Day: December 7, 2022

Galuashvili, Zh. S. published the artcileEnergy of triphenylboron pπ-conjugation, Product Details of C23H20BN, the publication is Doklady Akademii Nauk SSSR (1972), 207(1), 99-101 [Chem], database is CAplus.

Heats of formation of complexes of Ph3B with pyridine (I) and 4-methylpyridine and of Et3B with I, and their dipole moments in C6H6 and dioxane were determined and used to evaluate pπ-resonance in Ph3B. The low value of pπ-resonance in Ph3B is about an order of magnitude smaller than that of π-bonding, calling for care in the use of quantum-mechanics calculations in estimation of rearrangement energies in electron acceptor mols. The degree of charge transfer in these complexes was 0.45 for those of Ph3B and 0.34 for Et3B-I.

Doklady Akademii Nauk SSSR 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 C23H20BN, Product Details of C23H20BN.

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

Zhang, Jing published the artcileBiarylsulfonamide CCR9 inhibitors for inflammatory bowel disease, Application of 2-Bromopyridin-3-amine, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(17), 3661-3664, database is CAplus and MEDLINE.

Inflammatory bowel disease, including Crohn’s disease and ulcerative colitis, affects millions of people worldwide. CCR9 has been shown to be a key chemokine receptor mediating the local inflammatory responses in the GI tract. The CCR9 inhibitor Vercirnon advanced to phase 3 clin. trials, but carries several liabilities which we sought to improve.

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 C17H37NO3, Application of 2-Bromopyridin-3-amine.

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

Crichton, Robert R. published the artcileFerritin iron mobilization by chelating agents, Quality Control of 2215-33-0, the publication is FEBS Letters (1980), 110(2), 271-4, database is CAplus and MEDLINE.

The release of ferritin Fe in vitro by 5 Fe chelators was examined Deferrioxamine B (I) and rhodotorulic acid (II) released the greatest amounts of Fe from ferritin; over 24 h incubation at 37°, I and II released 225 and 250 g-atoms Fe/ferritin mol., resp. Of the other chelators, only pyridine-2-aldehyde-2-pyridylhydrazone (III) gave a reasonable release of 85 g-atoms Fe/ferritin mol. in 24 h. The effects of ascorbate, EDTA, and FMN on Fe release were also studied. FMN (1 mM) almost completely inhibited Fe release by I and II, 2 Fe-chelators currently employed in the treatment of Fe overload; the possible in vivo inhibition of these compounds by endogenous flavins was discussed. In contrast, Fe mobilization by III and bipyridyl was substantially enhanced by FMN.

FEBS Letters 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, Quality Control of 2215-33-0.

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

Crichton, Robert R. published the artcileIron mobilization from ferritin by chelating agents, HPLC of Formula: 2215-33-0, the publication is Journal of Inorganic Biochemistry (1980), 13(4), 305-16, database is CAplus and MEDLINE.

The release of Fe from horse spleen ferritin (I) by the chelating agents, deferrioxamine B (II), rhodotorulic acid (III), 2,3-dihydroxybenzoate (IV), 2,2′-bipyridyl (V), and pyridine-2-aldehyde 2-pyridylhydrazone (VI), was studied in vitro. I prepared by classical procedures involving thermal denaturation released its Fe less effectively than I isolated by a modified procedure that avoided this step. II and III were the most effective in releasing Fe from both preparations of I. When FMN was added, Fe release by II, III, and IV was effectively blocked, whereas both V and VI showed a marked simulation. A substantial increase in Fe release was also observed for V and VI with ascorbate; a less important increase was noted for III. EDTA exerted a marked inhibition of Fe release from I with III, IV, V, and VI. The effects of citrate and oxalate on Fe release by the chelators was small. The effect of the concentration of flavin on Fe release from I by II and V was studied. II was unable to mobilize Fe(II) from I following reduction by reduced FMN, whereas V could rapidly complex Fe(II). The results are discussed in the context of current concepts of storage Fe mobilization in the treatment of Fe overload.

Journal of Inorganic Biochemistry 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, HPLC of Formula: 2215-33-0.

