Tag: 100-200

Selectively switching on europium emission in drug site one of human serum albumin was written by Shuvaev, Sergey;Pal, Robert;Parker, David. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Computed Properties of C6H6BrNO This article mentions the following:

A luminescent europium probe has been discovered that binds selectively to drug-site I in human serum albumin, signaled by a switching on of europium emission and accompanied by strong induced circularly polarized luminescence. In the experiment, the researchers used many compounds, for example, (4-Bromopyridin-2-yl)methanol (cas: 131747-45-0Computed Properties of C6H6BrNO).

(4-Bromopyridin-2-yl)methanol (cas: 131747-45-0) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Computed Properties of C6H6BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rh(III)-Catalyzed Direct ortho-Chalcogenation of Phenols and Anilines was written by Yang, Shiping;Feng, Boya;Yang, Yudong. And the article was included in Journal of Organic Chemistry in 2017.Formula: C11H9NO This article mentions the following:

Aryl pyridinyl ethers and amines such as I (R = H; X = O, NH) underwent chemoselective and regioselective directed monosulfenylation with disulfides R¹SSR¹ (R¹ = 4-MeC₆H₄, Ph, 4-MeOC₆H₄, 2-MeOC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 2-BrC₆H₄, 2,4-Cl₂C₆H₃, 2-naphthyl, PhCH₂) and di-Me disulfide in the presence of (Cp^*RhCl₂)₂ and AgOTf mediated by Ag₂CO₃ under air to yield pyridinyloxy- and pyridinylamino-substituted aryl thioethers such as I (R = R¹S; R¹ = 4-MeC₆H₄, Ph, 4-MeOC₆H₄, 2-MeOC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 2-BrC₆H₄, 2,4-Cl₂C₆H₃, 2-naphthyl, PhCH₂, Me; X = O, NH) in 42-99% yields. A diaryl selenide was prepared using di-Ph diselenide,. The pyridinyl moiety was cleavage with Me triflate and either sodium methoxy or hydrazine hydrate to yield phenols and aryl amines. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Formula: C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Formula: C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and pharmacological activity of some 3-amino-11H-indolo[3,2-c][1,8]naphthyridines was written by Da Settimo, A.;Primofiore, G.;Biagi, G.;Santerini, V.. And the article was included in Farmaco, Edizione Scientifica in 1976.SDS of cas: 1075-62-3 This article mentions the following:

The pyridines I (R = H, Ac) were cyclized and the naphthyridine II (X = O) treated with 4,2-RR1C6H3NHNH2 (R = H, F, Cl, Br, Me, R1 = H; R = H, R1 = Cl, Me, MeO) to give II (X = 4,2-RR1C6H3NHN), which were cyclized with HCl to give the indolonaphthyridines III. III were also prepared directly by treating II (X = O) with 4,2-RR1C6H3NHNH2 and HCl. 2,6-Diaminopyridine was treated with β-propiolactone to give I (R = HO2CCH2CH2) which was cyclized and the product dehydrogenated to give anthyridinedione IV. At 50 mg/kg III (R = F, R1 = H) reduced delayed hypersensitivity, but was toxic. In the experiment, the researchers used many compounds, for example, N-(6-Aminopyridin-2-yl)acetamide (cas: 1075-62-3SDS of cas: 1075-62-3).

N-(6-Aminopyridin-2-yl)acetamide (cas: 1075-62-3) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. SDS of cas: 1075-62-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of aromatic N-oxides with dipolarophiles. III. Cycloadditions of substituted phenyl isocyanates to 3,5-dimethyl and 3,5-dibromopyridine N-oxides and x-ray crystal structures of the isomeric cycloadducts was written by Hisano, Takuzo;Ichikawa, Masataka;Matsuoka, Toshikazu;Hagiwara, Hisao;Muraoka, Keiji;Komori, Tetsuya;Harano, Kazunobu;Ida, Yoshiteru;Christensen, Arild T.. And the article was included in Chemical & Pharmaceutical Bulletin in 1979.COA of Formula: C7H9NO This article mentions the following:

Three β-substituted pyridine N-oxides were subjected to 1,3-dipolar cycloaddition with substituted Ph isocyanates. 3-Methyl- and 3,5-dimethyl-pyridine N-oxide afforded the 2,3-dihydropyridine derivatives, and the 3,5-dibromo compound afforded a 2,3-dihydro-2-oxo-oxazolo[4,5-b]pyridine by the elimination of HBr from the 2,3-dihydropyridine. The presence of an o-substituent or NO₂ in the Ph isocyanate resulted in a reduced cycloaddition yield. The structures of the 2,3-dihydropyridine adducts were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8COA of Formula: C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.COA of Formula: C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Heteroaromatic N-oxides modified with a chiral oxazoline moiety, synthesis and catalytic applications was written by Wrzeszcz, Zuzanna;Siedlecka, Renata. And the article was included in Catalysts in 2021.COA of Formula: C7H9NO This article mentions the following:

