Grenier, Melissa C.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2012-06-15 | CAS: 36437-30-6

Bioorganic & Medicinal Chemistry Letters published new progress about Antibacterial agents. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Quality Control of 36437-30-6.

Grenier, Melissa C. published the artcileThe antibacterial activity of 4,4′-bipyridinium amphiphiles with conventional, bicephalic and gemini architectures, Quality Control of 36437-30-6, the main research area is antibacterial bipyridinium amphiphile.

Dialkyl 4,4′-bipyridinium compounds are widely employed for their useful redox properties, and are commonly known as viologens due to their intense coloration upon reduction Despite their prevalence and amphiphilic nature, the antibacterial activity of these compounds remains largely unreported. The authors have prepared a series of mono- and bis-alkylated analogs of 4,4′-bipyridine to investigate structure-activity relationships in their inhibition of a battery of Gram-pos. and Gram-neg. bacteria. The prepared cationic compounds were conventional (one cationic head, one non-polar tail), bicephalic (two heads, one tail), or gemini (two heads, two tails) in their amphiphilic structure. Addnl., an isomeric series of six bis-alkylated compounds ranging from sym. (PQ-11,11) to highly asym. (PQ-20,2) were prepared Four themes of bioactivity emerged: (1) the most bioactive compounds were gemini in structure; (2) 22 carbons in the alkyl chains, with little to modest asymmetry, led to optimal activity; (3) bicephalic compounds were generally comparable to conventional amphiphiles, though only about 12 carbons in the alkyl chains were solubilized in water by each cationic nitrogen; (4) the effects of counterion identity were not evident between chlorides and bromides; however, the presence of the iodide counterion inhibited dissolution in all compounds tested. Three isomeric compounds with little to no asymmetry in tail length, PQ-11,11, PQ-12,10, and PQ-14,8, prepared as the bromide salts, showed comparable and highly potent activity, with MIC levels around 2 μM against 3 of 4 bacteria tested. The simple (one- to two-step) syntheses of potent antimicrobials portend well for future optimization.

Bioorganic & Medicinal Chemistry Letters published new progress about Antibacterial agents. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Quality Control of 36437-30-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Claude-Montigny, B.’s team published research in Journal of Physical Chemistry in 1992-05-28 | CAS: 36437-30-6

Journal of Physical Chemistry published new progress about Dimerization kinetics. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Synthetic Route of 36437-30-6.

Claude-Montigny, B. published the artcileMicroenvironment effects on the kinetics of electron-transfer reactions involving dithionite ions and viologens. 2. Stabilization of ion radicals by polyelectrolytes and dimerization kinetics of dialkyl viologens, Synthetic Route of 36437-30-6, the main research area is viologen cation radical dimerization polyelectrolyte stabilizer.

The dimerization kinetics of reduced dialkyl viologens (di-C4, di-C7, and di-C8 cation radicals) was studied in the presence of polyelectrolytes poly(styrenesulfonate) (PSSH) or the polysoap MA-CVE (maleic acid/cetyl vinyl ether copolymer). Three kinetic models were considered: total dimerization (I), reversible dimerization (II) with initial concentration of reduced viologen equal to the stoichiometric concentration, and (III) reversible dimerization with finite dimer at time 0. In the absence of polyelectrolyte, the quality of fit to the exptl. kinetics was independent of model I-III; the rate of dimerization increased from di-C7 to di-C8, consistent with decreasing solubility and increasing degree of association in this series. The disappearance of reduced viologen is suppressed by polyelectrolyte; here, too, models I-III did not drastically differ.

Journal of Physical Chemistry published new progress about Dimerization kinetics. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Synthetic Route of 36437-30-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Amino, Yusuke’s team published research in Chemical & Pharmaceutical Bulletin in 1991-03-31 | CAS: 36437-30-6

Chemical & Pharmaceutical Bulletin published new progress about Nucleosides Role: RCT (Reactant), RACT (Reactant or Reagent). 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide.

Amino, Yusuke published the artcileNovel method for the synthesis of 2′,3′-unsaturated nucleosides from 2′(3′)-acetoxy-3′(2′)-halogeno derivatives by using sodium dithionite with viologen as a reductive elimination mediator, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, the main research area is viologen mediated reductive elimination acetylbromodeoxy nucleoside; unsaturated dideoxy nucleoside.

Reductive elimination of vicinal acetylated halohydrins with Na2S2O4 as the reducing agent and viologen as the reduction mediator in a 2-phase water-organic system is described. 2′,3′-Unsaturated nucleosides such as 1-(5-O-acetyl-2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)adenine (I), -hypoxanthine, and -uracil were obtained from 2′(3′)-acetoxy-3′(2′)-halogeno derivatives, e.g., II, in good yields by means of this procedure.

Chemical & Pharmaceutical Bulletin published new progress about Nucleosides Role: RCT (Reactant), RACT (Reactant or Reagent). 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kuroboshi, Manabu’s team published research in Synlett in 2009-01-02 | CAS: 36437-30-6

Synlett published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Computed Properties of 36437-30-6.

Kuroboshi, Manabu published the artcileElectroreductive generation of recyclable organic reductant from N,N’-dioctyl-4,4′-bipyridinium and Pd-catalyzed reductive coupling of aryl halides, Computed Properties of 36437-30-6, the main research area is electroreductive generation recyclable organic reductant dioctylbipyridinium electroreduction; palladium catalyzed reductive coupling aryl halide electroreductive generation reductant.

Electroreduction of N,N’-dioctyl-4,4′-bipyridinium bis(triflimide) [C8V2+][Tf2N-]2 in THF gave a dark blue solution of the corresponding quinoid C8V0, which worked as an efficient organic reductant for Pd-catalyzed reductive coupling of aryl bromides to give the corresponding biphenyl derivatives in good yields. After usual workup, [C8V2+][Tf2N-]2 was recovered and reused for generation of the organic reductant C8V0.

Synlett published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Computed Properties of 36437-30-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yu, Chengzhi’s team published research in Journal of Organic Chemistry in 2001-02-09 | CAS: 36437-30-6

Journal of Organic Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Application In Synthesis of 36437-30-6.

Yu, Chengzhi published the artcileSamarium(0) and 1,1′-Dioctyl-4,4′-Bipyridinium Dibromide: A Novel Electron-Transfer System for the Chemoselective Reduction of Aromatic Nitro Groups, Application In Synthesis of 36437-30-6, the main research area is reduction aromatic nitro group samarium bipyridinium dibromide catalyst; electron transfer catalyst dioctylbipyridinium dibromide; amine aromatic preparation.

A mild and efficient electron-transfer method was developed for the chemoselective reduction of aromatic nitro groups using samarium(0) metal in the presence of a catalytic amount of 1,1′-dioctyl-4,4′-bipyridinium dibromide. This method was found to give the product aromatic amine in 79-99% yield with selectivity over a number of other functional and protecting groups such as alkene, azide, benzyl ether, nitrile, amide, halide, p-toluenesulfonamide, t-Boc, tert-butyldiphenylsilyl ether, and aliphatic nitro groups. Our results also indicate that samarium(0) plays an important role in the reduction process and that 1,1′-dioctyl-4,4′-bipyridinium dibromide acts as an electron-transfer catalyst and is essential in the activation of samarium(0) metal. The major active reducing agent responsible for the reduction is believed to be the radical cation species formed from 1,1′-dioctyl-4,4′-bipyridinium dibromide.

Journal of Organic Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Application In Synthesis of 36437-30-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zimmermann, Viktor’s team published research in Journal of Combinatorial Chemistry in 2007-04-30 | CAS: 36437-30-6

Journal of Combinatorial Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation) (azido). 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Application In Synthesis of 36437-30-6.

Zimmermann, Viktor published the artcileChemoselective reduction of nitroarenes in the presence of acid-sensitive functional groups: Solid-phase syntheses of amino aryl azides and benzotriazoles, Application In Synthesis of 36437-30-6, the main research area is chemoselective reduction nitroarene acid sensitive functional group present; solid phase synthesis amino aryl azide benzotriazole.

The authors demonstrated the 1st chemoselective reduction of nitroarenes on solid supports in the presence of other reducible functional groups such as triazenes. A unique combination of a single-electron transfer reagent (viologen) with Na2S proved to be convenient in terms of reducing the strength and for the workup. The relatively long reaction times appear justified, considering the possibilities for further diversification of yielded aminoarenes on solid supports. From o-nitroanilines, for example, >95% 5-methyl-1H-benzotriazole was obtained from 5-methyl-2-nitroaniline via formation of the diazonium tetrafluoroborate, reaction with [(benzylamino)methyl]-modified polystyrene (from Merrifield resin) to give a supported triazene, selective reduction using Na2S/K2CO3/1,1′-dioctyl-4,4′-bipyridinium(2+) dibromide, and cleavage of the resin using 5% trifluoroacetic acid in the presence of TMSN3. Azidoanilines were formed by the above sequence from 4-nitroaniline and Me 5-amino-2-nitrobenzoate.

Journal of Combinatorial Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation) (azido). 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Application In Synthesis of 36437-30-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Huo, Peng’s team published research in CrystEngComm in 2016 | CAS: 36437-30-6

CrystEngComm published new progress about Charge transfer interaction. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Name: 1,1-Di-n-octyl-4,4-bipyridinium Dibromide.