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

Kos, Martin published the artcileEnantioenriched Ruthenium-Tris-Bipyridine Complexes Bearing One Helical Bipyridine Ligand: Access to Fused Multihelicenic Systems and Chiroptical Redox Switches, Application of Phenyl(pyridin-2-yl)methanone, the publication is Inorganic Chemistry (2021), 60(16), 11838-11851, database is CAplus and MEDLINE.

The synthesis and photophys. and chiroptical properties of novel aza[n]helicenes (6a–d, 10a,b, n = 4-7) substituted with one or two 2-pyridyl groups are described. The preparation was performed via an adapted Mallory reaction using aromatic imines as precursors. The obtained novel class of helical 2,2′-bipyridine ligands was then coordinated to Ru(bipy)₂²⁺ units, thus affording the first diastereomerically and enantiomerically pure [RuL(bipy)₂]²⁺ (11a,c, L = 6a,c) or [Ru₂L'(bipy)₄]⁴⁺ (12, L’ = 10b) complexes. The topol. and stereochem. of these novel metal-based helical architectures were studied in detail, notably using X-ray crystallog. Interestingly, the coordination to ruthenium(II) enabled the preparation of fused multihelical systems incorporating aza- and ruthena-helicenes within the same scaffold. The photophys., chiroptical, and redox properties of these complexes were examined in detail, and efficient redox-triggered chiroptical switching activity was evidenced.

Inorganic 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 C12H9NO, Application of Phenyl(pyridin-2-yl)methanone.

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

Felts, Andrew S. published the artcileDiscovery of VU0409106: A negative allosteric modulator of mGlu₅ with activity in a mouse model of anxiety, Recommanded Product: 4-Amino-2-picoline, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(21), 5779-5785, database is CAplus and MEDLINE.

Development of SAR in an aryl ether series of mGlu₅ NAMs leading to the identification of tool compound VU0409106 is described in this Letter. VU0409106 is a potent and selective neg. allosteric modulator of mGlu₅ that binds at the known allosteric binding site and demonstrates good CNS exposure following i.p. dosing in mice. VU0409106 also proved efficacious in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu₅ antagonists as well as clin. efficacious anxiolytics.

Bioorganic & Medicinal Chemistry Letters 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, Recommanded Product: 4-Amino-2-picoline.

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

Costa, Marta published the artcileSynthesis of 3-aminochromenes: the Zincke reaction revisited, Product Details of C7H7ClN2, the publication is Tetrahedron (2014), 70(33), 4869-4875, database is CAplus.

3-(Amino)coumarin derivatives and 2-(imino)-3-chromenamine derivatives were efficiently prepared by a Zincke-reaction-ring-opening reaction of the corresponding 2H-chromene-3-pyridinium chlorides using N-methylpiperazine. This methodol. unravels the marked potential of pyridinium salts as protective groups for primary amines. These scaffolds can be considered important building blocks for N-[7-[[3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-L–lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-buten-1-yl)benzamide (novobiocin) analogs and similar heterocyclic compounds The synthesis of the target compounds was achieved by a cyclization (heterocyclization, Zincke reaction) of 2-hydroxybenzoic acid derivatives with 1-(cyanomethyl)pyridinium chloride. The title compounds thus formed included 1-(2-imino-2H-1-benzopyran-3-yl)pyridinium chloride derivatives (chromene-imine derivatives) and 1-(2-oxo-2H-1-benzopyran-3-yl)pyridinium chloride derivatives (coumarin derivatives). These compounds was intermediates for 3-amino-2H-1-benzopyran-2-one derivatives (amine-coumarin derivatives) and 2-(imino)-2H-1-benzopyran-3-amine derivatives

Tetrahedron published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, Product Details of C7H7ClN2.

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

Feiteiro, Joana published the artcilePathways involved in the human vascular Tetrabromobisphenol A response: Calcium and potassium channels and nitric oxide donors, Category: pyridine-derivatives, the publication is Toxicology (2022), 153158, database is CAplus and MEDLINE.