A multi-step synthesis of a series of chiral oxazoline substituted pyridine N-oxides I (R¹ = i-pr, t-bu, Ph; R² = H; R¹ = R² = indane, trimethyl-bicyclo[2.2.1]heptane), alkyl derived of pyridine N-oxides II, bipyridine N-oxides III, and isoquinoline N-oxides IV, based on amino alcs. R¹(NH2)HC-CH(OH)R² derived from natural amino acids or other previously prepared, is presented herein. Various synthetic pathways have been designed and tested according to the properties and limitations imposed by the target products. The encountered problems related to the stability of the products were discussed. The resulting compounds (eighteen structures) were tested as catalysts in the allylation of benzaldehyde (obtaining up to 79% ee) as well as in nitroaldol reaction (obtaining up to 48% ee). In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8COA of Formula: C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.COA of Formula: C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Crystal Structures and Magnetic Properties of Complexes of M^IICl₂ (M = Cu, Ni, and Co) Coordinated with 4-(N-tert-butyloxyamino)-2-(methoxymethylenyl)pyridine: 2D Magnetic Anisotropy of the Aminoxyl-Co^II Complex in the Crystalline State was written by Zhu, Zhicheng;Karasawa, Satoru;Koga, Noboru. And the article was included in Inorganic Chemistry in 2005.Application of 131747-45-0 This article mentions the following:

Three metal complexes, [M^IICl₂(4NOPy-OMe)₂] (M = Cu (1), Ni (2), and Co (3)), were prepared by mixing the corresponding metal chloride and aminoxyl radical 4-(N-tert-butyloxyamino)-2-(methoxymethylenyl)pyridine, 4NOPy-OMe, in 1:2 ratio. Complex 1 has two structures (complexes A and B) with similar coordination geometries, compressed octahedrons. In the crystal structure, complexes A and B locate alternately in short distances (C_radical··· C_β = 3.17 and 3.23 Å) to form a 1-dimensional chain structure. Complexes 2 and 3 are isomorphous and have a slightly distorted octahedral structure. In the crystal structure, both complexes have intermol. short contacts (C_radical···C_α = 3.46 and 3.52 Å for 2 and 3, resp.) to form the 2-dimensional structures. The temperature dependence of the χ_molT values for the three complexes indicated that the magnetic interactions between the radicals and the metal ions within the complexes were ferromagnetic. By fitting a modified Fisher 1-dimensional model to the data of the χ_molT vs. T plot for 1, the authors estimated the intra- and intermol. (intrachain) exchange coupling constants to be J₁/k_B = 60.2 and J₂/k_B = -7.02 K, resp. However, complexes 2 and 3 showed steep increases of the χ_molT value below ca. 3 K, indicating that the long-range magnetic ordering is operating. The 1/χ_mol vs. T plot for 2 was analyzed by a Curie-Weiss model to give θ = 6.25 K and C = 2.02 cm³ K mol^-1 with g_Ni = 2.25. Complex 3 was studied in more detail using an oriented sample. Magnetic behavior strongly depends on the direction of the applied field, in which the c^* axis perpendicular to the ab plane is an easy axis for magnetization. D.c. and a.c. magnetic susceptibility measurements revealed that complex 3 had a magnetic phase transition of T_c = 2.14 K and exhibited a glass-like magnetic behavior below T_c. In the experiment, the researchers used many compounds, for example, (4-Bromopyridin-2-yl)methanol (cas: 131747-45-0Application of 131747-45-0).

(4-Bromopyridin-2-yl)methanol (cas: 131747-45-0) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Application of 131747-45-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hydrogen bond hierarchy: Persistent phenol···chloride hydrogen bonds in the presence of carboxylic acid moieties was written by Duggirala, Naga Kiran;Wood, Geoffrey P. F.;Fischer, Addison;Wojtas, Lukasz;Perry, Miranda L.;Zaworotko, Michael J.. And the article was included in Crystal Growth & Design in 2015.Quality Control of Pyridinehydrochloride This article mentions the following:

