Category: pyridine-derivatives

Schneider, Cedric published the artcileDirected ortho-Metalation-Cross-Coupling Strategies. One-Pot Suzuki Reaction to Biaryl and Heterobiaryl Sulfonamides, Application of Pyridine-3-sulfonic acid, the publication is Organic Letters (2011), 13(14), 3588-3591, database is CAplus and MEDLINE.

A general synthesis of stable ortho-boropinacolato aryl and heteroaryl sulfonamides by directed ortho-metalation (DoM) and either MeOBPin or i-PrOBpin electrophile quench is described. A one-pot metalation-Suzuki cross-coupling procedure for the synthesis of biaryls and heterobiaryls, and a complementary DoM-Ir-catalyzed boronation sequence are delineated.

Organic Letters 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, Application of Pyridine-3-sulfonic acid.

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

Vallejo, Luis Felipe published the artcileRenaturation and purification of bone morphogenetic protein-2 produced as inclusion bodies in high-cell-density cultures of recombinant Escherichia coli, COA of Formula: C5H5NO3S, the publication is Journal of Biotechnology (2002), 94(2), 185-194, database is CAplus and MEDLINE.

Escherichia coli was genetically engineered to produce recombinant human bone morphogenetic protein-2 (rhBMP-2) in a non-active aggregated form using a temperature-inducible expression system. High concentrations of both biomass (75 g cell dry weight per L of culture broth) and inactive rhBMP-2 (8.6 g l^-1) were obtained by applying a high-cell-d. cultivation procedure. After washing and solubilizing the inclusion bodies, rhBMP-2 was refolded and dimerized at concentrations up to 100 mg l^-1 by means of a simple dilution method with yields exceeding 50%. Finally, a one-step purification procedure based on affinity chromatog. was implemented to isolate the rhBMP-2 dimer. With the established renaturation and purification protocols, yields of more than 10 mg rhBMP-2 dimer per g cell dry weight were obtained corresponding to 750 mg rhBMP-2 dimer per L of culture broth. The purified rhBMP-2 dimer showed biol. activity equivalent to CHO produced rhBMP-2 as tested by the induction of alk. phosphatase activity in C2C12 cells.

Journal of Biotechnology 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 C4H3Cl2N3, COA of Formula: C5H5NO3S.

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

Bursavich, Matthew G. published the artcileNovel benzofuran-3-one indole inhibitors of PI3 kinase-α and the mammalian target of rapamycin: hit to lead studies, Application of 2-Pyridinylboronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(8), 2586-2590, database is CAplus and MEDLINE.

A series of benzofuran-3-one indole phosphatidylinositol-3-kinases (PI3K) inhibitors identified via HTS has been prepared The optimized inhibitors possess single digit nanomolar activity against p110α (PI3K-α), good pharmaceutical properties, selectivity vs. p110γ (PI3K-γ), and tunable selectivity vs. the mammalian target of rapamycin (mTOR). Modeling of compounds I (R = H; CH₂CH₂CH₂NMe₂) in homol. models of PI3K-α and mTOR supports the proposed rationale for selectivity. Compounds show activity in multiple cellular proliferation assays with signaling through the PI3K pathway confirmed via phospho-Akt inhibition in PC-3 cells.

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, Application of 2-Pyridinylboronic acid.

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

Ly, Hoang Nguyen published the artcileSpectroscopy, electrochemistry, and nucleophilicity of nickel and cobalt complexes of 2′-pyridine carboxaldehyde 2′-pyridylhydrazone (papyH), Recommanded Product: 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Inorganica Chimica Acta (2011), 378(1), 115-120, database is CAplus.

Ni and Co complexes of pyridine-2-carboxaldehyde 2-pyridylhydrazone (papyH) and N-methyl(pyridine-2-carboxaldehyde 2-pyridylhydrazone) (papyMe) were fully characterized through electrochem., titration, and alkylation with Me iodide. The results were compared with existing data on similar Zn and Fe complexes. Both rate constants for alkylation and ligand pK_a depend on the coordinated metal and can be understood based on the influence of d electrons on the ligand MOs.

Inorganica Chimica Acta 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, Recommanded Product: 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

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

Hu, Aohan published the artcileChelating the Alpha Therapy Radionuclides ²²⁵Ac³⁺ and ²¹³Bi³⁺ with 18-Membered Macrocyclic Ligands Macrodipa and Py-Macrodipa, Name: 6,6′-((1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-7,16-diyl)bis(methylene))dipicolinic acid, the publication is Inorganic Chemistry (2022), 61(2), 801-806, database is CAplus and MEDLINE.

The radionuclides ²²⁵Ac³⁺ and ²¹³Bi³⁺ possess favorable phys. properties for targeted alpha therapy (TAT), a therapeutic approach that leverages α radiation to treat cancers. A chelator that effectively binds and retains these radionuclides is required for this application. The development of ligands for this purpose, however, is challenging because the large ionic radii and charge-diffuse nature of these metal ions give rise to weaker metal-ligand interactions. In this study, we evaluated two 18-membered macrocyclic chelators, macrodipa and py-macrodipa, for their ability to complex ²²⁵Ac³⁺ and ²¹³Bi³⁺. Their coordination chem. with Ac³⁺ was probed computationally and with Bi³⁺ exptl. via NMR spectroscopy and X-ray crystallog. Furthermore, radiolabeling studies were conducted, revealing the efficient incorporation of both ²²⁵Ac³⁺ and ²¹³Bi³⁺ by py-macrodipa that matches or surpasses the well-known chelators macropa and DOTA. Incubation in human serum at 37 °C showed that ~90% of the ²²⁵Ac³⁺-py-macrodipa complex dissociates after 1 d. The Bi³⁺-py-macrodipa complex possesses remarkable kinetic inertness reflected by an EDTA transchelation challenge study, surpassing that of Bi³⁺-macropa. This work establishes py-macrodipa as a valuable candidate for ²¹³Bi³⁺ TAT, providing further motivation for its implementation within new radiopharmaceutical agents.

Inorganic Chemistry published new progress about 1128304-86-8. 1128304-86-8 belongs to pyridine-derivatives, auxiliary class Pyridines, name is 6,6′-((1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-7,16-diyl)bis(methylene))dipicolinic acid, and the molecular formula is C26H36N4O8, Name: 6,6′-((1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-7,16-diyl)bis(methylene))dipicolinic acid.

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

Thiele, Nikki A. published the artcileAn Eighteen-Membered Macrocyclic Ligand for Actinium-225 Targeted Alpha Therapy, Related Products of pyridine-derivatives, the publication is Angewandte Chemie, International Edition (2017), 56(46), 14712-14717, database is CAplus and MEDLINE.

The 18-membered macrocycle H₂macropa was investigated for ²²⁵Ac chelation in targeted alpha therapy (TAT). Radiolabeling studies showed that macropa, at submicromolar concentration, complexed all ²²⁵Ac (26 kBq) in 5 min at RT. [²²⁵Ac(macropa)]⁺ remained intact over 7 to 8 days when challenged with either excess La³⁺ ions or human serum, and did not accumulate in any organ after 5 h in healthy mice. A bifunctional analog, macropa-NCS, was conjugated to trastuzumab as well as to the prostate-specific membrane antigen-targeting compound RPS-070. Both constructs rapidly radiolabeled ²²⁵Ac in just minutes at RT, and macropa-Tmab retained >99 % of its ²²⁵Ac in human serum after 7 days. In LNCaP xenograft mice, ²²⁵Ac-macropa-RPS-070 was selectively targeted to tumors and did not release free ²²⁵Ac over 96 h. These findings establish macropa to be a highly promising ligand for ²²⁵Ac chelation that will facilitate the clin. development of ²²⁵Ac TAT for the treatment of soft-tissue metastases.

Angewandte Chemie, International Edition published new progress about 1128304-86-8. 1128304-86-8 belongs to pyridine-derivatives, auxiliary class Pyridines, name is 6,6′-((1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-7,16-diyl)bis(methylene))dipicolinic acid, and the molecular formula is C14H12N2S, Related Products of pyridine-derivatives.

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

Karaman, Rafik published the artcileSynthesis and characterization of the first water-soluble closely interspaced cofacial porphyrin dimer, Synthetic Route of 636-73-7, the publication is Journal of Organic Chemistry (1991), 56(11), 3470-2, database is CAplus.

The only documented example of a quadruply-bridged, closely-interspaced cofacial porphyrin dimer was synthesized by Kagan (1977). The target of this communication is the synthesis and characterization of the first water soluble quadruply-bridged, closely-interspaced cofacial porphyrin I (R = R¹). Reaction of meso-tetrakis(3-bromomethylphenyl)porphyrin with m-pyridinesulfonamide provides the closely-interspaced cofacial porphyrin dimer I (R = R²) which on quaternization with MeI provides the water soluble I (R = R¹). Reactions of I with Zn(OAc)₂ provided the corresponding bis-zinc complexes I. Porphyrins I and their bis-zinc complexes, exist in a closed down conformation with closely approaching porphyrin planes or in an open conformation. It was established, on the basis of ¹H-NMR UV/vis, and emission spectrophotometries, and I (R = R²) exists in a closed down conformation in DMSO or acetone and a more open conformation is CHCl₃. With zinc complexes of I (or protonated I) the conformation is open regardless of the solvent.

Journal of Organic Chemistry 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, Synthetic Route of 636-73-7.

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

Tauskela, Joseph S. published the artcileNeuroprotection against supra-lethal ′stroke in a dishâ€?insults by an anti-excitotoxic receptor antagonist cocktail, Recommanded Product: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, the publication is Neurochemistry International (2022), 105381, database is CAplus and MEDLINE.

The goal of this study was to identify cocktails of drugs able to protect cultured rodent cortical neurons against increasing durations of oxygen-glucose deprivation (OGD). As expected, a cocktail composed of an NMDA and AMPA receptor antagonists and a voltage gated Ca²⁺ channel blocker (MK-801, CNQX and nifedipine, resp.) provided complete neuroprotection against mild OGD. Increasingly longer durations of OGD necessitated increasing the doses of MK-801 and CNQX, until these cocktails ultimately failed to provide neuroprotection against supra-lethal OGD, even at maximal drug concentrations Surprisingly, supplementation of any of these cocktails with blockers of TRPM7 channels for increasing OGD durations was not neuroprotective, unless these blockers possessed the ability to inhibit NMDA receptors. Supplementation of the maximally effective cocktail with other NMDA receptor antagonists augmented neuroprotection, suggesting insufficient NMDAR blockade by MK-801. Substitution of MK-801 in cocktails with high concentrations of a glycine site NMDA receptor antagonist caused the greatest improvements in neuroprotection, with the more potent SM-31900 superior to L689,560. Substitution of CQNX in cocktails with AMPA receptor antagonists at high concentrations also improved neuroprotection, particularly with the combination of SYM2206 and NBQX. The most neuroprotective cocktail was thus composed of SM-31900, SYM2206, NBQX, nifedipine and the antioxidant trolox. Thus, the cumulative properties of antagonist potency and concentration in a cocktail dictate neuroprotective efficacy. The central target of supra-lethal OGD is excitotoxicity, which must be blocked to the greatest extent possible to minimize ion influx.

Neurochemistry International published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C11H24O3, Recommanded Product: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

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

Parry, Paul R. published the artcileNew shelf-stable halo- and alkoxy-substituted pyridylboronic acids and their Suzuki cross-coupling reactions to yield heteroarylpyridines, Safety of (6-Ethoxypyridin-3-yl)boronic acid, the publication is Synthesis (2003), 1035-1038, database is CAplus.

New shelf-stable pyridylboronic acids have been synthesized: bromine-lithium exchange followed by reaction with triisopropylborate yielded 2-fluoro-5-pyridylboronic acid, 3-bromo-5-pyridylboronic acid and 2-ethoxy-5-pyridylboronic acid; directed lithiation followed by reaction with trimethylborate or triisopropylborate afforded 2-methoxy-3-pyridylboronic acid, 3-bromo-6-methoxy-4-pyridylboronic acid and 3-bromo-6-ethoxy-4-pyridylboronic acid. Cross-coupling of pyridylboronic acids with 3-bromoquinoline [Cs₂CO₃, Pd(PPh₃)₂Cl₂, 1,4-dioxane, 95 °C] gave pyridinylquinoline derivatives in 50-77% yields. Cross-coupling of (3-bromo-5-ethoxy-4-pyridinyl)boronic acid with 2-bromo-5-nitrothiophene gave 3-bromo-4-(5-nitro-2-thienyl)-6-ethoxypyridine (18).

Synthesis published new progress about 612845-44-0. 612845-44-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Boronic Acids,Boronic acid and ester, name is (6-Ethoxypyridin-3-yl)boronic acid, and the molecular formula is C7H10BNO3, Safety of (6-Ethoxypyridin-3-yl)boronic acid.

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

Billingsley, Kelvin published the artcileHighly Efficient Monophosphine-Based Catalyst for the Palladium-Catalyzed Suzuki-Miyaura Reaction of Heteroaryl Halides and Heteroaryl Boronic Acids and Esters, Product Details of C7H10BNO3, the publication is Journal of the American Chemical Society (2007), 129(11), 3358-3366, database is CAplus and MEDLINE.

A highly active and efficient catalyst system derived from a palladium precatalyst and monophosphine ligands I or II for the Suzuki-Miyaura cross-coupling reaction of heteroaryl boronic acids and esters has been developed. This method allows for the preparation of a wide variety of heterobiaryls in good to excellent yields and displays a high level of activity for the coupling of heteroaryl chlorides as well as hindered aryl and heteroaryl halides. Specific factors that govern the efficacy of the transformation for certain heterocyclic motifs were also investigated.

Journal of the American Chemical Society published new progress about 612845-44-0. 612845-44-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Boronic Acids,Boronic acid and ester, name is (6-Ethoxypyridin-3-yl)boronic acid, and the molecular formula is C7H10BNO3, Product Details of C7H10BNO3.

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