Month: December 2022

Li, Yan published the artcilePotassium tert-butoxide promoted regioselective deuteration of pyridines, Formula: C13H13N, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(21), 3497-3500, database is CAplus and MEDLINE.

A regioselective deuteration at the β- and γ-position of pyridines was reported. Efficient deuteration occurred with a combination of KO^tBu and DMSO-d₆, replenishing the prevailing α-deuteration of the pyridine systems. Preliminary mechanistic studies suggested that the dimsyl carbanion acts as one of the key intermediates.

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, Formula: C13H13N.

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

Wolkenberg, Scott E. published the artcileDesign, synthesis, and evaluation of novel 3,6-diaryl-4-aminoalkoxyquinolines as selective agonists of somatostatin receptor subtype 2, Recommanded Product: (6-Hydroxypyridin-3-yl)boronic acid, the publication is Journal of Medicinal Chemistry (2011), 54(7), 2351-2358, database is CAplus and MEDLINE.

Agonists of somatostatin receptor subtype 2 (sst₂) have been proposed as therapeutics for the treatment of proliferative diabetic retinopathy and exudative age-related macular degeneration. An HTS screen identified 2-quinolones as weak agonists of sst₂, and these were optimized to provide small mols. with sst₂ binding and functional potency comparable to peptide agonists. Agonist I was shown to inhibit rat growth hormone secretion following systemic administration and to inhibit ocular neovascular lesion formation after local administration.

Journal of Medicinal Chemistry 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 C3H5BN2O2, Recommanded Product: (6-Hydroxypyridin-3-yl)boronic acid.

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

Zhang, Yong published the artcileDiscovery of 4-Azaindole Inhibitors of TGFβRI as Immuno-oncology Agents, HPLC of Formula: 39856-58-1, the publication is ACS Medicinal Chemistry Letters (2018), 9(11), 1117-1122, database is CAplus and MEDLINE.

The multi-functional cytokine TGFβ plays a central role in regulating antitumor immunity. It has been postulated that inhibition of TGFβ signaling in concert with checkpoint blockade will provide improved and durable immune response against tumors. Herein, we describe a novel series of 4-azaindole TGFβ receptor kinase inhibitors with excellent selectivity for TGFβ receptor 1 kinase. The combination of compound 3f and an antimouse-PD-1 antibody demonstrated significantly improved antitumor efficacy compared to either treatment alone in a murine tumor model.

ACS 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 C39H35N5O8, HPLC of Formula: 39856-58-1.

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

Xin, Minhang published the artcileSynthesis and biological evaluation of novel 7-substituted 3-(4-phenoxyphenyl)thieno[3,2-c]pyridin-4-amines as potent Bruton’s tyrosine kinase (BTK) inhibitors, COA of Formula: C10H18BNO4, the publication is Bioorganic & Medicinal Chemistry (2015), 23(19), 6250-6257, database is CAplus and MEDLINE.

A series of novel 7-substituted 3-(4-phenoxyphenyl)thieno[3,2-c]pyridin-4-amines I [R¹ = piperidin-3-yl, piperidin-4-yl, 1,2,3,6-tetrahydropyridin-4-yl, etc.] as potent BTK inhibitors were designed, synthesized and evaluated. These thieno[3,2-c]pyridin-4-amine derivatives displayed variant inhibitory activities against BTK in vitro. Among these, 7-pyrazol-4-yl substituted 3-(4-phenoxyphenyl)thieno[3,2-c]pyridin-4-amine subseries showed high BTK inhibition and several compounds displayed superior BTK inhibitory activity. Comprehensive SAR was disclosed and compound I [R¹ = 1-morpholinoethanoe-2-yl] showed excellent potency (IC₅₀ = 11.8 nM), outstanding hydrophilicity (A log P = 3.53), and relatively good kinase selectivity, being a promising lead for further evaluation.

Bioorganic & Medicinal Chemistry published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C9H6N2O2, COA of Formula: C10H18BNO4.

