20111-34-6

Upstream product

• 5097-93-8 trans-4-styrylpyride 
• 74-88-4 methyl iodide 
• 2301-80-6 N-methyl-4-methylpyridinium iodide 
• 100-52-7 benzaldehyde 
• 64665-93-6 r-1,t-3-Bis(1-methyl-4-pyridinio)-c-2,t-4-diphenylcyclobutan-diiodid 
• 80641-41-4 cis-N-methyl-3-(β-styryl)pyridinium iodide 
• 5097-92-7 (Z)-4-styrylpyridine 
• 872-85-5 pyridine-4-carbaldehyde 
• 1449-46-3 benzyltriphenylphosphonium bromide 

Downstream Products

• 143888-17-9 (E)-1-methyl-4-(2-phenylethenyl)-1,2,3,6-tetrahydropyridine N-oxide 
• 64665-93-6 r-1,t-3-Bis(1-methyl-4-pyridinio)-c-2,t-4-diphenylcyclobutan-diiodid 
• 80641-41-4 cis-N-methyl-3-(β-styryl)pyridinium iodide 
• 64665-93-6 r-1,c-3-Bis(1-methyl-4-pyridinio)-t-2,t-4-diphenylcyclobutan-diiodid 
• 130407-16-8 (E)-1-methyl-4-(2-phenylethenyl)-1,2,3,6-tetrahydropyridine 

Relevant academic research and scientific papers

Electron-Relay Chain Mechanism in the Sensitized Photoisomerization of Stilbazole Salts in Aqueous Anionic Micelles

Cis to trans isomerization of N-methyl-4-(β-styryl)pyridinium halide (4-MSPX, X=I or Cl) via electron-transfer sensitization by Ru(bpy)3(2+) has been studied for some micellar systems under the illumination of 468+/-5 nm light.Efficiencies for the isomeri

New tunable pyridinium benzenesulfonate amphiphiles as anti-MRSA quaternary ammonium compounds (QACs)

A new class of quaternary ammonium compounds (QACs) with two different spacer lengths was developed and tested for antibacterial activity. The results of the experiments revealed that compounds with a longer cinnamoyl spacer had a broad bactericidal effec

The role of ion pairs in the second-order NLO response of 4-X-1-methylpiridinium salts

A series of 4-X-1-methylpyridinium cationic nonlinear optical (NLO) chromophores (X=(E)-CH=CHC6H5; (E)-CH=CHC6H4-4′-C(CH3)3; (E)-CH=CHC6H4-4′-N(CH3)2; (E)-CH=CHC6H4-4′-N(C4H9)2; (E,E)-(CH=CH)2C6H4-4′-N(CH3)2) with various organic (CF3SO3, p-CH3C6H4SO3-), inorganic (I-, ClO4-, SCN-, [Hg2I6]2-) and organo-metallic (cis-[Ir(CO)2I2]) counter anions are studied with the aim of investigating the role of ion pairing and of ionic dissociation or aggregation of ion pairs in controlling their second-order NLO response in anhydrous chloroform solution. The combined use of electronic absorption spectra, conductimetric measurements and pulsed field gradient spin echo (PGSE) NMR experiments show that the second-order NLO response, investigated by the electric-field-induced second harmonic generation (EFISH) technique, of the salts of the cationic NLO chromophores strongly depends upon the nature of the counter anion and concentration. The ion pairs are the major species at concentration around 10 -3 m, and their dipole moments were determined. Generally, below 5×10 -4 m, ion pairs start to dissociate into ions with parallel increase of the second-order NLO response, due to the increased concentration of purely cationic NLO chromophores with improved NLO response. At concentration higher than 10 -3 m, some multipolar aggregates, probably of H type, are formed, with parallel slight decrease of the second-order NLO response. Ion pairing is dependent upon the nature of the counter anion and on the electronic structure of the cationic NLO chromophore. It is very strong for the thiocyanate anion in particular and, albeit to a lesser extent, for the sulfonated anions. The latter show increased tendency to self-aggregate.

