Tag: M.W=150-200

Zhang, Qian published the artcileDDQ: the chlorinating reagent and oxidant for the ligand-directed ortho-chlorination of 2-arylpyridines, Quality Control of 85237-71-4, the publication is Organic Chemistry Frontiers (2014), 1(6), 694-697, database is CAplus.

A new and simple protocol for palladium-catalyzed ligand-directed ortho-chlorination of 2-arylpyridines with DDQ was developed, generating the chlorinated products in good to excellent yields. DDQ played dual role as both the chlorinating reagent and oxidant in this reaction. Moreover, high regioselectivity was observed for 2-arylpyridines bearing a meta-substituent in the aryl ring moiety, and chlorination could take place at the less sterically hindered ortho-C-H bond.

Organic Chemistry Frontiers published new progress about 85237-71-4. 85237-71-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is 5-Methyl-2-(p-tolyl)pyridine, and the molecular formula is C3H6BrNaO3S, Quality Control of 85237-71-4.

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

Jin, Lei published the artcileElectrochemistry and coordination behaviors of hypoxanthine-Au (III) ion in the cyanide-free gold electrodeposition, Safety of Pyridine-3-sulfonic acid, the publication is Journal of the Electrochemical Society (2020), 167(2), 022511, database is CAplus.

Alkaloid hypoxanthine is a novel complexant for green cyanide-free Au(III) electrodeposition. The electrochem. and coordination behaviors of hypoxanthine-Au(III) ion in the green cyanide-free bath were studied. The electrochem. behavior confirms that hypoxanthine-Au(III) ion is in the irreversible two-step electro-reductions with the 1st controlled by diffusion and the 2nd by diffusion and electrochem. The stability constant of hypoxanthine-Au(III) ion is 4.8 × 10³⁰. DFT calculations further indicate that the optimal coordination structure is N3-Au-N7 with the N-Au average bond energy of 11.03 eV. The bath component of K citrate plays almost no influence, whereas the additive of sulfocompounds shows a significant effect on the electro-reduction of hypoxanthine-Au(III) ion. Based on the cyanide-free Au(III) electrodeposition bath, the obtained Au coating is fine and compact in grains without organic inclusion and in the resistivity of 2.84 × 10^-8 Ω m.

Journal of the Electrochemical Society 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 C5H5NO3S, Safety of Pyridine-3-sulfonic acid.

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

Liu, Chun published the artcileA fast and oxygen-promoted protocol for the ligand-free Suzuki reaction of 2-halogenated pyridines in aqueous media, Category: pyridine-derivatives, the publication is Chemical Communications (Cambridge, United Kingdom) (2009), 6267-6269, database is CAplus and MEDLINE.

A fast protocol has been developed for the construction of 2-aryl-substituted pyridine derivatives by the oxygen-promoted, ligand-free, Pd(OAc)₂-catalyzed Suzuki reaction of 2-halogenated pyridines in aqueous isopropanol.

Chemical Communications (Cambridge, United Kingdom) published new progress about 85237-71-4. 85237-71-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is 5-Methyl-2-(p-tolyl)pyridine, and the molecular formula is C13H13N, Category: pyridine-derivatives.

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

Fu, Shibo published the artcileγ-H2AX kinetics as a novel approach to high content screening for small molecule radiosensitizers, Synthetic Route of 2215-33-0, the publication is PLoS One (2012), 7(6), e38465, database is CAplus and MEDLINE.

Background: Persistence of γ-H2AX after ionizing radiation (IR) or drug therapy is a robust reporter of unrepaired DNA double strand breaks in treated cells. Methods: DU-145 prostate cancer cells were treated with a chem. library ±IR and assayed for persistence of γ-H2AX using an automated 96-well immunocytochem. assay at 4 h after treatment. Hits that resulted in persistence of γ-H2AX foci were tested for effects on cell survival. The mol. targets of hits were validated by mol., genetic and biochem. assays and in vivo activity was tested in a validated Drosophila cancer model. Results: We identified 2 compounds, MS0019266 and MS0017509, which markedly increased persistence of γ-H2AX, apoptosis and radiosensitization in DU-145 cells. Chem. evaluation demonstrated that both compounds exhibited structurally similar and biochem. assays confirmed that these compounds inhibit ribonucleotide reductase. DNA microarray anal. and immunoblotting demonstrates that MS0019266 significantly decreased polo-like kinase 1 gene and protein expression. MS0019266 demonstrated in vivo antitumor activity without significant whole organism toxicity. Conclusions: MS0019266 and MS0017509 are promising compounds that may be candidates for further development as radiosensitizing compounds as inhibitors of ribonucleotide reductase.

PLoS One published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Synthetic Route of 2215-33-0.

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

Yang, Yu-Ming published the artcileSilver-Mediated Trifluoromethoxylation of (Hetero)aryldiazonium Tetrafluoroborates, HPLC of Formula: 39856-58-1, the publication is Organic Letters (2019), 21(19), 8003-8007, database is CAplus and MEDLINE.

Here we report a silver-mediated trifluoromethoxylation of (hetero)aryldiazonium tetrafluoroborates by converting an aromatic amino group into an OCF₃ group. This method, which can be considered to be a trifluoromethoxylation variation of the classic Sandmeyer-type reaction, uses readily available aryl and heteroaromatic amines as starting materials and AgOCF₃ as trifluoromethoxylating reagents. The broad substrate scope and simple, mild reaction condition made this transformation a valuable method in constructing aryl-OCF₃ bonds.

