64887-40-7Relevant academic research and scientific papers
Glycerol and acetic acid assisted mild strategy for facile synthesis of 3-heteroarylcoumarins via three-component reaction
Gao, Jiali,Liu, Ao,Li, Minghang,Wang, Yuying,Xiao, Yudi,Lü, Chengwei,An, Yue
, p. 3179 - 3187 (2021/04/26)
A feasible and inexpensive reaction system for synthesis of 3-benzoxazol-2-yl-chromen-2-one as a kind of 3-heteroarylcoumarins has been developed. Both acetic acid and glycerol are simple, cheap and common chemicals, the combination of them could smoothly accelerate the three-component one-pot reaction of salicylaldehyde, o-aminophenol and ethyl cyanoacetate to yield 3-heteroarylcoumarins. This process not only offers the products in good to excellent yields but also avoids the problems associated with catalyst cost, handling, safety and pollution. Compared with the literature, the reaction temperature successfully reduced to 80?°C. As an application, disperse yellow 232 was furnished with a satisfactory yield under optimum reaction conditions. In addition, all synthesized 3-heteroarylcoumarins were preliminary evaluated the inhibitory effect against human carboxylesterase 1. This protocol offers an expedient strategy for efficient synthesis of 3-heteroarylcoumarins that are widely present in biologically active compounds and fluorescent paints.
Mild and efficient prepare disperse yellow 184, disperse yellow 232 and their analogues via LTTM promoted three-component reaction
An, Yue,Gao, Jiali,Lü, Chengwei,Liu, Ao,Xiao, Yudi,Zou, Yizhen
, (2020/04/15)
A convenient protocol for the synthesis of disperse yellow 184, disperse yellow 232 and their analogues via a three-component one-pot reaction of salicylaldehyde, o-aminophenol and ethyl cyanoacetate has been established. Cheap and eco-friendly ethanol was employed as solvent. One drop of low-transition-temperature mixture (LTTM) which formed from l(?)-Proline and oxalic acid could smoothly promote the reaction of 0.5 mmol raw materials. Compared to the classical methodologies, the present pathway has broad reaction scope and affords all products in good to excellent yields. Furthermore, this process could reduce the reaction temperature from 135 to 85 °C and avoid the problems associated with catalyst cost, handling, safety and pollution. On the basis of comparative experiments and DFT calculation, possible mechanism of this strategy is discussed in detail.
Compounds for treating spinal muscular atrophy
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Page/Page column 404; 405, (2017/05/02)
Provided herein are compounds, compositions thereof and uses therewith for treating spinal muscular atrophy. In a specific embodiment, provided herein are compounds of a form that may be used to modulate the inclusion of exon 7 of SMN2 into mRNA that is transcribed from the SMN2 gene. In another specific embodiment, provided herein are compounds of a form that may be used to modulate the inclusion of exon 7 of SMN1 into mRNA that is transcribed from the SMN1 gene. In yet another embodiment, provided herein are compounds of a form that may be used to modulate the inclusion of exon 7 of SMN1 and SMN2 into mRNA that is transcribed from the SMN1 and SMN2 genes, respectively.
COMPOUNDS FOR TREATING SPINAL MUSCULAR ATROPHY
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Paragraph 00989; 00990, (2013/07/19)
Provided herein are compounds, compositions thereof and uses therewith for treating spinal muscular atrophy. In a specific embodiment, provided herein are compounds of a form that may be used to modulate the inclusion of exon 7 of SMN2 into mRNA that is transcribed from the SMN2 gene. In another specific embodiment, provided herein are compounds of a form that may be used to modulate the inclusion of exon 7 of SMN1 into mRNA that is transcribed from the SMN1 gene. In yet another embodiment, provided herein are compounds of a form that may be used to modulate the inclusion of exon 7 of SMN1 and SMN2 into mRNA that is transcribed from the SMN1 and SMN2 genes, respectively.
Synthesis of Some Coumarin Derivatives as Potential Laser Dyes
Elnagdi, M. H.,Abdallah, S. O.,Ghoneim, K. M.,Ebied, E. M.,Kassab, K. N.
, p. 375 - 384 (2007/10/03)
With a view to extend the tunability range and maximum output of the coumarin series of dyes, fifteen new 3-substituted 7-hydroxycoumarins emitting in the blue-green region of the visible spectrum are synthesized, and some of them showed laser activity.
The Unusually Strong Effect of a 4-Cyano Group upon Electronic Spectra and Dissociation Constants of a 3-Substituted 7-Hydroxycoumarins
Wolfbeis, Otto S.,Koller, Ernst,Hochmuth, Petra
, p. 731 - 734 (2007/10/02)
Synthesis, absorption and fluorescence spectra as well as pKa values of 7-hydroxycoumarins with electron-withdrawing substituents in positions 3 are described.Introduction of 4-cyano group is achieved by oxidative cyanation of coumarins using potassium cyanide and elemental bromine. 7-Hydroxycoumarins without a 4-cyano group are useful indicators for measuring physiological pH values due to their intense fluorescences, longwave absorptions and emissions, as well as pKa values of around 7.The presence of a 4-cyano group gives rise to a dramatic longwave shift in absorption (30-40 nm in methanol) and emission (55-80 nm).In water solution, the fluorescence maxima are at around 570-600 nm, with excitation maxima between 410 and 510 nm, depending on whether the phenol or phenolate species is excited.For all coumarins under investigation, fluorescence is from the anion form even in the pH 2-7 range.This phenomenon is interpreted in terms of excited state dissociation according to the Foerster model.The interpretation is corroborated by calculations of the excited state pKa values, which show them to be lower by 4.5-6.4 units than those of the ground state.