Tetrabromobisphenol A (TBBPA) is a flame retardant that can contaminate the environment and human being, acting as an endocrine disruptor. Several studies propose a correlation between TBBPA exposure and adverse health outcomes, however, at vascular level TBBPA effects are still poorly understood. Thus, considering that the vascular tonus is regulated by vasoactive substances (serotonin and histamine) which are involved in some pathol. processes, this work aimed to analyze the direct effects and the 24 h exposure of TBBPA on the human umbilical artery (HUA) and to investigate its signalling pathway. Using organ bath technique, endothelium-denuded HUA rings were contracted with serotonin (5-HT, 1 μM), histamine (His, 10 μM) and potassium chloride (KCl, 60 mM), and the exposure (0-24 h) of different concentrations of TBBPA (1, 10 and 50 μM) were evaluated. Besides, the vascular mode of action of TBBPA was studied through the anal. of cyclic guanosine monophosphate and calcium channels activity, pathways involved in relaxation and contraction of HUA, resp. Our results demonstrated that the direct effects of TBBPA induce a vasorelaxation of HUA. The maximum relaxant effect was observed at 100 μM of TBBPA with 63.74%, 64.24% and 30.05%, for 5-HT-, His- or KCl-contracted arteries resp. The 24 h TBBPA exposure altered the vasorelaxant response pattern of sodium nitroprusside and nifedipine. This effect is due to the involvement of TBBPA with the NO/sGC/cGMP/PKG pathway and the interference in calcium influx. Furthermore, using the real-time quant. polymerase chain reaction, TBBPA clearly modulates -type calcium and large-conductance Ca2+ 1.1 α- and β1 -subunit channels, and soluble guanylyl cyclase and protein Kinase G. So, at vascular level TBBPA induces changes in HUA after TBBPA exposure.

Toxicology 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, Category: pyridine-derivatives.

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

Fernandez, Estefania published the artcileBase-Controlled Heck, Suzuki, and Sonogashira Reactions Catalyzed by Ligand-Free Platinum or Palladium Single Atom and Sub-Nanometer Clusters, Category: pyridine-derivatives, the publication is Journal of the American Chemical Society (2019), 141(5), 1928-1940, database is CAplus and MEDLINE.

The assumption that oxidative addition is the key step during the cross-coupling reaction of aryl halides has led to the development of a plethora of increasingly complex metal catalysts, thereby obviating in many cases the exact influence of the base, which is a simple, inexpensive, and necessary reagent for this paramount transformation. Here, a combined exptl. and computational study shows that the oxidative addition is not the single kinetically relevant step in different cross-coupling reactions catalyzed by sub-nanometer Pt or Pd species, since the reactivity control is shifted toward subtle changes in the base. The exposed metal atoms in the cluster cooperate to enable an extremely easy oxidative addition of the aryl halide, even chlorides, and allow the base to bifurcate the coupling. With sub-nanometer Pd species, amines drive to the Heck reaction, carbonate drives to the Sonogashira reaction, and phosphate drives to the Suzuki reaction, while for Pt clusters and single atoms, good conversion is only achieved using acetate as a base. This base-controlled orthogonal reactivity with ligand-free catalysts opens new avenues in the design of cross-coupling reactions in organic synthesis.

Journal of the American Chemical Society 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

Patel, Nitinchandra D. published the artcileEffective BI-DIME Ligand for Suzuki-Miyaura Cross-Coupling Reactions in Water with 500 ppm Palladium Loading and Triton X, Product Details of C6H8BNO3, the publication is Asian Journal of Organic Chemistry (2017), 6(9), 1285-1291, database is CAplus.

An efficient, sustainable, and broadly applicable procedure has been developed for Suzuki-Miyaura cross-coupling reactions in environmentally benign solvent (water) by employing as little as 500 ppm Pd(OAc)₂ with a monophosphorus BI-DIME ligand in the presence of inexpensive and com. available nonionic surfactant Triton X-100. This method was applied to a broad range of functionalized reaction partners, thereby affording excellent yields of the coupling products, including active pharmaceutical ingredients (APIs). An interesting kinetic study by using reaction calorimetry is also presented, which describes the effect of reaction parameters that enabled the low catalyst loading.

Asian Journal of Organic Chemistry published new progress about 1351413-50-7. 1351413-50-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Pyridine,Boronic Acids,Boronic acid and ester, name is (1-Methyl-2-oxo-1,2-dihydropyridin-4-yl)boronic acid, and the molecular formula is C6H8BNO3, Product Details of C6H8BNO3.

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