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

Zhu, Yinggui published the artcileElectrogenerated chemiluminescence behavior of Tb complex and its application in sensitive sensing Cd²⁺, Safety of Pyridine-3-sulfonic acid, the publication is Electrochimica Acta (2017), 1-8, database is CAplus.

The authors report a novel rare earth metal complex with the weak ligand of aromatic sulfonic acid (pyridine-3-sulfonic acid, 3-pSO₃H), and characterized by FTIR, UV-visible, energy-dispersive x-ray spectroscopy (EDX), electrochemiluminescence spectra, etc. Then an excellent electrochemiluminescence (ECL) signal was observed with K₂S₂O₈ as the coreactant in NaAc-HAc buffer solution For another thing, the electrochem. properties of the compound were thoroughly studied in MeCN solution, the possible ECL reaction mechanism is proposed as well. Also, a simple and straightforward ECL platform is reported for sensitive and selective detection of Cd²⁺ due to the effective quenching after addition of Cd²⁺. Other heavy/transition metal ions do not interfere with the sensing. The limit of detection is determined as 0.13 nM, the results suggested that as-prepared complex could be a promising material for developing ECL sensors to detect the Cd²⁺ rapidly indwell in environmental and practical samples.

Electrochimica Acta 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 C38H74Cl2N2O4, Safety of Pyridine-3-sulfonic acid.

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

Wang, Pengfei published the artcileThe fingerprints of nifedipine/isonicotinamide cocrystal polymorph studied by terahertz time-domain spectroscopy, Name: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, the publication is International Journal of Pharmaceutics (Amsterdam, Netherlands) (2022), 121759, database is CAplus and MEDLINE.

Cocrystal is constructed to improve physicochem. properties of active pharmaceutical ingredient and prevent polymorphism via intermol. interactions. However, recent examples on cocrystal polymorphs display significantly different properties. Even though some anal. techniques have been used to characterize the cocrystal polymorphic system, it remains unclear how intermol. interactions drive and stabilize the structure. In this work, we study the cocrystal polymorphs of nifedipine (NFD) and isonicotinamide (INA) using terahertz (THz) spectroscopy. Form I and form II of NFD-INA cocrystals show spectral fingerprints in THz region. Temperature-dependent THz spectra display distinguished frequency shifts of each fingerprint. Combined with solid-state d. functional theory (DFT) calculations, the exptl. fingerprints and their distinct responses to temperature are elucidated by specific collective vibrational modes. The vibrations of hydrogen bonding between dihydropyridine ring of NFD and INA are generally distributed below 1.5 THz, which play important roles in stabilizing cocrystal and preventing the oxidation of NFD. The rotations of Me group in NFD are widely distributed in the range of 1.5-4.0 THz, which helps the steric recognition. The results demonstrate that THz spectroscopy is a sensitive tool to discriminate cocrystal polymorphs. It has the potential to be used as a non-invasive technique for pharmaceutical screening.

International Journal of Pharmaceutics (Amsterdam, Netherlands) 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 C19H14Cl2, Name: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

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

Yu, Hao-jie published the artcileResearch on biofilm gel antifouling technology, Computed Properties of 971-66-4, the publication is Xiandai Huagong (2013), 33(4), 87-90, database is CAplus.

The biodegradable antifouling coating and the biodegradable resin synthesized by MCRI are introduced. The biodegradable resin has oligomeric lactic acid as the main structural units containing block structures. The recent progress of biodegradable environment-friendly antifouling paints by MCRI are summarized. The biodegradable/biofilm gel antifouling new technol. is put forward. Its latest research progress is proposed as well.

Xiandai Huagong published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C7H6O3, Computed Properties of 971-66-4.

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

Qiu, Pei published the artcileAn efficient water-soluble surfactant-type palladium catalyst for Suzuki cross-coupling reactions in pure water at room temperature, COA of Formula: C5H6BNO2, the publication is New Journal of Chemistry (2016), 40(8), 6568-6572, database is CAplus.

