7297-52-1

Upstream product

• 112098-17-6 N-{4-[(E)-2-(4-nitrophenyl)vinyl]phenyl}acetamide 
• 20074-79-7 diethyl (4-aminobenzyl)phosphonate 
• 555-16-8 4-nitrobenzaldehdye 
• 122-85-0 para-acetamidobenzaldehyde 
• 1093737-00-8 9,10-dihydro-9,10-dimethyl-N-{4-[(1E)-2-(4-nitrophenyl)ethenyl]phenyl}-9,10-(epoxyimino)anthracene-11-carboxamide 
• 736-31-2 trans-4,4'-dinitrostilbene 
• 104-03-0 4-nitrobenzeneacetic acid 
• 100-14-1 4-nitrobenzyl chloride 
• 116633-11-5 cis-4-nitro-4'-aminostilbene 

Downstream Products

• 116633-11-5 cis-4-nitro-4'-aminostilbene 
• 1093737-08-6 N-(tetrahydropyran-2-yl)oxy-N'-{4-[(1E)-2-(4-nitrophenyl)ethenyl]phenyl}urea 
• 1075218-61-9 N-methyl-{4-[2-(4-amino-phenyl)-vinyl]-phenyl}-amine 
• 7314-06-9 (E)-4,4'-diaminostilbene 

Relevant academic research and scientific papers

Molecular probes for imaging of myelin

A molecular probe for labeling myelin includes a fluorescent trans-stilbene derivative.

Photoactivatable HNO-releasing compounds using the retro-Diels-Alder reaction

We synthesized hetero-Diels-Alder cycloadducts from acyl nitroso derivatives and 9,10-dimethylanthracene, to be photo-inducible HNO-releasing agents and found that introduction of conjugated nitroaromatic groups effectively enhanced the responsiveness of HNO release to UV-A irradiation; we confirmed photoinduced HNO formation by EPR and GCMS analysis. The Royal Society of Chemistry.

Molecular probes for imaging myelinated white matter in CNS

Abnormalities and changes in myelination in the brain are seen in many neurodegenerative disorders such as multiple sclerosis (MS). Direct detection and quantification of myelin content in vivo is desired to facilitate diagnosis and therapeutic treatments of myelin-related diseases. The imaging studies require use of myelin-imaging agents that readily enter the brain and selectively bind to myelinated regions. For this purpose, we have systematically evaluated a series of stilbene derivatives as myelin imaging agents. Spectrophotometry-based and radioligand-based binding assays showed that these stilbene derivatives exhibited relatively high myelin-binding affinities. In vitro myelin staining exhibited that the compounds selectively stained intact myelinated regions in wild type mouse brain. In situ tissue staining demonstrated that the compounds readily entered the mouse brain and selectively labeled myelinated white matter regions. These studies suggested that these stilbene derivatives can be used as myelin-imaging probes to monitor myelin pathology in vivo.

Synthesis of functional olefins using the Wittig-Horner reaction in different media

A convenient procedure for the synthesis of E-olefins bearing electron donor-acceptor groups is reported. A new diethyl N-aryl aminobenzylphosphonate (1d) was synthesized. Reactivity of Wittig-Horner reaction is compared. Expansion of the π-conjugate chain involves the reduction of N-methoxy-N-methyl amide to aldehyde by reaction with DIBAL-H.

Photochemical reactions of nitroso oxides at low temperatures: The first experimental evidence for dioxaziridines

Several singlet nitroso oxides (3a - e) were generated by the thermal reaction of triplet nitrenes (2a - e) with triplet oxygen at 95 K in 2-methyltetrahydrofuran. After photolysis of the nitroso oxides at 77 K using strong light intensities, the formation of intermediates was observed for the first time. From spectroscopic, kinetic, and chemical arguments, we postulate the formation of the following dioxaziridines: 4-(dioxaziridinyl)stilbene (4a), 4-(dioxaziridin-yl)-4′-nitrostilbene (4b), 4′-(dioxaziridin-yl)-4-(dimethylamino)stilbene (4c), 4′-(dioxaziridin-yl)-4-aminobiphenyl (4d), and 4-(dioxaziridin-yl)-4′-(nitrene-substituted)stilbene (4f). All dioxaziridines observed are highly reactive species. At 77 K, they react thermally to form the corresponding nitro compounds (5). The velocity of the ring opening reaction of the dioxaziridines (4 → 5) is not significantly influenced by substituents; the rate constants at 77 K are all equal to 0.0030 ± 0.0005 s-1. The transients were characterized by stationary UV/vis and/or ESR spectroscopy. Ab initio calculations of the thermal reaction of the nonsubstituted dioxaziridine (6) and N-phenyldioxaziridine (9) were performed. From this, it follows that dioxaziridines are experimentally observable species which are separated from the corresponding nitro products by an orbital symmetry-forbidden barrier.

Liquid Crystals for Non-linear Optics: Mesophases Formed by Push-Pull Stilbenes and Diacetylenes

The push-pull stilbene and diacetylene derivatives (1f-h) and (2c-k) display nematic and smectic phases, which may be of special interest for their non-linear optical properties.