Crystal engineering strategies have been delineated during the past decade for the design of multi-component mol. crystals (mol. cocrystals, MCCs). However, the same depth of understanding has not yet been established for cocrystals that are comprised of at least one ionic compound (ionic cocrystals, ICCs). We address this long known but understudied class of cocrystals through the use of organic cation chloride salts as cocrystal formers with carboxylic acids and phenols. Such ICCs are of particular interest for both fundamental and applied reasons. With respect to the former, carefully selected mol. cocrystal formers (coformers) enable systematic study of the hierarchy of hydrogen bonds. With respect to the latter, chloride anions, phenol groups, and carboxylic acid moieties are prevalent in biol. active drug substances and nutraceuticals. In this contribution, we evaluated the propensity to form chloride···carboxylic acid vs chloride···phenol hydrogen bonds (supramol. heterosynthons) through a combination of Cambridge Structural Database (CSD) data mining and the structural characterization of 12 novel ICCs, including 4 hydrates containing carboxylic acids, phenol groups, and chloride anions. Our anal. of these 12 ICCs and the 9 relevant entries (including 4 hydrates) archived in the CSD reveals that charge-assisted hydrogen bonds between phenol moieties and chloride anions persist even in the presence of carboxylic acid moieties, which form carboxylic acid dimers in 11/21 crystal structures. Carboxylic acid···chloride supramol. heterosynthons occur in just 4/21 structures. These observations are supported by lattice energy calculations and hydrogen bond strengths derived from d. functional theory calculations That phenol groups are better suited than carboxylic acid moieties to form ionic cocrystals with chloride salts has important implications for the design of drug substances with improved properties since chloride salts are so prevalent as drug substances. This observation also questions the widespread reliance upon pK_a values to predict hydrogen bond strengths. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Quality Control of Pyridinehydrochloride).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Quality Control of Pyridinehydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Identification of interleukin-8-reducing lead compounds based on SAR studies on dihydrochalcone-related compounds in human gingival fibroblasts (HGF-1 cells) in vitro was written by Schueller, Katharina;Hans, Joachim;Pfeiffer, Stefanie;Walker, Jessica;Ley, Jakob P.;Somoza, Veronika. And the article was included in Molecules in 2020.Quality Control of Pyridinehydrochloride This article mentions the following:

In order to identify potential activities against periodontal diseases, eighteen dihydrochalcones and structurally related compounds were tested in an established biol. in vitro cell model of periodontal inflammation using human gingival fibroblasts (HGF-1 cells). Subsequently to co-incubation of HGF-1 cells with a bacterial endotoxin (Porphyromonas gingivalis lipopolysaccharide, pgLPS) and each individual dihydrochalcone in a concentration range of 1 μM to 100 μM, gene expression of interleukin-8 (IL-8) was determined by qPCR and cellular interleukin-8 (IL-8) release by ELISA. Structure-activity anal. based on the dihydrochalcone backbone and various substitution patterns at its aromatic ring revealed moieties 2′,4,4′,6′-tetrahydroxy 3-methoxydihydrochalcone (7) to be the most effective anti-inflammatory compound, reducing the pgLPS-induced IL-8 release concentration between 1 μM and 100 μM up to 94%. In general, a 2,4,6-trihydroxy substitution at the A-ring and concomitant vanilloyl (4-hydroxy-3-methoxy) pattern at the B-ring revealed to be preferable for IL-8 release inhibition. Furthermore, the introduction of an electroneg. atom in the A,B-linker chain led to an increased anti-inflammatory activity, shown by the potency of 4-hydroxybenzoic acid N-vanillylamide (13). Our data may be feasible to be used for further lead structure designs for the development of potent anti-inflammatory additives in oral care products. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Quality Control of Pyridinehydrochloride).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Quality Control of Pyridinehydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chemistry of pyridine. VI. Steric and electronic effects influencing the deoxidative substitution of pyridine N-oxide by mercaptans in acetic anhydride was written by Hershenson, Fred M.;Bauer, Ludwig. And the article was included in Journal of Organic Chemistry in 1969.Formula: C7H9NO This article mentions the following:

The deoxidative substitution of 1-oxide derived from pyridine, 2-, 3-, and 4-picoline, 4-tert-butylpyridine, 4-phenylpyridine, and 2,6-, 3,4-, and 3,5-lutidine by tert-BuSH in Ac2O is reported. Ring substitution introduced a tert-BuS group at any one of the available α positions (2,6-lutidine 1-oxide being the exception) and only at those β positions which had originally free α positions adjacent to them. Mechanisms to explain both α and β substitution via 1-acetoxy-2-tert-butylthio-1,2-dihydropyridines are postulated. Evidence is presented that β substitution involves migration of the sulfide function from such 1,2-dihydropyridines via episulfonium intermediates. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Formula: C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Formula: C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mn-mediated sequential three-component domino Knoevenagel/cyclization/Michael addition/oxidative cyclization reaction towards annulated imidazo[1,2-a]pyridines was written by Storozhenko, Olga A.;Festa, Alexey A.;Bella Ndoutoume, Delphine R.;Aksenov, Alexander V.;Varlamov, Alexey V.;Voskressensky, Leonid G.. And the article was included in Beilstein Journal of Organic Chemistry in 2018.Application In Synthesis of 1-(Cyanomethyl)pyridin-1-ium chloride This article mentions the following:

The sequential three-component reaction between o-hydroxybenzaldehydes, N-(cyanomethyl)pyridinium salts and a nucleophile towards substituted chromenoimidazopyridines under oxidative conditions has been developed. The employment of Mn(OAc)₃·2H₂O or KMnO₄ as stoichiometric oxidants allowed the use of a wide range of nucleophiles, such as nitromethane, (aza)indoles, pyrroles, phenols, pyrazole, indazole and di-Et malonate. The formation of the target compounds presumably proceeds through a domino Knoevenagel/cyclization/Michael addition/oxidative cyclization reaction sequence. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Application In Synthesis of 1-(Cyanomethyl)pyridin-1-ium chloride).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Application In Synthesis of 1-(Cyanomethyl)pyridin-1-ium chloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem