3,3′-(phenylmethylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one)

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3,3′-(phenylmethylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one)
• 英文别名: 3,3'-(phenylmethylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one)；3,3'-Benzylidenebis(4-hydroxy-6-methylcoumarin)；4-hydroxy-3-[(4-hydroxy-6-methyl-2-oxochromen-3-yl)-phenylmethyl]-6-methylchromen-2-one
• 化学式: C₂₇H₂₀O₆
• 分子量: 440.452
• InChiKey: ONDUHUMLHSHRQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  sodium hydroxide 、 1,10-菲罗啉 、 3,3′-(phenylmethylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one) 、 copper(II) nitrate trihydrate 以 乙醇 、 水 为溶剂， 以78%的产率得到
  参考文献：
  名称：

  Dicoumarol complexes of Cu(II) based on 1,10-phenanthroline: Synthesis, X-ray diffraction studies, thermal behavior and biological evaluation

  摘要：

  A series of Cu(II) complexes containing dicoumarol derivatives and 1, 10-phenanthroline have been synthesized. Structural and spectroscopic properties of ligands were studied on the basis of mass spectra, NMR (H-1 and C-13) spectra, FT-IR spectrophotometry and elemental analysis, while physico-chemical, spectroscopic and thermal properties of mixed ligand complexes have been studied on the basis of infrared spectra, mass spectra, electronic spectra, powder X-ray diffraction, elemental analysis and thermogravimetric analysis. X-ray diffraction study suggested the suitable octahedral geometry for hexa-coordinated state. The kinetic parameters such as order of reaction (n), energy of activation (E-a), entropy (S*), pre-exponential factor (A), enthalpy (H*) and Gibbs free energy (G*) have been calculated using Freeman-Carroll method. Ferric-reducing antioxidant power (FRAP) of all complexes were measured. All the compounds were screened for their antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Streptococcus pyogenes and Bacillus subtilis, while antifungal activity against Candida albicans and Aspergillus niger have been carried out. Also compounds against Mycobacterium tuberculosis shows clear enhancement in the anti-tubercular activity upon copper complexation. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.09.096
• 作为产物：
  描述：

  4-羟基-6-甲基香豆素 以 乙腈 为溶剂， 反应 7.0h， 生成 3,3′-(phenylmethylene)bis(4-hydroxy-6-methyl-2H-chromen-2-one)
  参考文献：
  名称：

  不对称双（4-羟基香豆素-3-基）甲烷的一锅法合成

  摘要：

  不对称双 (4-羟基香豆素-3-基) 甲烷衍生物已从 4-羟基香豆素、醛和仲胺通过 3-(氨基烷基)-4-羟基香豆素中间体合成，然后进行取代。

  DOI：

  10.1055/s-0036-1589065

文献信息

• Chavda, Mausami; Karia, Denish; Shah, Anamik, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 10, p. 2197 - 2199
  作者：Chavda, Mausami、Karia, Denish、Shah, Anamik

  DOI：——

  日期：——
• Dicoumarol complexes of Cu(II) based on 1,10-phenanthroline: Synthesis, X-ray diffraction studies, thermal behavior and biological evaluation
  作者：Hitesh R. Dholariya、Ketan S. Patel、Jiten C. Patel、Kanuprasad D. Patel

  DOI：10.1016/j.saa.2012.09.096

  日期：2013.5

  A series of Cu(II) complexes containing dicoumarol derivatives and 1, 10-phenanthroline have been synthesized. Structural and spectroscopic properties of ligands were studied on the basis of mass spectra, NMR (H-1 and C-13) spectra, FT-IR spectrophotometry and elemental analysis, while physico-chemical, spectroscopic and thermal properties of mixed ligand complexes have been studied on the basis of infrared spectra, mass spectra, electronic spectra, powder X-ray diffraction, elemental analysis and thermogravimetric analysis. X-ray diffraction study suggested the suitable octahedral geometry for hexa-coordinated state. The kinetic parameters such as order of reaction (n), energy of activation (E-a), entropy (S*), pre-exponential factor (A), enthalpy (H*) and Gibbs free energy (G*) have been calculated using Freeman-Carroll method. Ferric-reducing antioxidant power (FRAP) of all complexes were measured. All the compounds were screened for their antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Streptococcus pyogenes and Bacillus subtilis, while antifungal activity against Candida albicans and Aspergillus niger have been carried out. Also compounds against Mycobacterium tuberculosis shows clear enhancement in the anti-tubercular activity upon copper complexation. (c) 2012 Elsevier B.V. All rights reserved.
• Bis-(Coumarin) Compounds With Anti-Inflammatory Activity
  申请人：Mercep Mladen

  公开号：US20080153872A1

  公开（公告）日：2008-06-26

  Certain bis-(coumarin) compounds as well as the products of their intramolecular cyclization including pharmaceutically acceptable salts, hydrates, solvates, clathrates, prodrugs, tautomers and stereoisomers thereof are disclosed. Certain processes and intermediates for the preparation of certain bis-(coumarin) compounds, as well as for the use of these compounds as therapeutically active agents in the prophylaxis and treatment of asthma and other inflammatory diseases and conditions in mammals, especially humans are also disclosed.
• One-Pot Synthesis of Unsymmetrical Bis(4-Hydroxycoumarin-3-yl)methanes
  作者：Pulak Bhuyan、Sinki Kolita、Leema Dutta、Pankaj Das

  DOI：10.1055/s-0036-1589065

  日期：2017.10

  Unsymmetrical bis(4-hydroxycoumarin-3-yl)methane derivatives have been synthesized from 4-hydroxycoumarins, aldehydes, and secondary amines via 3-(aminoalkyl)-4-hydroxycoumarin intermediates, followed by substitution.

  不对称双 (4-羟基香豆素-3-基) 甲烷衍生物已从 4-羟基香豆素、醛和仲胺通过 3-(氨基烷基)-4-羟基香豆素中间体合成，然后进行取代。