Category: pyridine-derivatives

Hu, Essa published the artcileDiscovery of potent, selective, and metabolically stable 4-(pyridin-3-yl)cinnolines as novel phosphodiesterase 10A (PDE10A) inhibitors, Application In Synthesis of 1366482-40-7, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(6), 2262-2265, database is CAplus and MEDLINE.

Aminopyridinyl-substituted dimethoxycinnolines such as piperidinylpyridinyl dimethoxycinnolines I (R = H, Me, Cl, F₂CH, cyclopropyl; R¹ = HO, HOCMe₂; R² = H, Me, cyclopropyl, 2-pyridinyl) were prepared as selective inhibitors of phosphodiesterase 10A (PDE10A) for potential use in the treatment of schizophrenia. Bromodimethoxycinnoline II was prepared in two steps from 2-amino-4,5-dimethoxyacetophenone; Suzuki coupling of II with fluoropyridinyl boronic acids followed by aryl substitution reactions with amines and nitrogen heterocycles yielded aminopyridinyl-substituted dimethoxycinnolines. I (R = H, Me, Cl, F₂CH, cyclopropyl; R¹ = HO, HOCMe₂; R² = H, Me, cyclopropyl, 2-pyridinyl) inhibited PDE10A with IC₅₀ values of 1.3-13.2 nM and were selective for PDE10A over phosphodiesterases 1-9 and 11 (particularly PDE3) by greater than 350-fold. I (R = H, Me, Cl, F₂CH, cyclopropyl; R¹ = HO, HOCMe₂; R² = H, Me, cyclopropyl, 2-pyridinyl), in which the piperidinyl moiety was hydroxy- or hydroxyalkyl-substituted, showed reduced clearance in rats [0.15-2.15 L/(h × kg)] relative to methoxyethyl- and methoxyazetidinyl-substituted pyridinyl cinnolines. I (R = Me; R¹ = HO; R² = 2-pyridinyl) suppressed the conditioned avoidance response in rats (a model of schizophrenia) at a dosage of 5.6 mg/kg. The structure of I (R = Me; R¹ = HOCMe₂; R² = H) bound to the catalytic domain of human PDE10A was determined by X-ray crystallog.

Bioorganic & Medicinal Chemistry Letters published new progress about 1366482-40-7. 1366482-40-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Fluoride,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is (5,6-Difluoropyridin-3-yl)boronic acid, and the molecular formula is C5H4BF2NO2, Application In Synthesis of 1366482-40-7.

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

Meng, Fanqiang published the artcileAmmonia Formation Catalyzed by a Dinitrogen-Bridged Dirhenium Complex Bearing PNP-Pincer Ligands under Mild Reaction Conditions, Quality Control of 338800-13-8, the publication is Angewandte Chemie, International Edition (2021), 60(25), 13906-13912, database is CAplus and MEDLINE.

A series of rhenium complexes bearing a pyridine-based PNP-type pincer ligand are synthesized from rhenium phosphine complexes as precursors. A dinitrogen-bridged dirhenium complex bearing the PNP-type pincer ligands catalytically converts dinitrogen into ammonia during the reaction with KC8 as a reductant and [HPCy₃]BArF₄ (Cy=cyclohexyl, ArF=3,5-(CF₃)₂C₆H₃) as a proton source at -78 °C to afford 8.4 equiv of ammonia based on the rhenium atom of the catalyst. The rhenium-dinitrogen complex also catalyzes silylation of dinitrogen in the reaction with KC8 as a reductant and Me₃SiCl as a silylating reagent under ambient reaction conditions to afford 11.7 equiv of tris(trimethylsilyl)amine based on the rhenium atom of the catalyst. These results demonstrate the first successful example of catalytic nitrogen fixation under mild reaction conditions using rhenium-dinitrogen complexes as catalysts.

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, Quality Control of 338800-13-8.

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

Wilson, Jonathan E. published the artcileDiscovery and development of benzo-[1,2,4]-triazolo-[1,4]-oxazepine GPR142 agonists for the treatment of diabetes, SDS of cas: 1008506-24-8, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(12), 2947-2951, database is CAplus and MEDLINE.