A palladium catalyst based on a bidentate phosphine-type zwitterionic surfactant as a ligand exhibited an excellent catalytic activity in the Suzuki-Miyaura cross coupling reactions. This novel method allowed the reaction of aryl halides RX (R = 2-HOC₆H₄, benzofuran-2-yl, benzothiazol-2-yl, etc.; X = Br, I) with arylboronic acids R¹B(OH)₂ [R¹ = Ph, benzo[1,3]dioxol-5-yl, thiophen-2-yl, etc.] to occur in pure water at room temperature, forming a variety of biaryls RR¹ in good to high yields. Heterobiaryls were also efficiently assembled even in the presence of water-insoluble heteroaryl halides as substrates. In addition, such a coupling protocol was successfully used in the iterative diarylation of 2,5-dibromopyridine in one-pot.

New Journal of 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, COA of Formula: C5H6BNO2.

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

Wang, Yaxin published the artcileTunable System for Electrochemical Reduction of Ketones and Phthalimides, Application of Phenyl(pyridin-2-yl)methanone, the publication is Chinese Journal of Chemistry (2021), 39(12), 3297-3302, database is CAplus.

An efficient, tunable system for electrochem. reduction of ketones R¹C(O)R² (R¹ = Ph, pyridin-2-yl, 4-chlorophenyl, etc.; R² = H, t-Bu, thiophen-2-yl, 3-bromophenyl, etc.) and phthalimides I (R³ = prop-2-en-1-yl, phenoxymethyl, Bn, etc.) at room temperature without the need for stoichiometric external reductants was reported. By utilizing NaN₃ as the electrolyte and graphite felt as both the cathode and the anode, it was able to selectively reduce the carbonyl groups of the substrates to alcs. R¹C(OH)R², pinacols (R¹C(OH)R²)₂, or methylene groups e.g., 13-chloro-4-azatricyclo[9.4.0.0 (3,8)]pentadeca-1(11),3,5,7,12,14-hexaene by judiciously choosing the solvent and an acidic additive. The reaction conditions were compatible with a diverse array of functional groups, and phthalimides I could undergo one-pot reductive cyclization to afford products with indolizidine scaffolds e.g., 10-azatetracyclo[8.7.0.0(2,7).0(12,17)]heptadeca-2,4,6,12(17),13,15-hexaen-11-one. Mechanistic studies showed that the reactions involved electron, proton, and hydrogen atom transfers. Importantly, an N₃/HN₃ cycle operated as a hydrogen atom shuttle, which was critical for reduction of the carbonyl groups to methylene groups e.g., 13-chloro-4-azatricyclo[9.4.0.0 (3,8)]pentadeca-1(11),3,5,7,12,14-hexaene.

Chinese Journal of 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 C9H13NO2, Application of Phenyl(pyridin-2-yl)methanone.

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

Cao, Liang published the artcilePractical iridium-catalyzed direct α-arylation of N-heteroarenes with (hetero)arylboronic acids by H₂O-mediated H₂ evolution, Formula: C5H6BNO2, the publication is Nature Communications (2021), 12(1), 4206, database is CAplus and MEDLINE.

Despite the widespread applications of 2-(hetero)aryl N-heteroarenes in numerous fields of science and technol., universal access to such compounds is hampered due to the lack of a general method for their synthesis. Herein, by a H₂O-mediated H₂-evolution cross-coupling strategy, an iridium(III)-catalyzed facile method to direct α-arylation of N-heteroarenes with both aryl and heteroaryl boronic acids, proceeding with broad substrate scope and excellent functional compatibility, oxidant and reductant-free conditions, operational simplicity, easy scalability, and no need for prefunctionalization of N-heteroarenes is reported. This method is applicable for structural modification of biomedical mols., and offers a practical route for direct access to 2-(hetero)aryl N-heteroarenes, a class of potential cyclometalated CN̂ ligands and NN̂ bidentate ligands that are difficult to prepare with the existing α-C-H arylation methods, thus filling an important gap in the capabilities of synthetic organic chem.

Nature Communications 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, Formula: C5H6BNO2.

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