Organic Letters 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 C11H21BF4N2O2, HPLC of Formula: 39856-58-1.

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

Ye, Hao published the artcilePalladium-catalyzed Heck cyclization/carbonylation with formates: synthesis of azaindoline-3-acetates and furoazaindolines, Name: 2-Bromopyridin-3-amine, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(48), 6825-6828, database is CAplus and MEDLINE.

Herein a palladium-catalyzed domino cyclization/carbonylation to access ester-functionalized azaindolines, e.g., I applying formates, e.g., phenylformate as a convenient carbonyl source was reported. All four azaindoline isomers were constructed, exhibiting good functional group compatibility. On this basis, modifying the starting tether on the aminopyridine led to furoazaindolines, e.g., II via an intramol. reductive cyclization after the palladium-catalyzed process.

Chemical Communications (Cambridge, United Kingdom) 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 C10H16Br3N, Name: 2-Bromopyridin-3-amine.

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

Fang, Xiang published the artcileSynthesis of monofluorinated indolizines and their derivatives by the 1,3-dipolar reaction of N-ylides with fluorinated vinyl tosylates, COA of Formula: C7H7ClN2, the publication is Tetrahedron (2004), 60(25), 5487-5493, database is CAplus.

Monofluorinated indolizines, benzo[d]indolizines and 4H-pyrrolo[1,2-a]benzimidazoles were synthesized in moderate yields by 1,3-dipolar cycloaddition reaction between fluorinated vinyl tosylates and N-ylides of pyridinium, isoquinolinium and benzimidazolium, generated in situ from their halide salts. When the same N-ylides were allowed to react with 2,3,3-trifluoro-1-propenyl tosylate, the unexpected product formylated indolizines and their derivatives, e.g., I, were obtained. A reaction mechanism is also proposed.

Tetrahedron 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 C7H7ClN2, COA of Formula: C7H7ClN2.

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

Luise, Nicola published the artcileDiversity-oriented synthesis of bicyclic fragments containing privileged azines, Safety of Ethyl 2-(2-chloropyridin-3-yl)acetate, the publication is Bioorganic & Medicinal Chemistry Letters (2019), 29(2), 248-251, database is CAplus and MEDLINE.

An innovative and efficient reagent- and scaffold-based diversity oriented synthesis (DOS) of a fragment set was developed for fragment-based drug discovery (FBDD) programs. Twelve diverse, functionalized and bicyclic scaffolds were rapidly accessed by adopting a convenient synthetic toolkit around three privileged azine cores in order to effectively modulate biomols. These structures are characterized by both key motifs for interacting with diverse biol. targets via hydrogen bonds and useful points of growth for subsequent fragment optimization.

Bioorganic & Medicinal Chemistry Letters published new progress about 164464-60-2. 164464-60-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Chloride,Ester, name is Ethyl 2-(2-chloropyridin-3-yl)acetate, and the molecular formula is C9H10ClNO2, Safety of Ethyl 2-(2-chloropyridin-3-yl)acetate.

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

Cao, Dawei published the artcileLight-driven MPV-type reduction of aryl ketones/aldehydes to alcohols with isopropanol under mild conditions, Name: Phenyl(pyridin-2-yl)methanone, the publication is Green Chemistry (2021), 23(19), 7539-7543, database is CAplus.

Herein, a direct light-driven strategy for reducing ketones R¹C(O)R² (R¹ = Ph, pyridin-2-yl, Bu, 1-benzofuran-2-yl, etc.; R² = Ph, pyridin-2-yl, Me, pentyl, etc.) /aldehydes R³CHO (R³ = Ph, 4-(trifluoromethyl)phenyl, 1-benzofuran-2-yl, naphthalen-2-yl, etc.) to alcs. R¹CH(OH)R²/R³OH using isopropanol as the reducing agent and solvent, in the presence of t-BuOLi, under an air atm. at room temperature is developed. This operationally simple light-promoted Meerwein-Ponndorf-Verley (MPV) type reduction can be used to produce various benzylic alc. derivatives as well as applied to bioactive mols. and PEEK model compounds, demonstrating its application potential.

Green 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 C12H9NO, Name: Phenyl(pyridin-2-yl)methanone.

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

Yan, Fangyou published the artcilePredicting Toxicity of Ionic Liquids in Acetylcholinesterase Enzyme by the Quantitative Structure-Activity Relationship Method Using Topological Indexes, Safety of 1-(Cyanomethyl)pyridin-1-ium chloride, the publication is Journal of Chemical & Engineering Data (2012), 57(8), 2252-2257, database is CAplus.

A new topol. index (TI) was proposed based on atom characters (e.g., atom radius, atom electronegativity, etc.) and atom positions in the hydrogen-suppressed mol. structure in our previous work. In this work, the TI was used for predicting the toxicity of ILs in acetylcholin esterase (log EC₅₀ AChE) by the multiple linear regression (MLR) method. For ILs composed entirely of cations and anions, the TIs are calculated from cations and anions, resp. The 221 ILs used in the MLR model are based on imidazolium (Im), pyridinium (Pyi), pyrrolidinium (Pyo), ammonium (Am), phosphonium (Ph), quinolinium (Qu), piperidinium (Pi), and morpholinium (Mo). The regression coefficient (R²) and the overall average absolute error (AAE) are 0.877 and 0.153, resp.

Journal of Chemical & Engineering Data 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 C20H19NO4, Safety of 1-(Cyanomethyl)pyridin-1-ium chloride.

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