Photochemical behavior of micellized 4-(4′-alkylstyryl)pyridinium salts

New photochromic surfactants, l-alkyl-4-(4′-alkylstyryl)lpyridinium halides (CnStzRX; n = 0, 4, 6, 8; R = Me, Et, CH2CH2OH, n-Bu, n-C9H19; X = Br, I), were synthesized and the photochemical behavior of their micellar aggregates in water was characterized in relation to non-micellizing l-methyl-4-stilbazolium ions. Reversible trans-cis isomerization through a photothermal cycle was observed for the micellized CnStzRX. Furthermore, photoreactions upon prolonged irradiation of CnStzRX micelles resulted in a 3-31% formation of thermodynamically least stable syn-head-to-head and ca. 3% of anti- head-to-head dimers. These findings indicate that the self aggregation process of CnStzRX may provide some topologically organized microenvironment affecting the steric and like-charge repulsions of the aggregate components.

Approaches to Protection against Nerve Agent Poisoning. (Naphthylvinyl)pyridine Derivatives as Potential Antidotes

Analogues of the potent inhibitor of choline acetyltransferase (CAT) (E)-4-(1-naphthylvinyl)pyridine methiodide were synthesized and evaluated for their ability to inhibit CAT and protect against nerve agent intoxication.Several compounds, notably (E)-1-(2-hydroxyethyl)-(1-naphthylvinyl)pyridinium bromide (3), (E)-1-methyl-4-(1-naphthylvinyl)-1,2,3,6-tetrahydropyridine hydrochloride (22), and (E)-1-methyl-4-(1-naphthylvinyl)piperidine hydrochloride (23), were found to afford significant protection against sarin in the mouse and against soman in the giunea pig.However, protection was apparently not related to CAT inhibition.Compound 23, our most effective compound in protecting against nerve agent, was without CAT inhibitory activity.Compound 22, which proved to be a potent CAT inhibitor, most likely owed this activity to being dehydrogenated back to the pyridinium quaternary salt by oxidative enzymes.Several of the (naphthylvinyl)pyridine quaternary salts, but not their tertiary amine analogues, were found to be effective in slowing the rate of aging of soman-inhibited acetylcholinesterase.Ability to slow the rate of aging was enhanced by introduction of methoxy substituents on the aryl moiety whereas the aging rate was actually accelerated by chloro substituents.To date, our most effective compound in slowing the rate of aging, (E)-4-pyridine methochloride (6), did not provide significant protection against soman in the mouse.

Electron-relay Chain Reaction of N-Methyl-4-β-styrylpyridinium Ion on Colloidal Silica

The effect of colloidal silica on the (2+)-sensitized photochemical cis-trans isomerization of N-methyl-4-β-styrylpyridinium (cis-MSP(1+)) ion induced by one-electron transfer has been studied.An efficient electron-relay chain reaction has been

Reductive Cycloreversions of Tetra(hetero)arylcyclobutanes

Tetraphenylcyclobutane (C1) and pyridyl(phenyl)cyclobutanes C2 - C10 undergo rapid ?2s + ?2s> cycloreversion on electrochemical reduction after acceptance of one electron.Also, ring opening to B10 after addition of two electrons is demonstrated for C10.The corresponding dipyridylethenes and styrylpyridines E2 - E16 form either reversible two-step redox systems or are reduced irreversibly.In the latter case the primarily formed radical dimerizes (e.g.E6 -> 6).Reductive and oxidative fissions of cyclobutanes, known from the literature, are discussed.

Kinetics of Quaternization of trans-4-(p- or m-Substituted styryl)pyridines with Methyl Iodide

Second order rate constants have been measured for the reaction of several trans-4-(p- or m-substituted styryl)pyridines with methyl iodide in nitrobenzene at 30 deg C, 35 deg C, and 40 deg C.Arrhenius parameters as well as enthalpies and entropies of act