Month: December 2022

Umemoto, Teruo published the artcilePower- and structure-variable fluorinating agents. The N-fluoropyridinium salt system, Computed Properties of 107263-95-6, the publication is Journal of the American Chemical Society (1990), 112(23), 8563-75, database is CAplus.

The usefulness of the N-fluoropyridinium salt system as a source of fluorinating agents was examined by using substituted or unsubstituted N-fluoropyridinium triflates, N-fluoropyridinium salts possessing other counteranions, and two N-fluoropyridinium-2-sulfonates (I). Electrophilic fluorinating power varied remarkably according to the electronic nature of the ring substituents. This power increased as the electron d. of pos. N sites decreased, and this was correlated to the pK_a values of the corresponding pyridines. By virtue of this variation, it was possible to fluorinate a wide range of nucleophile substrates differing in reactivity, e.g., aromatics, carbanions, active methylene compounds, enol alkyl or silyl ethers, vinyl acetates, ketene silyl acetals, and olefins. All the reactions could be explained on the basis of a one-electron-transfer mechanism. N-Fluoropyridinium salts showed high chemoselectivity in fluorination, the extent depending on the reactive moiety. Selective 9α-fluorination of steroids was carried out with the tris(trimethylsilyl ether) of a triketo steroid. Regio- or stereoselectivity in fluorination was determined by N-fluoropyridinium salt structure. Steric bulkiness of the N-F surroundings hindered the orthofluorination of phenols and aniline derivatives, while the capacity for H bonding on the part of the counteranions prompted this process, and I underwent this fluorination exclusively or almost so. Two bulky N-fluoropyridinium triflates preferentially attacked the 6-position of the conjugated vinyl ester of a steroid from the unhindered β-direction to give a thermally unstable 6β-fluoro isomer. N-Fluoropyridinium salt systems can serve as a source of the most ideal fluorinating agents for conducting desired selective fluorination through fluorinating capacity or structural alteration.

Journal of the American Chemical 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 C18H35NO, Computed Properties of 107263-95-6.

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

Tominaga, Yoshinori published the artcileA new synthesis of 3,4-diaminothiophenes, Category: pyridine-derivatives, the publication is Heterocycles (1977), 6(11), 1871-6, database is CAplus.

Thiophenediamines I (R = CN, CONH₂, CO₂Et, Bz) were prepared by treating R¹CH₂CNCl^– (R¹ = pyridinio) with CS₂-NaOH, treating R¹C(CN):C(SNa)S^– with R²CH₂R (R² = Cl, Br), cyclizing R¹C(CN):C(S^–)SCH₂R with NEt₃, methylating ylides II (R³ = S^–), treating II (R³ = SMe) with MeNH₂-HCl and neutralizing. I condensed with R⁴COCOR⁴ (R⁴ = H, Me, Ph) to give the thienopyrazines III.

Heterocycles published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C10H15NO, Category: pyridine-derivatives.

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

Tominaga, Yoshinori published the artcileSynthesis and reaction of 3,4-diaminothiophenes, Synthetic Route of 17281-59-3, the publication is Yakugaku Zasshi (1979), 99(11), 1081-90, database is CAplus.

Addition of pyridinium chloride I and CS₂ gave Ia, which was alkylated by XCH₂Y (X = Cl, Br; Y = CN, CO₂Et, Bz, CONH₂), cyclized, and iodomethylated to give II (R¹ = CN, CO₂Et, Bz, CONH₂; R² = pyridinio iodide). Cleavage of II iodide by addition of MeNH₂ followed by cyclization, acid hydrolysis, and neutralization gave II (R¹ = CN, CO₂Et, Bz, CONH₂; R² = NH₂). Also prepared were thieno[3,2-d]pyrimidinones III (R³ = Me, Ph; R⁴ = NH₂, NHBz, pyridinio chloride) and the thieno[3′,4′:4,5]imidazo[1,2-a]pyridine IV.

Yakugaku Zasshi published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C12H9N3O4, Synthetic Route of 17281-59-3.

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

Suzuki, Katsutoshi published the artcileElectrolytic Partial Fluorination of Organic Compounds.71.Highly Diastereoselective Anodic Fluorination of Sulfides Having Oxygen-Containing Heterocyclic Groups, SDS of cas: 107263-95-6, the publication is Journal of Organic Chemistry (2004), 69(4), 1276-1282, database is CAplus and MEDLINE.

Racemic and nonracemic α-fluoro-β-alkoxysulfides and (arylsulfanylfluoromethyl)dioxolanes such as I are prepared stereoselectively by electrochem. fluorination of β-alkoxysulfides and (arylsulfanylmethyl)dioxolanes such as II with Et₃N•3HF in acetonitrile. The 2-spirocyclohexyl-1,3-dioxolanemethyl sulfide II gives the desired α-fluorosulfide in 54% yield and with 80% de.; other sulfides give the desired product in in 10-77% yields and with 13-70% de. The diastereoselectivity of the electrochem. fluorination increases with decreasing Gutmann donor number of the solvent. Et₃N•3HF is the most effective fluorination electrolyte used; other amine hydrofluorides give fluorinated product in 0-8% yields and with reduced stereoselectivity. Chem. fluorination of II using Selectfluor also gives I, but in only 5% yield and in 32% de.; chem. fluorination using N-fluoropyridinium salts gives no fluorination products. Decomposition occurs upon acidic hydrolysis of I; oxidation of I to the Ph sulfone followed by acidic hydrolysis yields the nonracemic fluoroinated dihydroxysulfone III. The structure and stereochem. of dioxolanone IV is determined by X-ray crystallog.

Journal of Organic Chemistry 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 C9H9ClN2, SDS of cas: 107263-95-6.

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

Wang, Kun published the artcileTetraphosphine/palladium-catalyzed Suzuki-Miyaura coupling of heteroaryl halides with 3-pyridine- and 3-thiopheneboronic acid. An efficient catalyst for the formation of biheteroaryls, Safety of 2-Bromopyridin-3-amine, the publication is Applied Organometallic Chemistry (2013), 27(4), 232-238, database is CAplus.

An easily prepared tetraphosphine N,N,N’,N’-tetra(diphenylphosphinomethyl)-1,2-ethylenediamine associated with [Pd(η³-C₃H₅)Cl]₂ affords an efficient catalyst for Suzuki-Miyaura coupling of 3-pyridineboronic acid with heteroaryl bromides. Reaction could be performed with as little as 0.02 mol% catalyst and a high turnover number of 2500 is obtained. A wide range of substrates is investigated with satisfactory yields, and good compatibility with aminogroup-substituted pyridines and unprotected indole is exhibited. This protocol can also be applied successfully to the reaction of heteroaryl bromides with 3-thiopheneboronic acid. This Pd-tetraphosphine catalyst efficiently restrains the poisoning effect from heteroaryls, and shows good stability and longevity.

Applied Organometallic 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 C12H21NO7, Safety of 2-Bromopyridin-3-amine.

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

Yang, Bing published the artcileAsymmetric Stepwise Reductive Amination of Aryl N-Heteroaryl Ketones with Benzyl Amines via Iridium Catalysis, SDS of cas: 91-02-1, the publication is Asian Journal of Organic Chemistry (2021), 10(11), 2950-2953, database is CAplus.

An asym. reductive amination of aryl N-heteroaryl ketones RC(O)R¹ (R = 2-methylphenyl, naphthalen-1-yl, 3,5-dimethoxyphenyl; R¹ = Me, pyridin-2-yl, quinolin-2-yl, etc.) with Benzyl Amines ArCH₂NH₂ (Ar = Ph, 2,6-dimethylphenyl) has been realized via one-pot two-step process, using p-toluenesulfonic acid and chiral iridium complexes as catalysts, a mixture of formic acid/triethylamine as a reductant. Twenty-three examples of chiral aryl N-heteroaryl methylamines (S)-RCH(R¹)NHCH₂Ar were obtained with good yields and up to 99% ee.

Asian Journal of Organic Chemistry published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C3H6O2, SDS of cas: 91-02-1.

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

Sgaragli, Gianpietro published the artcileRole of taurine in thermoregulation and motor control: behavioral and cellular studies, Recommanded Product: Pyridine-3-sulfonic acid, the publication is Advances in Experimental Medicine and Biology (1996), 527-535, database is CAplus.

Taurine may have a role in the striatonigral system of the rat. Considering that, whether a neurotransmitter or a neuromodulator, taurine must be recognized before initiating its action, in the present contribution a structure-activity relationship study is presented which gives some information on the nature of a possible recognition site in the rabbit brain, helping to explain the role of endogenous taurine in the central mechanisms of thermoregulation.

Advances in Experimental Medicine and Biology 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 C15H21BO3, Recommanded Product: Pyridine-3-sulfonic acid.

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

Kanchanadevi, Sivaswamy published the artcileInvestigation of DNA/BSA binding and cytotoxic properties of new Co(II), Ni(II) and Cu(II) hydrazone complexes, Formula: C12H9NO, the publication is Inorganica Chimica Acta (2021), 120536, database is CAplus.

Two mononuclear complexes of Co(II) (1) and Ni(II) (2) and a chloro bridged binuclear copper(II) complex (3) of 2-benzoylpyridine-4-methoxybenzoylhydrazone have been synthesized in order to explore their biol. activities, such as DNA binding, protein-binding, antioxidant activity and anticancer activity. Anal. and spectroscopic techniques have been used to characterize the complexes. The mol. structures of 2 and 3 have been obtained by single crystal XRD. Interaction of the ligand and the complexes with calf thymus DNA (CT-DNA) has been explored by absorption and emission titrations, which revealed that the compounds interacted with CT-DNA through intercalation. Absorption titration and biol. studies revealed that the complexes interact with BSA through different binding modes to different extents. The radical scavenging ability of the ligand and the complexes was studied against DPPH radicals. The ligand and its metal complexes were tested for potential cytotoxicity towards human breast cancer (MCF-7) and lung cancer (A-549) cell lines.

Inorganica Chimica Acta published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Formula: C12H9NO.

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

Kanchanadevi, Sivaswamy published the artcileRuthenium(III) hydrazone complexes with triphenylphosphine/triphenylarsine co-ligands: Synthesis, DNA/BSA binding, antioxidative and cytotoxic activity, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Inorganica Chimica Acta (2021), 120532, database is CAplus.

New ruthenium(III) complexes with (E)-3-methoxy-N’-(phenyl(pyridin-2-yl)methylene)benzohydrazide (HL) were synthesized and characterized by various physicochem. and spectroscopic methods. The ligand acted as a tridentate, monobasic chelating ligand with NNO donor sites in all the complexes. The x-ray crystal structure of one of the complexes, [Ru^III(L)(PPh₃)Cl₂] (1) demonstrated a distorted octahedral coordination geometry around the metal center. Interactions of these complexes with calf thymus-DNA (CT-DNA) assessed by absorption and emission spectroscopy revealed intercalative mode of binding. Bovine serum albumin (BSA) binding of the ligand and complexes studied by absorption spectroscopy, fluorescence and synchronous spectroscopic methods revealed that the compounds bind to BSA via static binding. Antioxidant study of the ligand and complexes showed significant antioxidant activity against DPPH radical. In addition, the in vitro cytotoxicity of the ligand and complexes against human breast cancer cell line (MCF-7) and human lung cancer cells (A-549) was assayed. The results showed higher cytotoxic activity with lower IC₅₀ values indicating their efficiency in killing the cancer cells even at low concentrations

Inorganica Chimica Acta published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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

Rzasa, Robert M. published the artcileSynthesis and preliminary biological evaluation of potent and selective 2-(3-alkoxy-1-azetidinyl) quinolines as novel PDE10A inhibitors with improved solubility, Quality Control of 197958-29-5, the publication is Bioorganic & Medicinal Chemistry (2014), 22(23), 6570-6585, database is CAplus and MEDLINE.

We report the discovery of a novel series of 2-(3-alkoxy-1-azetidinyl) quinolines as potent and selective PDE10A inhibitors. Structure-activity studies improved the solubility (pH 7.4) and maintained high PDE10A activity compared to initial lead compound 3, with select compounds demonstrating good oral bioavailability. X-ray crystallog. studies revealed two distinct binding modes to the catalytic site of the PDE10A enzyme. An ex vivo receptor occupancy assay in rats demonstrated that this series of compounds covered the target within the striatum.

Bioorganic & Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Quality Control of 197958-29-5.

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