Huo, Peng published the artcileEffects of alkyl chain length on film morphologies and photocurrent responses of tetrathiafulvalene-bipyridinium charge-transfer salts: a study in terms of structures, Name: 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, the main research area is tetrathiafulvalene bipyridine charge transfer complex crystal structure.

Viologen dication derivatives with a series of alkyl chains are used to assemble charge-transfer salts and films with dimethylthio-tetrathiafulvalene-bicarboxylate which aims to explore the relationship of the alkyl chain length to mol. structures and film morphologies which are important points for the design of mol. materials and manipulation of mol. devices. Four charge-transfer salts generally formulated as [(CnV)(HL)2] [n = 4(1), 8(2), 12(3) and 16(4)] are prepared and 1-3 are characterized by single-crystal X-ray structural anal. In the short alkyl chain compound, TTF and C4V moieties are regularly arranged and effectively stacked with strong charge-transfer interactions. Lengthening the alkyl chain of the bipyridinium cation reduces the regular and close arrangement of the cations and anions in the crystals, which weakens the charge-transfer interaction while increasing the amphiphilic assembly of the films. Their film morphologies change from crystals to fused crystals, band-like structures and finally to smooth films with the increase of the alkyl chain length. The effects of alkyl chain length on photocurrent intensity are different between the crystal sample-modified electrodes (in the order of 1 > 2 > 3 = 4) and the film-modified electrodes (in the order of 2 > 1 = 3 > 4), because both inter-ion interactions and film-forming properties should be considered for the film electrodes. This is a systematic study of the effect of alkyl chain substitution on film morphologies in terms of crystal structures.

CrystEngComm published new progress about Charge transfer interaction. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Name: 1,1-Di-n-octyl-4,4-bipyridinium Dibromide.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cera, Gianpiero’s team published research in Organic Letters in 2020-05-01 | CAS: 36437-30-6

Organic Letters published new progress about Conformation. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide.

Cera, Gianpiero published the artcileIon-Pair Selective Conformational Rearrangement of Sulfonamide Calix[6]arene-Based Pseudorotaxanes, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, the main research area is trisulfonamide calixarene viologen ion pair pseudorotaxane conformation.

We describe the synthesis of a new class of trisulfonamide calix[6]arene-based wheels that can bind dialkylviologen salts, in apolar media. The threading process occurs through a selective ion-pair recognition, established by the sulfonamide groups with the counterions of the bipyridinium salts, that dictates a conformational rearrangement of the corresponding pseudorotaxanes.

Organic Letters published new progress about Conformation. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cera, Gianpiero’s team published research in Organic Letters in 2020-05-01 | CAS: 36437-30-6

Organic Letters published new progress about Conformation. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide.

Cera, Gianpiero published the artcileIon-Pair Selective Conformational Rearrangement of Sulfonamide Calix[6]arene-Based Pseudorotaxanes, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, the main research area is trisulfonamide calixarene viologen ion pair pseudorotaxane conformation.

We describe the synthesis of a new class of trisulfonamide calix[6]arene-based wheels that can bind dialkylviologen salts, in apolar media. The threading process occurs through a selective ion-pair recognition, established by the sulfonamide groups with the counterions of the bipyridinium salts, that dictates a conformational rearrangement of the corresponding pseudorotaxanes.

Organic Letters published new progress about Conformation. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Safety of 1,1-Di-n-octyl-4,4-bipyridinium Dibromide.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ross, John H.’s team published research in Toxicology and Applied Pharmacology in 1981-06-30 | CAS: 36437-30-6

Toxicology and Applied Pharmacology published new progress about Lung. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Formula: C26H42Br2N2.

Ross, John H. published the artcileStructure-activity correlations of amines inhibiting active uptake of paraquat (methyl viologen) into rat lung slices, Formula: C26H42Br2N2, the main research area is paraquat uptake lung amine.

Anal. of amine structure with respect to inhibitory potency utilized a new method for determining equipotent inhibitor concentrations of paraquat dichloride (I dichloride) [1910-42-5] uptake by lung slices. Fifteen N-alkyl homologs of I (viologens) were tested and inhibition of lung uptake of I was a function of the inductive effect and steric bulk of groups attached to the nitrogens of 4,4′-bipyridyl. Several classes of amine inhibitors were examined Polyamines were generally more potent than compounds containing only 1 quaternizable N at pH 7.4. α,ω-Diaminoalkanes were the most potent inhibitors of I accumulation by lung slices.

Toxicology and Applied Pharmacology published new progress about Lung. 36437-30-6 belongs to class pyridine-derivatives, name is 1,1-Di-n-octyl-4,4-bipyridinium Dibromide, and the molecular formula is C26H42Br2N2, Formula: C26H42Br2N2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem