Category: pyridine-derivatives

Frischmuth, Annette published the artcilePreparation of Functionalized Indoles and Azaindoles by the Intramolecular Copper-Mediated Carbomagnesiation of Ynamides, SDS of cas: 39856-58-1, the publication is Angewandte Chemie, International Edition (2013), 52(38), 10084-10088, database is CAplus and MEDLINE.

The authors report a mild and general one-pot preparation of indoles and azaindoles using a 5-endo-dig copper-mediated intramol. carbometalation of magnesiated derivatives, which lead to cuprated intermediates that, after quenching with various electrophiles, afford functionalized N-heterocycles. Thus, 2-bromo-4-fluoroaniline reacted with PhSO₂Cl to give the N-phenylsulfonyl derivative, which was alkynylated with phenyl[(trimethylsilyl)ethynyl]iodonium triflate to give alkyne derivative I (R = F, CF₃, CN, CO₂CMe₃). I was then treated with iso-PrMgCl·LiCl to give the Mg reagents that were cyclized with electrophiles using a catalytic amount of CuCN·2LiCl to produce the corresponding indoles II [R¹ = CH₂C(CO₂Et):CH₂, COC₆H₄Cl-3, cyclopropylcarbonyl, 2-cyclohexenyl, COC₆H₄Me-4] in 62-93% yield.

Angewandte Chemie, International Edition published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, SDS of cas: 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Nagano, Koichi published the artcileSynthesis of functional heteroaromatic compounds. Synthesis of viologen derivatives. I, Name: 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, the publication is Aromatikkusu (1988), 40(5/6), 144-9, database is CAplus.

Viologens I (R = Me, halogen) were prepared by the reaction of N,N‘-bis(2,4-dinitrophenyl)-4,4’-bipyridinium salts with substituted anilines. The polarog. behavior of I at a dropping Hg electrode was studied in H₂O. I embedded in PVP matrix indicated rapid reversible photoreductions The effect of the substituents on the photochromic behavior of I was also discussed.

Aromatikkusu published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C22H18Cl2N2, Name: 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Tanaka, Shunitz published the artcileMigration behavior of niacin derivatives in capillary electrophoresis, Related Products of pyridine-derivatives, the publication is Journal of Chromatography A (1995), 718(1), 233-7, database is CAplus.

The migration behavior of niacin derivatives was investigated by capillary zone electrophoresis (CZE) and micellar electrokinetic chromatog. (MEKC). When the pH of the buffer solution is lower than the pK_a of the pyridine ring in the niacin derivatives, they are pos. charged by protonation on the pyridine ring and migrate electrophoretically. The mobilities of niacin derivatives in CZE were controlled by the pH of the migrating buffer. Good separation of 13 niacin derivatives was achieved at pH 2.8. Further, to shorten the anal. time and to achieve a more complete separation, an investigation by MEKC using SDS micelles was performed. All 13 niacin derivatives were eluted within 30 min and a satisfactory separation was achieved.

Journal of Chromatography A published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C8H5F3N4, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

den Hertog, H. J. published the artcileDerivatives of pyridine and quinoline. LXXXIX. Derivatives of pyridine 1-oxide. IV. Directive influence of the 1-oxide group during the nitration of derivatives of pyridine 1-oxide, Computed Properties of 18437-58-6, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1951), 591-9, database is CAplus.

3-Ethoxypyridine (I) is converted to 3-ethoxypyridine I-oxide phthalate (II), m. 83.5-4.5°, with o-HO₂CC₆H₄CO₃H in Et₂O. II with fuming HNO₃ and H₂SO₄ yields 3-ethoxy-4-nitropyridine 1-oxide (III), m. 134-5°, which with Fe powder in HOAc gives 3-ethoxy-4-aminopyridine (picrate, m. 194-5°; mono-Ac derivative, m. 112.5-13.0°). Oxidation and nitration of 2-ethoxypyridine yields g-ethoxy-4-nitropyridine 1-oxide, m. 132.5-3.5°, which was reduced to 4-amino-2-ethoxypyridine, m. 88-9° forms a mono-Ac derivative, m. 105-5.5°, whose picrate m. 161-2°. The mono-Ac derivative of 2-amino-3-ethoxypyridine (IV) is prepared from IV and ketene, while the di-Ac derivative, m. 57.5-8.0°, is obtained from IV with Ac₂O at 215°. 2-Bromopyridine on oxidation and nitration yields 2-bromo-4-nitropyridine 1-oxide, m. 145.5-6.0°, reduced to 4-amino-2-bromopyridine, m. 95-7°. 2-Methylpyridine treated as above gives 2-methylpyridine 1-oxide phthalate, m. 115-16°, which on nitration yields 2-methyl-4-nitropyridine 1-oxide, m. 156-6.5°, reduced to 2-methyl-4-aminopyridine, m. 95.5-6°.

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Computed Properties of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Ito, Satoshi published the artcileElectrochemical fluorination of (arylthio)methyl carboxylates and γ-phenylthio-γ-butyrolactone derivative, Computed Properties of 107263-95-6, the publication is Journal of the Electrochemical Society (2021), 168(6), 065502, database is CAplus.

Electrochem. fluorination of various (arylthio)methyl carboxylates was carried out in aprotic organic solvents containing poly(HF) salts to provide the corresponding O-fluoromethyl carboxylates in good to moderate yield. Electrochem. fluorination of a cyclic analog, a γ-phenylthio-γ-butyrolactone derivative was also achieved under ultrasonication to give the corresponding 4-fluorinated product in moderate yield.

Journal of the Electrochemical Society published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H5F4NO3S, Computed Properties of 107263-95-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kuzuya, Masayuki published the artcileA novel single electron transfer in solid-state organic compounds: mechanically induced reduction of dipyridinium salts, Related Products of pyridine-derivatives, the publication is Journal of Physical Chemistry (1993), 97(30), 7800-2, database is CAplus.

When mech. vibration (56 Hz) of dipyridinium dications I (R = Me, R¹ = cyano, X = Br; R = Ph, R¹ = H, X = Cl; R = Me, R¹ = H, X = Cl), II (n = 2, 3, 4), and III (100 mg each) was conducted with a stainless steel ball (6.0-mm diameter, 890 mg) in a stainless steel twin-shell blender (7.8-mm diameter, 24 mm long) for 30 min at room temperature under strictly anaerobic conditions, the powder surfaces of all I and of II (n = 2) turned deep blue-purple, and nearly isotropic broad single-line ESR spectra were observed in the resulting powders, which can be ascribed to the formation of the corresponding monocation radicals via solid-state single electron transfer (SSET). Facile intermol. SSET also occurred from the monocation radical of I (R = Me, R¹ = H, X = Cl) to I (R = Ph, R¹ = H, X = Cl) and to II (n = 4). The mech. induced SSET reported herein seems to be a general phenomenon with broad implications for many organic compounds with relatively low redox potentials and is of special significance in connection with manufacturing a variety of solid materials in pulverized form in a metallic vessel.

Journal of Physical Chemistry published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C22H18Cl2N2, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Han, Zhiji published the artcileCO₂ Reduction Selective for C_â‰? Products on Polycrystalline Copper with N-Substituted Pyridinium Additives, Product Details of C22H18Cl2N2, the publication is ACS Central Science (2017), 3(8), 853-859, database is CAplus and MEDLINE.

Electrocatalytic CO₂ reduction to generate multicarbon products is of interest for applications in artificial photosynthetic schemes. This is a particularly attractive goal for CO₂ reduction by Cu electrodes, where a broad range of hydrocarbon products can be generated but where selectivity for C-C coupled products relative to CH₄ and H₂ remains an impediment. Herein the authors report a simple yet highly selective catalytic system for CO₂ reduction to C_â‰? hydrocarbons on a polycrystalline Cu electrode in bicarbonate aqueous solution that uses N-substituted pyridinium additives. Selectivities of 70-80% for C₂ and C₃ products with a hydrocarbon ratio of C_â‰?/CH₄ significantly >100 were observed with several additives. ¹³C-labeling studies verify CO₂ to be the sole C source in the C_â‰? hydrocarbons produced. Upon electroreduction, the N-substituted pyridinium additives lead to film deposition on the Cu electrode, identified in one case as the reductive coupling product of N-arylpyridinium. Product selectivity can also be tuned from C_â‰? species to H₂ (âˆ?0%) while suppressing methane with certain N-heterocyclic additives.

ACS Central Science published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C22H18Cl2N2, Product Details of C22H18Cl2N2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Deady, Leslie W. published the artcileSubstituent effects on the isomer ratios in the rearrangement of some 2- and 4-nitraminopyridines, SDS of cas: 18437-58-6, the publication is Australian Journal of Chemistry (1982), 35(10), 2025-34, database is CAplus.

The preparation and rearrangement in 92% H₂SO₄ of I–III (R = H, Me, MeO, Br, Cl, CO₂H) were investigated. The product isomer ratios can be explained by differential electronic stabilization of the appropriate σ complexes for aromatic nitration and steric effects seem relatively unimportant. Deuteration [3-D in I, R = Me] had no effect on the product distribution.

Australian Journal of Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, SDS of cas: 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Stambirskyi, Maksym V. published the artcilePhosphine Oxides (-POMe₂) for Medicinal Chemistry: Synthesis, Properties, and Applications, HPLC of Formula: 39856-58-1, the publication is Journal of Organic Chemistry (2021), 86(18), 12783-12801, database is CAplus and MEDLINE.

A general practical approach to hetero(aromatic) and aliphatic P(O)Me₂-substituted derivatives is elaborated. The key synthetic step was a [Pd]-mediated C-P coupling of (hetero)aryl bromides/iodides with HP(O)Me₂. The P(O)Me₂ substituent was shown to dramatically increase solubility and decrease lipophilicity of organic compounds This tactic was used to improve the solubility of the antihypertensive drug prazosin without affecting its biol. profile.

Journal of Organic Chemistry published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C13H18N2, HPLC of Formula: 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Novotny, Miroslav published the artcileFixed combination of cinnarizine and dimenhydrinate versus betahistine dimesylate in the treatment of Meniere’s disease: a randomized, double-blind, parallel group clinical study, Synthetic Route of 54856-23-4, the publication is International Tinnitus Journal (2002), 8(2), 115-123, database is CAplus.

In a randomized, double-blind clin. study, we evaluated the efficacy and tolerability of the fixed combination of cinnarizine, 20 mg, and dimenhydrinate, 40 mg (Arlevert [ARL]) in comparison to betahistine dimesylate (12 mg) in 82 patients suffering from Meniere’s disease for at least 3 mo and showing the characteristic triad of symptoms (paroxysmal vertigo attacks, cochlear hearing loss, and tinnitus). The treatment (one tablet three times daily) extended to 12 wk, with control visits at 1, 3, 6, and 12 wk after drug intake. The study demonstrated for both the fixed-combination ARL and for betahistine a highly efficient reduction of vertigo symptoms in the course of the 12 wk of treatment; however, no statistically significant difference between the two treatment groups could be established. Similar results were found for tinnitus (approx. 60% reduction) and for the associated vegetative symptoms (almost complete disappearance). Vestibulospinal reactions, recorded by craniocorpog., also improved distinctly, with a statistically significant superiority of ARL vs. betahistine (p <.042) for the parameter of lateral sway (Unterberger’s test). The caloric tests (electronystagmog.) showed only minor changes for both treatment groups in the course of the study. A statistically significant improvement of hearing function of the affected ear (p =.042) was found for the combination preparation after 12 wk of treatment. The tolerability was judged by the vast majority of patients (97.5%) in both groups to be very good. Only one patient (betahistine group) reported a nonserious adverse event, and two betahistine patients did not complete the study. In conclusion, the combination preparation proved to be a highly efficient and safe treatment option for Meniere’s disease and may be used both in the management of acute episodes and in long-term treatment. Efficacy and safety were similar to the widely used standard therapy with betahistine.

International Tinnitus Journal published new progress about 54856-23-4. 54856-23-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Amine,Inhibitor,Inhibitor, name is N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate, and the molecular formula is C10H20N2O6S2, Synthetic Route of 54856-23-4.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem