(2E)-1-(5-chlorothiophen-2-yl)-3-(naphthalen-2-yl)prop-2-en-1-one | 1352445-09-0

• 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: (2E)-1-(5-chlorothiophen-2-yl)-3-(naphthalen-2-yl)prop-2-en-1-one
• 英文别名: (2E)-1-(5-chlorothiophen-2-yl)-3-(2-naphthyl)-2-propen-1-one；(E)-1-(5-chloro-2-thienyl)-3-(2-naphthyl)prop-2-en-1-one；(E)-1-(5-chlorothiophen-2-yl)-3-naphthalen-2-ylprop-2-en-1-one
• CAS: 1352445-09-0
• 化学式: C₁₇H₁₁ClOS
• 分子量: 298.793
• InChiKey: AVTCVDNKJUAPEM-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  20
• 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：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-乙酰基-5-氯噻酚 、 2-萘甲醛 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (2E)-1-(5-chlorothiophen-2-yl)-3-(naphthalen-2-yl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis, molecular structure, FT-IR, Raman, XRD and theoretical investigations of (2E)-1-(5-chlorothiophen-2-yl)-3-(naphthalen-2-yl)prop-2-en-1-one

  摘要：

  A novel (2E)-1-(5-chlorothiophen-2-yl)-3-(naphthalen-2-yl)prop-2-en-1-one [C17H11ClOS] compound has been synthesized and its structure has been characterized by FT-IR, Raman and single-crystal X-ray diffraction techniques. The isomers, optimized geometrical parameters, normal mode frequencies and corresponding vibrational assignments of the compound have been examined by means of the density functional theory method, employing, the Becke-3-Lee-Yang-Parr functional and the 6-311+G(3df,p) basis set. Reliable vibrational assignments and molecular orbitals have been investigated by the potential energy distribution and natural bonding orbital analyses, respectively. The compound crystallizes in the monoclinic space group P2(1)/c with the unit cell parameters a = 5.7827(8) angstrom, b = 14.590(2) angstrom, c = 16.138(2) angstrom and beta = 89.987 (degrees). The C=C bond of the central enone group adopts an E configuration. There is a good agreement between the theoretically predicted structural parameters and vibrational frequencies and those obtained experimentally. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.04.155

文献信息

• Antibacterial activity of chalcones, hydrazones and oxadiazoles against methicillin-resistant Staphylococcus aureus
  作者：Thaís Moreira Osório、Franco Delle Monache、Louise Domeneghini Chiaradia、Alessandra Mascarello、Taisa Regina Stumpf、Carlos Roberto Zanetti、Douglas Bardini Silveira、Célia Regina Monte Barardi、Elza de Fatima Albino Smânia、Aline Viancelli、Lucas Ariel Totaro Garcia、Rosendo Augusto Yunes、Ricardo José Nunes、Artur Smânia

  DOI：10.1016/j.bmcl.2011.11.059

  日期：2012.1

  The increase in antibiotic resistance due to multiple factors has encouraged the search for new compounds which are active against multidrug-resistant pathogens. In this context, chalcones, dihydrochalcones, hydrazones and oxadiazoles were tested against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus (MRSA) isolates, which were obtained from clinical laboratories and were characterized as MRSA using traditional and molecular methods. Among 65 tested compounds, two chalcones, one dihydrochalcone and two hydrazones were active against MRSA. Based on the minimal inhibitory concentration and cytotoxicity, hydrazones provided a better selectivity index than chalcones. Active hydrazones are promising antibiotic-like substances and they should be the subject of further microbiological studies. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis, molecular structure, FT-IR, Raman, XRD and theoretical investigations of (2E)-1-(5-chlorothiophen-2-yl)-3-(naphthalen-2-yl)prop-2-en-1-one
  作者：Chandraju Sadolalu Chidan Kumar、Hoong Kun Fun、Cemal Parlak、Lydia Rhyman、Ponnadurai Ramasami、Mahir Tursun、Siddegowda Chandraju、Ching Kheng Quah

  DOI：10.1016/j.saa.2014.04.155

  日期：2014.11

  A novel (2E)-1-(5-chlorothiophen-2-yl)-3-(naphthalen-2-yl)prop-2-en-1-one [C17H11ClOS] compound has been synthesized and its structure has been characterized by FT-IR, Raman and single-crystal X-ray diffraction techniques. The isomers, optimized geometrical parameters, normal mode frequencies and corresponding vibrational assignments of the compound have been examined by means of the density functional theory method, employing, the Becke-3-Lee-Yang-Parr functional and the 6-311+G(3df,p) basis set. Reliable vibrational assignments and molecular orbitals have been investigated by the potential energy distribution and natural bonding orbital analyses, respectively. The compound crystallizes in the monoclinic space group P2(1)/c with the unit cell parameters a = 5.7827(8) angstrom, b = 14.590(2) angstrom, c = 16.138(2) angstrom and beta = 89.987 (degrees). The C=C bond of the central enone group adopts an E configuration. There is a good agreement between the theoretically predicted structural parameters and vibrational frequencies and those obtained experimentally. (C) 2014 Elsevier B.V. All rights reserved.