Category: 197958-29-5

Shin, Youngsook published the artcileDiscovery, Optimization, and in Vivo Evaluation of Benzimidazole Derivatives AM-8508 and AM-9635 as Potent and Selective PI3Kδ Inhibitors, Recommanded Product: 2-Pyridinylboronic acid, the publication is Journal of Medicinal Chemistry (2016), 59(1), 431-447, database is CAplus and MEDLINE.

Lead optimization efforts resulted in the discovery of two potent, selective, and orally bioavailable PI3Kδ inhibitors, 1 (AM-8508) and 2 (AM-9635), with good pharmacokinetic properties. The compounds inhibit B cell receptor (BCR)-mediated AKT phosphorylation (pAKT) in PI3Kδ-dependent in vitro cell based assays. These compounds which share a benzimidazole bicycle are effective when administered in vivo at unbound concentrations consistent with their in vitro cell potency as a consequence of improved unbound drug concentration with lower unbound clearance. Furthermore, the compounds demonstrated efficacy in a Keyhole Limpet Hemocyanin (KLH) study in rats, where the blockade of PI3Kδ activity by inhibitors 1 and 2 led to effective inhibition of antigen-specific IgG and IgM formation after immunization with KLH.

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 C19H14Cl2, Recommanded Product: 2-Pyridinylboronic acid.

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

Van Beek, Wim E. published the artcileSynthesis of 3,3-Dichloropiperidines and Further Functionalization via Pd-Catalyzed Cross-Coupling Reactions of the Dichloromethylene Moiety, COA of Formula: C5H6BNO2, the publication is European Journal of Organic Chemistry (2019), 2019(1), 95-103, database is CAplus.

A new synthetic methodol. for the functionalization of the dichloromethylene moiety in 3,3-dichloropiperidines via Pd-catalyzed cross-coupling reactions is reported. A range of 3,3-dichloropiperidines was synthesized via a hydride induced cyclization of α,α,δ-trichloroaldimines or an indium(III) triflate catalyzed alkynylation/cyclization procedure of α,α,δ-trichloroaldimines. Subsequently, a dehydrochlorination followed by a cross-coupling with the thus formed vinylic chloride was envisioned. The non-alkynylated 3,3-dichloropiperidines could be regioselectively eliminated and by careful choice of solvent and base both of the two regioisomeric vinyl chlorides could be exclusively formed. Palladium-catalyzed Suzuki cross-coupling of the thus formed 5-chloro-1,2,3,6-tetrahydropyridines led to C3-substituted 1,2,3,6-tetrahydropyridines, which could be easily reduced to 3-substituted piperidines, generating therapeutic agent (±)-Preclamol for example. The 2-alkynyl-3,3-dichloropiperidines were regioselectively eliminated giving the cyclic enamine, which was subsequently cross-coupled in one-pot. The presence of the alkynyl function, in this case, clearly directs elimination towards enamine structures. Hydrogenation of the resulting, unstable 2-alkynyl-3-substituted-1,2,3,4-tetrahydropyridines, yields stable 2,3-disubstituted piperidines.

European Journal of Organic 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 C8H6ClF3, COA of Formula: C5H6BNO2.

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

Cumming, Jared N. published the artcileStructure based design of iminohydantoin BACE1 inhibitors: Identification of an orally available, centrally active BACE1 inhibitor, Safety of 2-Pyridinylboronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(7), 2444-2449, database is CAplus and MEDLINE.

From an initial lead 2-imino-1-methyl-4,4-diphenyl-5-imidazolidinone, a structure-based design approach led to identification of the novel, high-affinity iminohydantoin BACE1 inhibitor I that lowers CNS-derived Aβ following oral administration to rats. SAR development in the S3 and F’ subsites of BACE1 for this series, the synthetic approaches employed in this effort, and in vivo data for I are reported.

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, Safety of 2-Pyridinylboronic acid.

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

Mohamed, Yasser M. A. published the artcileSynthesis, antibacterial evaluation, and docking studies of azaisoflavone analogues generated by palladium-catalyzed cross coupling, Application of 2-Pyridinylboronic acid, the publication is Monatshefte fuer Chemie (2018), 149(10), 1857-1864, database is CAplus.

Palladium-catalyzed, cross-coupling reaction of N-methyl-3-iodo-4-quinolone with boronic acids or N-methyliminodiacetic acid boronates to obtain azaisoflavone derivatives was investigated through conventional Suzuki-Miyuara coupling or by slow release strategy. It was observed that a slow release approach was a highly successful. In addition, a series of novel azaisoflavones containing alkynyl group were synthesized via Sonogashira reaction. The antibacterial activities of the all synthesized compounds were screened against series of bacterial strains. Furthermore, a mol. docking study was carried out for the most active compounds using Leadit 2.1.8 docking software, and the results were in good agreement with the exptl. data. The details of synthetic methods, spectroscopic data, and biol. results were reported.

Monatshefte fuer Chemie 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

Yamada, Makito published the artcileLigand-free Suzuki-Miyaura coupling reaction of aryl chlorides using a continuous irradiation type microwave and a palladium nanoparticle catalyst: effect of a co-existing solid, Category: pyridine-derivatives, the publication is Green Chemistry (2019), 21(16), 4541-4549, database is CAplus.

The effect of a co-existing metal in the ligand-free Suzuki-Miyaura coupling reaction of aryl chlorides ArCl (Ar = Ph, pyridin-2-yl, naphthalen-1-yl, etc.) is promoted by a ”continuous irradiation type microwave” and a ”palladium nanoparticle catalyst”, and it is found that the co-existing metal affects this reaction due to its absorption ability of microwave energy in the reaction system. It is also observed that spiking occurred more frequently in the presence of a co-existing metal.

