Month: December 2022

Zeng, Rong published the artcileRh-Catalyzed Decarbonylative Coupling with Alkynes via C-C Activation of Isatins, Name: 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine, the publication is Journal of the American Chemical Society (2015), 137(4), 1408-1411, database is CAplus and MEDLINE.

Herein we report a [5 + 2 – 1] transformation though catalytic decarbonylative coupling between isatins and alkynes, which provides a unique way to synthesize 2-quinolinone derivs I [R¹ = H, 6-Me; R² = Me, Bn; R³ = Ph, Bu, 4-Me-C₆H₄, etc; R⁴ = Me, Ph, CO₂Me, etc; DG= pyridin-2-yl, 3-Me-pyridin-2-yl]. A broad range of alkynes can be coupled efficiently with high regioselectivity. This reaction is proposed to go through C-C activation of isatins, followed by decarbonylation and alkyne insertion. Directing group (DG) plays a critical role in this transformation. Assisted by the DG, the C-C cleavage of isatins occurs at room temperature

Journal of the American Chemical Society published new progress about 1644629-23-1. 1644629-23-1 belongs to pyridine-derivatives, auxiliary class Other Aromatic Heterocyclic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine, and the molecular formula is C28H29NO4, Name: 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine.

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

Rheault, Tara R. published the artcileHeteroaryl-linked 5-(1H-benzimidazol-1-yl)-2-thiophenecarboxamides: Potent inhibitors of polo-like kinase 1 (PLK1) with improved drug-like properties, Recommanded Product: 2-Pyridinylboronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(15), 4587-4592, database is CAplus and MEDLINE.

Potent inhibitors of PLK1 with acceptable solubility, mouse iv clearance, and reduced CYP450 inhibition were identified. Drug-like properties were improved using a heteroaryl ring as a functional handle for manipulation of inhibitors’ physiochem. and DMPK properties.

Bioorganic & Medicinal Chemistry Letters 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, Recommanded Product: 2-Pyridinylboronic acid.

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

Langer, Robert published the artcileLow-Pressure Hydrogenation of Carbon Dioxide Catalyzed by an Iron Pincer Complex Exhibiting Noble Metal Activity, Synthetic Route of 338800-13-8, the publication is Angewandte Chemie, International Edition (2011), 50(42), 9948-9952, S9948/1-S9948/13, database is CAplus and MEDLINE.

A new iron pincer complex as hydrogenation catalyst, trans-[(^tBuPNP)Fe(H)₂(CO)] (4) (^tBuPNP = 2,6-bis(di-tert-butylphosphinomethyl)pyridine) is prepared and its crystal structure determined CO₂ and sodium bicarbonate are efficiently hydrogenated in aqueous media at 80° under remarkably low pressures (6-10 bar), with turnover numbers up to 788 and turnover frequencies up to 156 h^-1. The reaction likely proceeds through direct attack of the Fe hydride to the CO₂, followed by replacement of the resulting formate ligand by H₂O. Dihydrogen coordination, prior to heterolytic cleavage of H₂ by hydroxide or dearomatization and subsequent proton migration are plausible pathways for the regeneration of 4. The hydrido formate complex [(^tBu-PNP)Fe(H)(CO)(η¹-OOCH)] (5) was characterized by multinuclear NMR spectroscopy and single-crystal x-ray diffraction.

Angewandte Chemie, International Edition published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, Synthetic Route of 338800-13-8.

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

Khaskin, Eugene published the artcileFormal loss of an H radical by a cobalt complex via metal-ligand cooperation, SDS of cas: 338800-13-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(27), 2771-2773, database is CAplus and MEDLINE.

A (PNP)Co(i)methyl diamagnetic complex formally loses an H atom from the pincer ligand, exhibiting a long-range metal-ligand cooperation in what may be considered as an unusual example of C-H cleavage. Spectroscopic data indicate that the product is a neutral Co(i) complex with a radical delocalized in the ligand backbone.

Chemical Communications (Cambridge, United Kingdom) published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, SDS of cas: 338800-13-8.

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

Kuduk, Scott D. published the artcileTetrabutylammonium salt induced denitration of nitropyridines: synthesis of fluoro-, hydroxy-, and methoxypyridines, Safety of 4-Fluoropicolinonitrile, the publication is Organic Letters (2005), 7(4), 577-579, database is CAplus and MEDLINE.

An efficient method for the synthesis of fluoropyridines by the fluorodenitration reaction is reported. The reaction was mediated by tetrabutylammonium fluoride under mild conditions without undue regard to the presence of water. The fluorodenitration was general for 2- or 4-nitro-substituted pyridines, while 3-nitropyridines required attendant electron-withdrawing groups for the reaction to proceed efficiently. Nitropyridines also underwent hydroxy- and methoxydenitration under mild conditions in the presence of the corresponding tetrabutylammonium species.

Organic Letters published new progress about 847225-56-3. 847225-56-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Fluoride,Nitrile, name is 4-Fluoropicolinonitrile, and the molecular formula is C6H3FN2, Safety of 4-Fluoropicolinonitrile.

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

Cui, Jiaxin published the artcileDiscovery of bis-aryl urea derivatives as potent and selective Limk inhibitors: Exploring Limk1 activity and Limk1/ROCK2 selectivity through a combined computational study, HPLC of Formula: 18437-58-6, the publication is Bioorganic & Medicinal Chemistry (2015), 23(23), 7464-7477, database is CAplus and MEDLINE.

Lim kinase (Limk), a proline/serine-rich sequence, can regulate the polymerization of the actin filaments by phosphorylating, and it is found to be highly involved in various human diseases. In this paper, 47 reported Limk1 inhibitors with bis-aryl urea scaffold were used to design potent and selective Limk inhibitors by computational approaches. Firstly, the structure-Limk1 activity relationship models (3D-QSAR) and structure-Limk1/ROCK2 selectivity relationship models (3D-QSSR) were developed and both 3D-QSAR and 3D-QSSR models showed good correlative and predictive abilities. Then, the mol. docking and mol. dynamics (MD) simulations were employed to validate the optimal docking conformation and explore the binding affinities. Finally, five new compounds were designed and all of them exhibited good Limk1 inhibition and Limk1/ROCK2 selectivity after synthesis and biol. evaluation, which demonstrated that the obtained information from computational studies were valuable to guide Limk inhibitors’ design.

Bioorganic & Medicinal 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, HPLC of Formula: 18437-58-6.

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

Shen, Hong C. published the artcileDiscovery of Biaryl Anthranilides as Full Agonists for the High Affinity Niacin Receptor, Application In Synthesis of 197958-29-5, the publication is Journal of Medicinal Chemistry (2007), 50(25), 6303-6306, database is CAplus and MEDLINE.

Biaryl anthranilides are reported as potent and selective full agonists for the high affinity niacin receptor GPR109A. The SAR presented outlines approaches to reduce serum shift and both CYPCYP2C8 and CYP2C9 liabilities, while improving PK and maintaining excellent receptor activity. Compound 2i (I) exhibited good in vivo antilipolytic efficacy while providing a significantly improved therapeutic index over vasodilation (flushing) with respect to niacin in the mouse model.

Journal of 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 C6H10O7, Application In Synthesis of 197958-29-5.

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

Schenkel, Laurie B. published the artcileDiscovery of a biarylamide series of potent, state-dependent Na_V1.7 inhibitors, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(16), 3817-3824, database is CAplus and MEDLINE.

State-dependent Na_V1.7 inhibitors. The Na_V1.7 ion channel has garnered considerable attention as a target for the treatment of pain. Herein we detail the discovery and structure-activity relationships of a novel series of biaryl amides. Optimization led to the identification of several state-dependent, potent and metabolically stable inhibitors which demonstrated promising levels of selectivity over Na_V1.5 and good rat pharmacokinetics. Compound I, which demonstrated preferential inhibition of a slow inactivated state of Na_V1.7, was advanced into a rat formalin study where upon reaching unbound drug levels several fold over the rat Na_V1.7 IC₅₀ it failed to demonstrate a robust reduction in nociceptive behavior.

Bioorganic & Medicinal Chemistry 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 C5H5BrN2, Recommanded Product: 2-Bromopyridin-3-amine.

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

Mdluli, Velabo published the artcileHigh-throughput Synthesis and Screening of Iridium(III) Photocatalysts for the Fast and Chemoselective Dehalogenation of Aryl Bromides, Computed Properties of 85237-71-4, the publication is ACS Catalysis (2020), 10(13), 6977-6987, database is CAplus.

A high-throughput optical screening method for the photocatalytic activity of a structurally diverse library of 1152 cationic iridium(III) complexes ([Ir(C^N)₂(N^N)]⁺), corresponding to all combinations of 48 cyclometalating (C^N) and 24 ancillary (N^N) ligands, was developed. This rapid assay utilizes the colorimetric changes of a high contrast indicator dye, coumarin 6, to monitor the photo-induced electron transfer from a sacrificial amine donor to the metal complex excited state. The resulting [Ir(C^N)₂(N^N)]⁰ can then reduce an aryl bromide to form the highly reactive aryl radical intermediate. The rate of this reaction is dictated by the mol. structure of both coordinating ligands. Relative reaction rate constants determined via this method correlated closely with ¹⁹F NMR measurements obtained using a fluorinated substrate. A simple model that expresses the rate constant as a product of a single ”strength” parameter assigned to each of the 72 ligands can well account for the 1152 measured rate constants The best performing complexes exhibit much higher reactivity than the benchmark photocatalysts commonly used in photoredox transformations. The catalysts were also successfully tested for their chemoselectivity. The developed screening methodol. can enable generation of the large data sets needed to use modern data science to extract structure-activity relationships.

ACS Catalysis 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, Computed Properties of 85237-71-4.

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

Bumagin, N. A. published the artcileEffecting heterogeneous catalysts on aluminum and silicon oxides, COA of Formula: C5H5BrN2, the publication is Vestsi Natsyyanal’nai Akademii Navuk Belarusi, Seryya Khimichnykh Navuk (2015), 34-41, database is CAplus.

Convenient and technol. suitable methods for immobilization of palladium and 1,2-azole ligands on mesoporous aluminum and silicon oxides have been developed. The obtained palladium composites: Pd/Al2O3(60), Pd/Al2O3(90), Pd-L1/Al2O3(60), Pd-L2/SiO2(60) and L1PdCl2@SiO2 demonstrate high catalytic activity and recovery in the Suzuki reaction in aqueous media.

Vestsi Natsyyanal’nai Akademii Navuk Belarusi, Seryya Khimichnykh Navuk 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, COA of Formula: C5H5BrN2.

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