48189-64-6

Upstream product

• 91-63-4 2-methylquinoline 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 102081-11-8 2-[2]quinolyl-1-(4-dimethylamino-phenyl)-ethanol 
• 164118-85-8 (E)-1-[4-(dimethylamino)phenyl]pent-1-en-4-yn-3-ol 
• 615-43-0 2-iodophenylamine 

Downstream Products

• 64-17-5 ethanol 
• 3915-61-5 2-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-1-methylquinolinium iodide 

Relevant academic research and scientific papers

Use of nitrogen-containing heterocyclic radical substituted alkene compounds

The invention relates to new use of a series of nitrogen-containing heterocyclic radical substituted alkene compounds, and more specifically relates to use of the compounds represented by general formula a or salts thereof in bioimaging, pH value detection, biomacromolecule detection or cell microenvironment detection, wherein Z, S1, S2 and R1 are defined as the specification. The compounds are utilized as the fluorescent dye for bioimaging, fluorescent pH probe for pH value detection and/or diagnostic agent for tumor cell detection. The compounds involved in the invention have excellent imaging effect, and shows the single component multicolor property, can be used for single component multicolor imaging or conventional imaging, etc., and haves enormous application prospect in bioimaging and tumor detection. (formula a).

Direct alkenylation of 2-substituted azaarenes with carbonyls via C-H bond activation using iron-based metal-organic framework Fe3O(BPDC)3 as an efficient heterogeneous catalyst

A porous crystalline metal-organic framework Fe3O(BPDC)3 was synthesized from the reaction of biphenyl-4,4′-dicarboxylic acid and iron(III) chloride hexahydrate by a solvothermal method in the presence of acetic acid, and was characterized by using a variety of different techniques. The Fe3O(BPDC)3 could be used as an efficient heterogeneous catalyst in the synthesis of 2-alkenylazaarenes using the direct alkenylation of 2-substituted azaarenes with carbonyls via C-H bond activation. The presence of acetic acid as a co-catalyst accelerated the transformation significantly. The Fe3O(BPDC)3 exhibited better performance in this transformation then other MOFs such as Fe3O(BDC)3, Cu2(OBA)2(BPY), Cu2(BDC)2(DABCO), Ni2(BDC)2(DABCO), Zn-MOF-74, and Cu2(NDC)2(DABCO). The Fe3O(BPDC)3 also exhibited higher catalytic activity than that of several homogeneous catalysts such as FeCl2, FeCl3, CuCl2, Zn(OAc)2, Zn(NO3)2, and Ni(OAc)2. The Fe3O(BPDC)3 catalyst could be recovered and reused several times in the synthesis of 2-alkenylazaarenes without a significant degradation in catalytic activity. To the best of our knowledge, 2-alkenylazaarenes was not previously synthesized via the direct alkenylation of 2-substituted azaarenes with carbonyls using heterogeneous catalysts.

Design, synthesis, and biological evaluation of 2-arylethenylquinoline derivatives as multifunctional agents for the treatment of Alzheimer's disease

A series of new 2-arylethenylquinoline derivatives (4a1-4a12, 4b1-4b8, 4c1-4c4, 4d1-4d3 and 4e1-4e9) were designed, synthesized, and evaluated as potential multifunctional agents for the treatment of Alzheimer's disease (AD). In vitro studies showed that these synthetic compounds inhibited self-induced Aβ1-42 aggregation effectively ranged from 23.6% to 83.9% at the concentration of 20 μM, and acted as potential antioxidants and biometal chelators. Their structure-activity relationships were obtained and discussed. In particular, compound 4b1, the most active compound, displayed strong inhibitory activity with an IC50 value of 9.7 μM for self-induced Aβ1-42 aggregation, good antioxidative activity with a value of 3.9-fold of Trolox, potent inhibitory activity for cholinesterase with IC50 values of 0.2 μM and 64.1 μM against butyrylcholinesterase (BuChE) and acetylcholinesterase (AChE), respectively. Besides, 4b1 was also capable of disassembling the self-induced Aβ1-42 aggregation fibrils with a ratio of 59.8% at 20 μM concentration, and had a good metal chelating activity. Taken together, these results suggest that compound 4b1 might be a promising lead compound for AD treatment.

Domino synthesis of protochromic oN-OFF-ON luminescent 2-styryl quinolines

The microwave-assisted coupling-isomerization reaction (MACIR) opens a straightforward domino access to 2-styryl quinolines in good to excellent yields. The push-pull character of these lumophores can be enhanced by placing a dimethyl amino group as an auxochrome in the para-position of the styryl moiety whereas anti-auxochromes are located in the 6-position of the quinoline part. The optical absorption and emission properties of the compounds were studied in solvents of different polarity and at various pH. The pronounced proto- and solvochromicity of the absorption and emission properties qualify them as luminescent pH sensors with ON-OFF-ON emission profiles triggered by pH variation over a broad pH range. The electronic structure of the chromophores is rationalized by DFT calculations.

Microwave-assisted solvent-free synthesis of 2-styrylquinolines in the presence of zinc chloride

An efficient solvent-free procedure has been developed for the synthesis of (E)-2-styrylquinoline derivatives under microwave irradiation in the presence of zinc chloride. The developed procedure is advantageous due to shorter reaction time and simpler wo

Excited-state proton transfer and excited-state de-hydrogen bonding of the push-pull styryl system

The excited-state reaction of push-pull styryl system was studied in this work. In the excited state, compounds of 2-StP-NMe2, 2-StQ-NMe 2, 4-StQ-NMe2 and 4-StP-NMe2 possess a sufficiently large acidity change f

Biological evaluation of substituted quinolines

Several quinolines were synthesized and evaluated in vitro against several parasites (Trypanosoma brucei, T. cruzi, Leishmania infantum, L. amazonensis, Plasmodium falciparum). Then, they were evaluated in vitro (at 10μM), against HTLV-1 transformed cells

Protonation dependent electron transfer in 2-styrylquinolines

The absorption and emission spectra for 4′-substituted-2-trans-styrylquinoline (X = NMe2, 1; H, 2; CN, 3; NO2, 4) and 4′-N,N-dimethylamino-2-trans-styrylnaphthalene 5 were studied in various solvents and at various acid concentration