A novel series of benzo-[1,2,4]-triazolo-[1,4]-oxazepine GPR142 agonists are described. The series was designed to address the suboptimal PK (pharmacokinetic) and off-target profile of a class of N-aryl-benzo-[1,4]-oxazepine-4-carboxamides that were identified from a high-throughput screen of the Merck compound collection for GPR142 agonists. This work led to the discovery of 3-phenoxy-benzo-[1,2,4]-triazolo-[1,4]-oxazepine I, a potent GPR142 agonist with an off-target and PK profile suitable for in vivo studies. This compound and a related analog II were shown to be active in mouse oral glucose tolerance tests (OGTTs). Furthermore, a GPR142 knock-out mouse OGTT study with compound II provides evidence that its glucose-lowering effect is mediated by GPR142.

Bioorganic & Medicinal Chemistry Letters published new progress about 1008506-24-8. 1008506-24-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Pyridine,Boronic Acids,Boronic acid and ester, name is 3-Methoxypyridine-4-boronic acid, and the molecular formula is C9H13NO2, SDS of cas: 1008506-24-8.

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

Mangalam, Neema Ani published the artcileDiversities in the chelation of aroylhydrazones towards cobalt(II) salts: Synthesis, spectral characterization, crystal structure and some theoretical studies, COA of Formula: C12H9NO, the publication is Journal of Molecular Structure (2021), 129978, database is CAplus.

Five Co complexes synthesized from two aroylhydrazones were characterized by elemental analyses, TGA, molar conductivity, magnetic susceptibility measurements, IR and electronic spectra. Single crystal x-ray structure of one of the complex is also reported and it got crystallized in triclinic space group P1̅ and the crystal structure shows a distorted octahedral geometry around the metal center. Spectral data reveal that both the aroylhydrazones are tridentate and coordinate through the azomethine N, hydrazonic O, and pyridyl N. Magnetic susceptibility measurements confirm the paramagnetic nature of the Co(II) complexes and one of the complex is diamagnetic in nature. Addnl., HF/6-311G(d,p)/LANL2DZ calculations were performed to predict the possible intramol. interactions contributing to the lowering of the stabilization energy. Accordingly, πâ†?π^* transitions are responsible for the stabilization energy for the ligands and their Co complexes. To describe and discuss the chem. reactivity and stability of synthesized complexes, quantum chem. parameters like frontier orbital energies, hardness, softness, energy gap, electronegativity, chem. potential, electrophilicity, polarizability and dipole moment were calculated Also, the main electronic structure principles such as maximum hardness, min. polarizability, and min. electrophilicity principles were considered to evaluate the stability of the complexes.

Journal of Molecular Structure 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, COA of Formula: C12H9NO.

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

Ijuin, Kazushige published the artcileClassification of drugs according to drug supply stochastic properties at a pharmacy, Safety of N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate, the publication is Iryo Yakugaku (2006), 32(6), 489-496, database is CAplus.

Eighty-one prescription drugs were divided into three groups according to the strength of the auto-correlation (strong, weak or none) of daily variations in the drug supply amounts at a pharmacy. The power spectral d. and autocorrelation function were used as an indicator for the classification. Sixty-four drugs fell into the no auto-correlation group, 15 drugs into the weak auto-correlation group and 2 drugs into the strong auto-correlation group. Interestingly, our grouping using auto-correlation as a criterion was consistent with the target-oriented classification (standard commodity classification of Japan).

Iryo Yakugaku published new progress about 54856-23-4. 54856-23-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Amine,Inhibitor,Inhibitor, name is N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate, and the molecular formula is C10H20N2O6S2, Safety of N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate.

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

Oh, Sangmi published the artcileIdentification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities, Category: pyridine-derivatives, the publication is ACS Medicinal Chemistry Letters (2021), 12(4), 563-571, database is CAplus and MEDLINE.

This study evaluated the potential use of senescence-inducing small mols. in the treatment of melanoma. We screened com. available small-mol. libraries with high-throughput screening and high-content screening image-based technol. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogs were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.

ACS 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, Category: pyridine-derivatives.

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

Kim, Junwon published the artcileSerendipitous discovery of 2-((phenylsulfonyl)methyl)-thieno[3,2-d]pyrimidine derivatives as novel HIV-1 replication inhibitors, Safety of (6-Hydroxypyridin-3-yl)boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(23), 5473-5477, database is CAplus and MEDLINE.

The authors identified a novel class of 2-[(phenylsulfonyl)methyl]thieno[3,2-d]pyrimidine compounds as potent HIV-1 replication inhibitors serendipitously during the process of evaluation of triazolothienopyrimidine (TTPM) compounds Herein, the authors report a synthesis and biol. evaluation of 2-[(phenylsulfonyl)methyl]thieno[3,2-d]pyrimidine compounds using a cell-based full replication assay to identify thienopyrimidine derivatives which could be further utilized as viable lead compounds The synthesis of the target compounds was achieved by a reaction of (chloro)[[(aryl)sulfonyl]methyl]thieno[3,2-d]pyrimidine with boronic acids, amines, phenol derivative

Bioorganic & Medicinal Chemistry Letters published new progress about 903899-13-8. 903899-13-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Alcohol,Boronic Acids,Boronic acid and ester, name is (6-Hydroxypyridin-3-yl)boronic acid, and the molecular formula is C5H6BNO3, Safety of (6-Hydroxypyridin-3-yl)boronic acid.

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

Albrizio, Maria published the artcileThe role of bicarbonate in the modulation of capacitation, spontaneous acrosome reaction and motility of equine fresh and frozen spermatozoa, Recommanded Product: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, the publication is Theriogenology (2022), 112-118, database is CAplus and MEDLINE.

In this study, we defined the composition of the culture medium that yield a significant percentage of alive and functional equine spermatozoa during enough time before artificial insemination. The effects of sodium bicarbonate were analyzed in fresh and frozen semen in respect to sperm viability, capacitation, spontaneous acrosome reaction and several kinetic parameters such as total motility, progressive motility, VCL, VSL, ALH, BCF, LIN. Moreover, employing Bayk-6844 and Nifedipine, the involvement of L-type voltage-gated calcium channels in the modulation of intracellular calcium concentrations was investigated. Results evidenced an immediate effect of sodium bicarbonate in reducing fresh sperm viability and in increasing capacitation and spontaneous acrosome reaction of fresh and frozen spermatozoa. Furthermore, it affected total and progressive motility of fresh and frozen semen. Because of the sudden effects of the compound, we think that a buffer lacking sodium bicarbonate is more suitable to preserve the viability and the functional state of equine spermatozoa required to undergo at the right time those modifications necessary for fertilization. We also demonstrated that intracellular calcium modifications induced by Bayk-8644 and Nifedipine are not involved in signals related to vitality, capacitation, spontaneous acrosome reaction and motility.

Theriogenology 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 C17H18N2O6, 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

Kadassery, Karthika J. published the artcilePentacarbonylmethylmanganese(I) as a synthon for Mn(I) pincer catalysts, Formula: C23H43NP2, the publication is Dalton Transactions (2019), 48(14), 4467-4470, database is CAplus and MEDLINE.

Mn(I) complexes that enable metal-ligand cooperative substrate activation catalyze a range of transformations. Use of MeMn(CO)₅ as a synthon in place of typical Mn(CO)₅Br was explored and found to be quite versatile, generating catalytically active species in situ by activation of O-H, N-H, and even C-H bonds.

Dalton Transactions 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, Formula: C23H43NP2.

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

Peng, De-wei published the artcileConnexin 43 participates in atrial electrical remodelling through colocalization with calcium channels in atrial myocytes, Application of Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, the publication is Clinical and Experimental Pharmacology and Physiology (2022), 49(1), 25-34, database is CAplus and MEDLINE.

Atrial fibrillation (AF) is associated with atrial conduction disturbances caused by elec. and/or structural remodelling. In the present study, author hypothesized that connexin might interact with the calcium channel through forming a protein complex and, then, participates in the pathogenesis of AF. Western blot and whole-cell patch clamp showed that protein levels of Cav1.2 and connexin 43 (Cx43) and basal ICa,L were decreased in AF subjects compared to sinus rhythm (SR) controls. In cultured atrium-derived myocytes (HL-1 cells), knocking-down of Cx43 or incubation with 30 mmol/L glycyrrhetinic acid significantly inhibited protein levels of Cav1.2 and Cav3.1 and the c.d. of I_Ca,L and I_Ca,T. Incubation with nifedipine or mibefradil decreased the protein level of Cx43 in HL-1 cells. Moreover, Cx43 was colocalized with Cav1.2 and Cav3.1 in atrial myocytes. Therefore, Cx43 might regulate the I_Ca,L and I_Ca,T through colocalization with calcium channel subunits in atrial myocytes, representing a potential pathogenic mechanism in AF.

Clinical and Experimental Pharmacology and Physiology 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 C17H18N2O6, Application of Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

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