3-(蒽-9-基)-1-(4-氯苯基)丙-2-烯-1-酮 | 57076-91-2

• 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
• 中文名称: 3-(蒽-9-基)-1-(4-氯苯基)丙-2-烯-1-酮
• 英文名称: 3-(9-anthryl)-1-(4-chloro)prop-2-en-1-one
• 英文别名: (E)-3-(anthracen-10-yl)-1-(4-chlorophenyl)prop-2-en-1-one；3-(anthracen-9-yl)-1-(4-chlorophenyl)prop-2-en-1-one；3t-[9]anthryl-1-(4-chloro-phenyl)-propenone；3t-[9]Anthryl-1-(4-chlor-phenyl)-propenon；3-(9-Anthryl)-4'-chloroacrylophenone；(E)-3-anthracen-9-yl-1-(4-chlorophenyl)prop-2-en-1-one
• CAS: 57076-91-2
• 化学式: C₂₃H₁₅ClO
• 分子量: 342.825
• InChiKey: ATVIOVIJBMRIAP-BUHFOSPRSA-N

物化性质

• 熔点：
  151.2 °C(Solv: methanol (67-56-1))
• 沸点：
  558.6±50.0 °C(Predicted)
• 密度：
  1.269±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(蒽-9-基)-1-(4-氯苯基)丙-2-烯-1-酮 在 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 1-(5-(anthracen-9-yl)-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)-3-phenyl-prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and biological activity of some new pyrazoline and pyrimidine derivatives

  摘要：

  New series of pyrazoline 3-aryl-4,5-dihydro-1H-pyrazole-1-carbaldehydes (4-6), (aryl-4,5-dihydro-1H-pyrazol-1-yl) ethanones (9-11) and 3-aryl-4,5-dihydro-1H-pyrazoles (24 and 25) were synthesized by reacting chalcones (1-3) with hydrazine hydrate in either formic acid, acetic acid or ethanol, respectively. Also, new 6-arylpyrimidin-2-amine derivatives (32-34) were synthesized from the same chalcones. The structures of the newly synthesized compounds were established on the basis of IR, H-1 NMR, C-13 NMR, mass spectral data and elemental analyses. The compounds were evaluated for their antibacterial and antifungal activities. Three heterocycles showed relevant activity against C. albicans and some compounds also showed activity against E. coli.

  DOI：

  10.1590/s0103-50532011000700014
• 作为产物：
  描述：

  对氯苯乙酮 、 9-蒽甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 3-(蒽-9-基)-1-(4-氯苯基)丙-2-烯-1-酮
  参考文献：
  名称：

  评价磺酰胺衍生物作为人碳酸酐酶同工型I，II和结核分枝杆菌β类酶Rv3273的抑制剂。

  摘要：

  从磺酰胺得到一系列新的磺酰胺衍生物，将其用溴乙酸乙酯进行N4-烷基化，然后与水合肼反应。所得的酰肼进一步与各种芳族醛反应。通过红外，质谱，1 H-和13 C-NMR对新型磺酰胺进行表征，并通过高效液相色谱（HPLC）测定纯度。用合成的化合物研究了人类（h）碳酸酐酶（CA，EC 4.2.1.1）的同工型hCA I和II和结核分枝杆菌β-CA的Rv3273（mtCA 3）基因抑制活性。针对hCA I的KI范围为54.6 nM-1.8 µM，针对hCA II的KI范围为32.1 nM-5.5 µM，针对mtCA 3的KIs范围为127 nM-2.12 µM。

  DOI：

  10.1080/14756366.2018.1471475

文献信息

• Evaluation of sulphonamide derivatives acting as inhibitors of human carbonic anhydrase isoforms I, II and<i>Mycobacterium tuberculosis</i><b>β</b>-class enzyme Rv3273
  作者：Tanvi V. Wani、Silvia Bua、Pravin S. Khude、Abdul H. Chowdhary、Claudiu T. Supuran、Mrunmayee P. Toraskar

  DOI：10.1080/14756366.2018.1471475

  日期：2018.1.1

  chromatography (HPLC). Human (h) carbonic anhydrase (CA, EC 4.2.1.1) isoforms hCA I and II and Mycobacterium tuberculosis β-CA encoded by the gene Rv3273 (mtCA 3) inhibition activity was investigated with the synthesised compounds which showed promising inhibition. The KIs were in the range of 54.6 nM-1.8 µM against hCA I, in the range of 32.1 nM-5.5 µM against hCA II and of 127 nM-2.12 µM against mtCA