Green 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 C17H19N3O7S, Category: pyridine-derivatives.

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

van der Born, Dion published the artcileA Universal Procedure for the [¹⁸F]Trifluoromethylation of Aryl Iodides and Aryl Boronic Acids with Highly Improved Specific Activity, Synthetic Route of 197958-29-5, the publication is Angewandte Chemie, International Edition (2014), 53(41), 11046-11050, database is CAplus and MEDLINE.

Herein, we describe a valuable method for the introduction of the [¹⁸F]CF₃ group into arenes with highly improved specific activity by the reaction of [¹⁸F]trifluoromethane with aryl iodides or aryl boronic acids. This [¹⁸F]trifluoromethylation reaction is the first to be described in which the [¹⁸F]CF₃ products are generated in actual trace amounts and can therefore effectively be used as PET tracers. The method shows broad scope with respect to possible aryl iodide and aryl boronic acid substrates, as well as good to excellent conversion. In particular, the [¹⁸F]trifluoromethylation of boronic acids was found to outperform [¹⁸F]trifluoromethylation reactions of halogenated aryl precursors with regard to conversion, reaction conditions, and kinetics.

Angewandte Chemie, International Edition 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 C21H26Br4S2, Synthetic Route of 197958-29-5.

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

Makaravage, Katarina J. published the artcileCopper(II)-Mediated [¹¹C]Cyanation of Arylboronic Acids and Arylstannanes, Related Products of pyridine-derivatives, the publication is Organic Letters (2018), 20(6), 1530-1533, database is CAplus and MEDLINE.

A copper-mediated method for the transformation of diverse arylboron compounds and arylstannanes to aryl-[¹¹C]-nitriles is reported. This method is operationally simple, uses com. available reagents, and is compatible with a wide variety of substituted aryl- and heteroaryl substrates. This method is applied to the automated synthesis of high specific activity [¹¹C]perampanel in 10% nondecay-corrected radiochem. yield (RCY).

Organic 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, Related Products of pyridine-derivatives.

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

Paone, Daniel V. published the artcilePotent, Orally Bioavailable Calcitonin Gene-Related Peptide Receptor Antagonists for the Treatment of Migraine: Discovery of N-[(3R,6S)-6-(2,3-Difluorophenyl)-2-oxo-1- (2,2,2-trifluoroethyl)azepan-3-yl]-4- (2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin- 1-yl)piperidine-1-carboxamide (MK-0974), Recommanded Product: 2-Pyridinylboronic acid, the publication is Journal of Medicinal Chemistry (2007), 50(23), 5564-5567, database is CAplus and MEDLINE.

Calcitonin gene-related peptide (CGRP) has been implicated in the pathogenesis of migraine. Herein we describe optimization of CGRP receptor antagonists based on an earlier lead structure containing a (3R)-amino-(6S)-phenylcaprolactam core. Replacement of the phenylimidazolinone with an azabenzimidazolone gave stable derivatives with lowered serum shifts. Extensive SAR studies of the C-6 aryl moiety revealed the potency-enhancing effect of the 2,3-difluorophenyl group, and trifluoroethylation of the N-1 amide position resulted in improved oral bioavailabilities, ultimately leading to clin. candidate 38 (MK-0974).

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 C5H6BNO2, Recommanded Product: 2-Pyridinylboronic acid.

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

Sekimata, Katsuhiko published the artcileBis-heteroaryl pyrazoles: identification of orally bioavailable inhibitors of activin receptor-like kinase-2 (R206H), Safety of 2-Pyridinylboronic acid, the publication is Chemical & Pharmaceutical Bulletin (2019), 67(3), 224-235, database is CAplus and MEDLINE.

Mutant activin receptor-like kinase-2 (ALK2) was reported to be closely associated with the pathogenesis of fibrodysplasia ossificans progressiva (FOP) and diffuse intrinsic pontine glioma (DIPG), and therefore presents an attractive target for therapeutic intervention. Through in silico virtual screenings and structure-activity relationship studies assisted by X-ray crystallog. analyses, a novel series of bis-heteroaryl pyrazole was identified as potent inhibitors of ALK2 (R206H). Derived from in silico hit compound RK-59638 (6a), compound 18p was identified as a potent inhibitor of ALK2 (R206H) with good aqueous solubility, liver microsomal stability, and oral bioavailability.

Chemical & Pharmaceutical Bulletin 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 C6H13BO3, Safety of 2-Pyridinylboronic acid.

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

Schaffner, Arnaud-Pierre published the artcilePhosphinanes and Azaphosphinanes as Potent and Selective Inhibitors of Activated Thrombin-Activatable Fibrinolysis Inhibitor (TAFIa), Application of 2-Pyridinylboronic acid, the publication is Journal of Medicinal Chemistry (2021), 64(7), 3897-3910, database is CAplus and MEDLINE.

Selective and potent inhibitors of activated thrombin activatable fibrinolysis inhibitor (TAFIa) have the potential to increase endogenous and therapeutic fibrinolysis and to behave like profibrinolytic agents without the risk of major hemorrhage, since they do not interfere either with platelet activation or with coagulation during blood hemostasis. Therefore, TAFIa inhibitors could be used in at-risk patients for the treatment, prevention, and secondary prevention of stroke, venous thrombosis, and pulmonary embolisms. In this paper, we describe the design, the structure-activity relationship (SAR), and the synthesis of novel, potent, and selective phosphinanes and azaphosphinanes as TAFIa inhibitors. Several highly active azaphosphinanes display attractive properties suitable for further in vivo efficacy studies in thrombosis models.

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 C5H6BNO2, Application of 2-Pyridinylboronic acid.

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