4418-89-7Relevant articles and documents
Solvent effects on the absorption and emission spectra of novel (E)-4-((4-(heptyloxy)phenyl)diazenyl)benzyl (((9H-fluoren-9-yl)methoxy)carbonyl)-D-alaninate (Fmoc-al-az): Determination of dipole moment by experimental and theoretical study
Tej Varma,Agarwal, Devesh S.,Sarmah, Amrit,Joshi, Lata,Sakhuja, Rajeev,Pant, Debi D.
, p. 248 - 255 (2017)
Amino acid appended azobenzene hybrid has been synthesized (Fmoc-al-az) and its electronic absorbance and fluorescence spectra were recorded at room temperature in a series of polar and non-polar solvents. The ground state and excited state dipole moments were calculated using solvatochromic shift method. A DFT based study was also performed using- Gaussian09 program package. We have observed that the absorption spectra don't show sensitive behavior to the change in the polarity of the solvent, whereas a bathochromic shift was observed in the fluorescence spectra as we moved from non-polar to polar solvents indicating a π→π* transition. It was observed that the dipole moment in the excited state is much higher than the ground state, due to the amino acid containing hydrogen bond acceptor (O[sbnd]C[dbnd]O) and hydrogen bond donor ([sbnd]NH) in Fmoc-al-az increasing the reorientation tendency of the solvent molecule around the dye therefore enhancing the stabilization of the excited state which is attributed to the high polarity of the excited states. DFT level electronic structure calculations are also performed for a better molecular level understanding of the experimental observations. We obtained a good correlation between the theoretical studies and experimental results.
Single crystal structure determination and molecular modeling of ethyl 4-{[4-(dodecanoyloxy)phenyl]diazenyl}benzoate; various mesogenic behaviors from different lengths of alkyl chains
Lai, Long-Li,Su, Feng-Ya,Zhan, Kai-Chao,Cai, Yi-Lyang,Liu, Yi-Hung,Wang, Yu
, p. 197 - 204 (2007)
The molecular stacking and conformation of ethyl 4-{[4-(dodecanoyloxy) phenyl]diazenyl}benzoate was established on the basis of crystallographic data and further compared with those of 4-{[4-(decanoyloxy) phenyl]diazenyl}benzoate and 4-{[4-(octanoyloxy)ph
Synthesis of bent-shaped azobenzene liquid crystals derived from resorcinol for optical storage properties
Yuvaraj,Mashitah, Mohd Yusoff,Lutfor, Rahman
, p. 21 - 30 (2016)
The liquid crystalline and light-induced properties of resorcinol spacer based dimeric azobenzene were investigated. First, the compound was synthesized and elucidated the molecular structure by spectral analysis such as NMR, IR, and UV–VIS. polaring opti
Synthesis and study of azo-dye compounds: Various molecular stackings from different polarities of the molecules
Lai, Long-Li,Su, Feng-Ya,Lin, Yu-Jen,Ho, Chia-Husan,Wang, Eshin,Hung, Chen-Hsiung,Liu, Yi-Hung,Wang, Yu
, p. 1517 - 1522 (2002)
One non-F-containing and two F-containing azo-dye compounds were prepared to investigate their molecular stackings by X-ray crystallography. Introduction of the F-atom into the aromatic moiety of azo-dye compounds leads to a variation of the charge distribution and consequently to different molecular stackings. Accordingly, the mesogenic behaviors in the solid state are different.
Docking Study, Synthesis, and Anti-Inflammatory Potential of Some New Pyridopyrimidine-Derived Compounds
Abdelgawad, Mohamed A.,Al-Sanea, Mohammad M.,Azouz, Amany A.,Bakr, Rania B.,El-Damasy, Ashraf K.,Elmowafy, Mohammed,Ghoneim, Mohammed M.,Musa, Arafa
, p. 451 - 463 (2022/02/05)
Background and Purpose: Because of gastrointestinal irritation and kidney toxicity associated with non-steroidal anti-inflammatory drugs and the cardiovascular problems of Coxibs use, developing novel anti-inflammatory agents with reduced toxicity and improved selectivity remains a major challenge. Depending on our previous work, a novel series of pyridopyrimidinones IIIa-i has been synthesized via reaction of 6-amino-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (I) and phenyldiazenyl aromatic aldehydes (IIa-i). All the new constructed compounds were fully characterized by elemental and spectral analysis. Methods: The target compounds IIIa–i were investigated for their potential towards COX inhibition, anti-inflammatory properties using carrageenan induced edema model in rat paw, and the ulcer indices of the most active members. Results: The ethyl pyridopyrmidinone-benzoates IIIf, IIIg and IIIh showed superior inhibitory activity of carrageenan induced edema to celecoxib. Furthermore, the pyridopyrimidinones IIId, IIIf, IIIg, and IIIi exerted improved COX-2 inhibitory activity (IC50 = 0.67–1.02 μM) comparing to celecoxib (IC50 = 1.11 μM). Moreover, the gastric ulcerogenic potential assay of compounds IIIf– h revealed their lower ulcerogenic liability than indomethacin with comparable effect to celecoxib. Conclusion: Virtual docking investigation of the most active candidates IIId, IIIf, IIIg and IIIi in the active site of COX-2 enzyme showed that these compounds implied interaction and binding motif similar to the cocrystallized ligand bromocelecoxib.
Multiple-responsive supramolecular vesicle based on azobenzene-cyclodextrin host-guest interaction
Geng, Jingjing,Liu, Xiaohui,Lu, Yan,Wang, Jiao,Wang, Ting
, p. 18572 - 18580 (2020/06/08)
Multiple-responsive supramolecular vesicles have been successfully fabricated by the complexation between β-cyclodextrin (β-CD) and a pH/photo dual-responsive amphiphile 4-(4-(hexyloxy)phenylazo)benzoate sodium (HPB) with azobenzene and carboxylate groups