  从磺酰胺得到一系列新的磺酰胺衍生物，将其用溴乙酸乙酯进行N4-烷基化，然后与水合肼反应。所得的酰肼进一步与各种芳族醛反应。通过红外，质谱，1 H-和13 C-NMR对新型磺酰胺进行表征，并通过高效液相色谱（HPLC）测定纯度。用合成的化合物研究了人类（h）碳酸酐酶（CA，EC 4.2.1.1）的同工型hCA I和II和结核分枝杆菌β-CA的Rv3273（mtCA 3）基因抑制活性。针对hCA I的KI范围为54.6 nM-1.8 µM，针对hCA II的KI范围为32.1 nM-5.5 µM，针对mtCA 3的KIs范围为127 nM-2.12 µM。
• Tuning the solid-state fluorescence of chalcone crystals via molecular coplanarity and J-aggregate formation
  作者：Fangfang Yu、Mingliang Wang、Hao Sun、Yaqi Shan、Man Du、Arshad Khan、Rabia Usman、Wei Zhang、Hongbin Shan、Chunxiang Xu

  DOI：10.1039/c6ra27458g

  日期：——

  isomorphism exist in these crystals. Ib and IIIa adopt a cis configuration with respect to the central CC bond while the other forms exhibit a trans configuration, except for those without single crystal X-ray analysis. Both Ib and IIb have two crystallographically independent molecules in their asymmetrical unit which has not been found in reported chalcone crystals. Those crystals with a cis configuration

  四个带有1,3-二芳基丙烯酮部分的查耳酮3-（9-蒽基）-1-（4-氯）丙-2-烯-1-一（I），3-（1-吡啶基）-1-（4 -氯苯基）prop-2-en-1-one（II），1-苯基-3-（1-pyrenyl）prop-2-en-1-one（III）和3-（1-pyrenyl）-1-合成了（4-硝基苯基）丙-2-烯-1-酮（IV），并通过缓慢蒸发从不同溶剂中获得了不同的晶型，包括I（I a，I b），II（II a，II b，II）c），III（III a，IIIb，III c，III d）和IV（IV a，IV b）。通过单晶X射线衍射（SCXRD），粉末X射线衍射（PXRD），热重分析（TGA）和差示扫描量热法（DSC），UV-Vis吸收光谱法和荧光光谱法表征了它们的结构和光学性质。Hirshfeld表面计算也用于分子间相互作用分析。已经发现在这些晶体中存在多态和构象同构。I b和III
• A Novel Reaction of the “Huisgen Zwitterion” with Chalcones and Dienones: An Efficient Strategy for the Synthesis of Pyrazoline and Pyrazolopyridazine Derivatives
  作者：Vijay Nair、Smitha C. Mathew、Akkattu T. Biju、Eringathodi Suresh

  DOI：10.1002/anie.200604025

  日期：2007.3.12
• US3931152A
  申请人：——

  公开号：US3931152A

  公开（公告）日：1976-01-06
• Unraveling relation between nonlinear absorption and structure of push pull ornamented anthracenyl chalcone derivatives
  作者：Amrita Saha、Asha Singh、Rama Chari、J. Jayabalan

  DOI：10.1016/j.molstruc.2020.128578

  日期：2020.11

  Using green chemical method a series of fifteen systematically substituted 3-(9-substituted anthracen-10-yl)-1-(4-phenyl substituted)prop-2-en-1-one derivatives having high nonlinear absorption coefficient have been synthesized. The nonlinear absorption properties of these compounds were studied using nanosecond pulses at 532 nm wavelength. All 15 derivatives are found to show high nonlinear absorption in the range of 35-640 cm/GW. Among these the derivatives with-NO2 as one of the substitution group show higher nonlinear absorption. The origin of high nonlinear absorption with low linear absorption in the compounds has been attributed to two-step two-photon absorption process. We have shown that the energy bands of these compounds are distributed such that for excitation at 532 nm they have strong nonlinear absorption. These properties of the reported compounds make them a potential candidate for biological imaging and other applications which are based on nonlinear absorption. (C) 2020 Elsevier B.V. All rights reserved.