-1-one
• 化学式: C₁₆H₁₃ClOS
• 分子量: 288.798
• InChiKey: MGQPGLJXWRORLQ-NYYWCZLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-chlorophenyl)-3-(4-(methylthio)phenyl)prop-2-en-1-one 、 肼 生成 3-(4-chlorophenyl)-5-(4-methylsulfanylphenyl)-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  HES R. VAN; WELLINGA K.; GROSSCURT A. C., J. AGR. AND FOOD. CHEM., 1978, 26, NO 4, 915-918

  摘要：

  DOI：
• 作为产物：
  描述：

  对氯苯乙酮 、 4-(甲基巯基)苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以82%的产率得到(E)-1-(4-chlorophenyl)-3-(4-(methylthio)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  通过的高度选择性狄尔斯-阿尔德环加成的4,5,6,7- tetrahydrobenzoxazol -2-酮的合成外-恶唑烷-2-酮与查耳酮二烯

  摘要：

  本文报道了新颖的4,5,6,7-四氢苯并恶唑-2-酮的合成。它们是通过N-取代的外-恶唑烷-2-酮二烯与查耳酮或双查耳酮作为亲二烯体的高度区域选择性和立体选择性Diels-Alder环加成反应而以中等至良好的产率获得的。

  DOI：

  10.1016/j.tetlet.2019.04.027

文献信息

• CHALCONE DERIVATIVE COMPOUNDS
  申请人：NIPPON OIL AND FATS COMPANY, LIMITED

  公开号：EP0328669A1

  公开（公告）日：1989-08-23

  Chalcone derivative compounds represented by general formula (I) or (II), wherein R₁ and R₂ each represents a ha­logen atom, a hydroxy group, an amino group, a dimethylamino group, a nitro group, a cyano group, a phenyl group, an acetyl group, an alkyl group containing 1 to 18 carbon atoms or an alkyloxy group containing 1 to 22 carbon atoms, n₁ and n₂ each represents an integer of 0 to 21, and m₁ and m₂ each represents an integer of 0 to 5.

  通式(I)或(II)代表的查耳酮衍生物化合物，其中 R₁ 和 R₂ 各自代表卤素原子、羟基、氨基、二甲基氨基、硝基、氰基、苯基、乙酰基、含 1 至 18 个碳原子的烷基或含 1 至 22 个碳原子的烷氧基，n₁ 和 n₂ 各自代表整数、乙酰基、含 1 至 18 个碳原子的烷基或含 1 至 22 个碳原子的烷氧基，n₁ 和 n₂ 各自代表 0 至 21 的整数，m₁ 和 m₂ 各自代表 0 至 5 的整数。
• Synthesis, antimycobacterial activity evaluation, and QSAR studies of chalcone derivatives
  作者：P.M. Sivakumar、S. Prabu Seenivasan、Vanaja Kumar、Mukesh Doble

  DOI：10.1016/j.bmcl.2006.12.112

  日期：2007.3

  In order to develop relatively small molecules as antimycobacterial agents, twenty-five chalcones were synthesized, their activity was evaluated, and quantitative structure-activity relationship (QSAR) was developed. The synthesis was based on the Claisen-Schimdt scheme and the resultant compounds were tested for antitubercular activity by luciferase reporter phage (LRP) assay. Compound C-24 was found to be the most active (similar to 99%) in this series based on the percentage reduction in Relative Light Units at both 50 and 100 mu g/ml levels, followed by compound C-21. Four compounds at the 50 mu g/ml and eight compounds at the 100 mu g/ml showed activity above 90% level. QSAR model was developed between activity and spatial, topological, and ADME descriptors for the 50 mu g/ml data. The statistical measures such as r, r(2), q(2), and F values obtained for the training set were in acceptable range and hence this relationship was used for the test set. The predictive ability of the model is satisfactory (q(2) = 0.56) and it can be used for designing similar group of compounds. (c) 2007 Elsevier Ltd. All rights reserved.
• ‘On water’ synthesis of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines catalysed by sodium dodecyl sulfate (SDS)
  作者：Gaurav Sharma、Raj Kumar、Asit K. Chakraborti

  DOI：10.1016/j.tetlet.2008.04.146

  日期：2008.6

  An efficient synthesis of 1,3-diaryl-2,3-dihydro-1,5-benzothiazepines has been developed by the reaction of various 1,3-diaryl-2-propenones with 2-aminothiophenol in water under neutral conditions catalysed by SDS. Excellent chemoselectivity was observed for substrates possessing halogen atoms or nitro/alkoxy/thioalkyl groups which did not undergo competitive aromatic nucleophilic substitution of the halogen atoms or the nitro group, reduction of the nitro or the a,p-unsaturated carbonyl group, or dealkylation of the alkoxy/thioalkoxy groups. (C) 2008 Elsevier Ltd. All rights reserved.
• New, High Efficiency Nonlinear Optical Chalcone Co-Crystal and Structure–Property Relationship
  作者：E. D. D’silva、G. Krishna Podagatlapalli、S. Venugopal Rao、D. Narayana Rao、S. M. Dharmaprakash

  DOI：10.1021/cg2009539

  日期：2011.12.7

  In our present study, we attempted to grow the single crystals of (2E)-1-(4-chlorophenyl)-3-[4-(methylsulfanyl)phenyl]prop-2-en-1-one by making use of the slow evaporation solution growth technique at room temperature. But the single crystal X-ray diffraction technique revealed that the grown crystal was a co-crystal with molecular formula C16H13Br0.66Cl0.34OS (4Br4MSP/4Cl4MSP). The presence of functional groups in the molecular structure is confirmed by Fourier transform infrared (FT-IR) spectroscopy. The UV-vis-NIR absorption spectrum shows that this co-crystal has a good transparency window for optical application. Second harmonic generation (SHG) analysis was done to explore nonlinear optical (NLO) characteristics of the material, and the co-crystal was found to have the highest SHG efficiency when compared with all the co-crystals reported in the literature.
• US3931152A
  申请人：——

  公开号：US3931152A

  公开（公告）日：1976-01-06

表征谱图