Category: 27828-71-3

Application of 27828-71-3. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Hydroxynicotinic acid, is researched, Molecular C6H5NO3, CAS is 27828-71-3, about Tetraaquabis(5-hydroxynicotinato-κN)cadmium(II). Author is Jiang, Mei-Xiang; Feng, Yun-Long.

The title compound, [Cd(C6H4NO3)2(H2O)4], was obtained by the reaction of cadmium chloride with 5-hydroxynicotinic acid. The CdII atom is located on an inversion center and is coordinated by two N atoms from two 5-hydroxynicotinic acid ligands and four water mols. in a distorted octahedral geometry. The structure is stabilized by intermol. O-H…O hydrogen bonds, forming a three-dimensional network. Crystallog. data are given.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Gazzetta Chimica Italiana called The action of hydroxylamine on γ-pyrone, Author is Parisi, Federico; Bovina, Pietro; Quilico, Adolfo, which mentions a compound: 27828-71-3, SMILESS is O=C(O)C1=CN=CC(O)=C1, Molecular C6H5NO3, Recommanded Product: 5-Hydroxynicotinic acid.

Treatment of γ-pyrone (I) with HONH2 gave a substance, C5H6N2O2 (II), to which was ascribed the structure 4-hydroxylaminopyridine 1-oxide. I (17.5 g.) in 20 ml. H2O and 13.5 g. HONH2.HCl in 50 ml. H2O containing 13.5 g. NaHCO3 kept in the dark 2-3 days at 20°, the crystalline product washed with H2O and desiccated in vacuo over CaCl2 yielded 76% II, m. 220°. II was unstable in aqueous alkali with formation of an intensely red solution Finely ground II (0.5 g.) in 40 ml. H2O hydrogenated with 0.2 g. PtO2, the mixture treated with 8 ml. N HCl and the filtered solution saturated with KOH, extracted with Et2O and the product recrystallized from C6H6 gave 4-H2NC5H4N, m. 160-1°, also prepared by reduction of 4-O2NC5H4NO. II (0.25 g.) in 20 ml. 20% H2SO4 stirred with instantaneous addition of 0.125 g. KMnO4 in 15 ml. H2O, extracted with CHCl3 and the residue on evaporation taken up in 8 ml. hot PhMe, the cooled tepid solution filtered, diluted with an equal volume of petr. ether and refrigerated gave green needles of 4-ONC5H4N(O) (III), m. 138-9°. II (1.0 g.) in 50 ml. H2O boiled 3-4 min. with addition of decolorizing C, the filtered solution kept 12 hrs. at 20° and the orange-yellow product repeatedly crystallized from alc. and H2O gave 0.15-0.20 g. 4,4′-azoxypyridine 1,1′-dioxide (IV), m. 236-7°. The mother liquors evaporated and the residue recrystallized from alc. yielded 4,4′-azopyridine 1,1′-dioxide (V), m. 246-7°. II (0.10 g.) in 10 ml. cold 20% H2SO4 treated with 0.10 g. III in 10 ml. H2O, the mixture kept 16 hrs. at 20° and adjusted to pH 6.5-7.0 with 20% NaOH and NaOAc gave IV, also produced by oxidation of II in AcOH with 30% H2O2. AcOH (15 ml.) containing 1 g. 4-O2NC5H4NO treated portionwise with 0.75 powd. Zn with external cooling the mixture kept 2 days and the filtered solution adjusted to pH 6.5-7.0, repeatedly extracted with CHCl3 gave 60 mg. IV, m. 235-6° (H2O-alc.). II (1.0 g.) triturated with 3-4 ml. aqueous 10% KOH with characteristic crepitation and the bright red product crystallized from 20 ml. hot H2O gave V, m. 246-7° (H2O). IV (0.5 g.) in 40 ml. H2O hydrogenated with 0.2 g. PtO2 with addition of 12 ml. 0.5N HCl, the filtered solution partially neutralized with 10 ml. 0.5N NaOH and the washed precipitate dried in vacuo gave the unstable 4,4-hydrazo pyridine (VI), m. above 270°, rapidly turning rose-violet, also produced by hydrogenation of V. The above filtered solution evaporated in vacuo and the residue recrystallized from alc. gave 90% VI.2HCl, m. 190°, also prepared more conveniently by passage of dry HCl through alc. VI. VI.2HCl in H2O treated with 10% excess 0.5N NaOH and boiled with atm. oxidation to complete soluble, the solution cooled and filtered from the main product, the mother liquor extracted with Et2O and the combined crops crystallized from H2O gave trans-4,4′-azo pyridine (VII), m. 108-9°. VII in absolute alc. saturated with dry HCl gave the di-HCl salt. VII (0.5 g.) in 20 ml. AcOH refluxed 12 hrs. with 20 ml. 36% H2O2, the mixture concentrated in vacuo, diluted with H2O and extracted with CHCl3, the dried extract evaporated in vacuo and the concentrate evaporated spontaneously, the residue taken up in H2O and adjusted to pH 7.0 with aqueous Na2CO3, extracted with CHCl3 and the product recrystallized from alc. or H2O gave IV. The mechanism of the formation of IV, a prime example of the reaction of the CO group of a pyrone with HONH2, was discussed.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Recommanded Product: 27828-71-3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Hydroxynicotinic acid, is researched, Molecular C6H5NO3, CAS is 27828-71-3, about The polarographic reduction of 5-substituted 3-carbamido-1-methylpyridinium iodides. Author is Ueno, Yoshio.

The polarog. behavior of 5-substituted 3-carbamoyl-1-methylpyridinium iodides at a dropping Hg electrode were studied in buffered solutions in the pH range 2-10. The substituents studied were -Br, -Cl, -OCH3, H, and -NH2. The compounds gave a polarogram consisting of 2 reduction waves in neutral or alk. buffered solutions A good linear relation was found for the compounds between the half-wave potentials and the Hammett substituent constants σm in the pH range 2-10.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Category: catalyst-palladium. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Hydroxynicotinic acid, is researched, Molecular C6H5NO3, CAS is 27828-71-3, about A 2-dimensional gadolinium(III) coordination polymer with 5-hydroxynicotinic acid and oxalate ligands and magnetic property. Author is Mi, Jun-long; Huang, Jing; Chen, Hong-ji.

A new coordination polymer, [Gd(III)(3-H-5-hydroxynicotinato)(ox)1.5(H2O)2]n, was synthesized by a hydrothermal reaction of Gd(NO3)3 with 5-hydroxynicotinic acid and ammonium oxalate, and its structure was determined by x-ray crystallog. with the following data: triclinic space group P1̅, C9H9NO11Gd, Mr = 464.42, a = 7.5545(11), b = 8.1094(12), c = 10.6947(16) Å, α = 103.493(2), β = 98.385(2), γ = 92.117(2)°, Z = 2, V = 628.57(16) Å3, F(000) = 444, Dc = 2.454 g.cm-3, μ = 5.341 mm-1, the final R = 0.0188 and wR = 0.0392 for 2634 observed reflections (I > 2σ(I)). In the asym. unit of the compound, each Gd(III) ion is bonded to 9 O atoms from 3-H-5-hydroxynicotinato and oxalate groups and terminal-coordinated water mols., resp., resembling a highly distorted 3-capped trigonal geometry. Adjacent GdO9 coordination polyhedra are bridged by 3 identical independent oxalate groups in a side-by-side manner forming brickwall-like 2D grids, and then further linked through intermol. H-bonds generating a 3D supramol. network. Magnetic anal. of the compound shows that weak antiferromagnetic coupling exists among the adjacent Gd(III) ions.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Name: 5-Hydroxynicotinic acid. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Hydroxynicotinic acid, is researched, Molecular C6H5NO3, CAS is 27828-71-3, about Identification of Novel D-Aspartate Oxidase Inhibitors by in Silico Screening and Their Functional and Structural Characterization in Vitro. Author is Katane, Masumi; Yamada, Shota; Kawaguchi, Go; Chinen, Mana; Matsumura, Maya; Ando, Takemi; Doi, Issei; Nakayama, Kazuki; Kaneko, Yuusuke; Matsuda, Satsuki; Saitoh, Yasuaki; Miyamoto, Tetsuya; Sekine, Masae; Yamaotsu, Noriyuki; Hirono, Shuichi; Homma, Hiroshi.

D-Aspartate oxidase (DDO) is a degradative enzyme that is stereospecific for acidic D-amino acids, including D-aspartate, a potential agonist of the N-methyl-D-aspartate (NMDA) receptor. Dysfunction of NMDA receptor-mediated neurotransmission has been implicated in the onset of various mental disorders, such as schizophrenia. Hence, a DDO inhibitor that increases the brain levels of D-aspartate and thereby activates NMDA receptor function is expected to be a useful compound To search for potent DDO inhibitor(s), a large number of compounds were screened in silico, and several compounds were identified as candidates. They were then characterized and evaluated as novel DDO inhibitors in vitro (e.g., the inhibitor constant value of 5-aminonicotinic acid for human DDO was 3.80 μM). The present results indicate that some of these compounds may serve as lead compounds for the development of a clin. useful DDO inhibitor and as active site probes to elucidate the structure-function relationships of DDO.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Inorganic Chemistry called Enhancing the Lithium Storage Capacities of Coordination Compounds for Advanced Lithium-Ion Battery Anodes via a Coordination Chemistry Approach, Author is Liu, Hongwen; Li, Huanhuan; Cheng, Fangyi; Shi, Wei; Chen, Jun; Cheng, Peng, which mentions a compound: 27828-71-3, SMILESS is O=C(O)C1=CN=CC(O)=C1, Molecular C6H5NO3, HPLC of Formula: 27828-71-3.

The effect of the water mol. on both the structural dimensionality and the lithium storage capacities of four coordination compounds was studied. Increasing the reaction temperature to remove the terminal water ligand of discrete coordination compounds [M(HNA)2(H2O)4], H2NA = 5-hydroxynicotinic acid, M = Co for the first coordination compound and Ni for the second coordination compound led to forming three-dimensional (3D) coordination polymers [M(NA)]n M = Co for the third coordination compound and Ni for the fourth coordination compound When the coordination compounds were investigated as active anode materials for lithium storage at 100 mA g-1, the relatively low capacities of 455 and 411 mA h g-1 were obtained after 60 cycles with discrete first and second, while that of the third and fourth coordination compounds showed high capacities of 618 and 610 mA h g-1 after 100 cycles. Detailed mechanism studies by powder X-ray diffraction, XPS, and SEM showed that the structural dimensionality change induced by water mols. can greatly contribute the cyclability and rate performance for coordination compounds as anode material for lithium storage.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5-Hydroxynicotinic acid, is researched, Molecular C6H5NO3, CAS is 27828-71-3, about Kinetic reaction analysis of the pyridine derivatives in the T-for-H exchage reaction and the application to the estimation of the reactivity of unknown nicotinic acid derivatives.Application In Synthesis of 5-Hydroxynicotinic acid.

In order to quant. evaluate the influence of tritium (3H or T) in ecosystem and the reactivity of materials having H atoms, the hydrogen isotope exchange reaction (T-for-H exchange reaction) between 6-Chloronicotinic Acid (or 5,6-Dichloronicotinic Acid) and HTO vapor was observed at 50 ∼ 70°C in the gas-solid system. Applying the A””-McKay plot method to the data obtained in the reaction, the rate constants of the functional groups in each material were obtained. Comparing these constants, following four matters have been found in the T-for-H exchange reaction. (1) With regard to pyridine derivative, the reactivity of carboxyl groups depends on the number and position of chloro groups; (meta-position and para-position of chloro groups) : [para-position of chloro groups and meta-position of hydrogen) : (meta-position and para -position of hydrogen) = 1.9 :1.5 : 1.0. (2) The reactivity of the unknown nicotinate derivatives can be obtained by applying the Hammett plot obtained in this work. (3) Using the A””-McKay plot method, the reactivity of each functional group can be obtained nondestructively, quant., and be analyzed without using any masking reagent. (4) The method used in this work may be useful to determine the reactivity of the functional groups in similar materials.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

COA of Formula: C6H5NO3. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Hydroxynicotinic acid, is researched, Molecular C6H5NO3, CAS is 27828-71-3, about Application of the Hammett equation to substituted pyridines.

Rates of hydrolysis of Et 5-substituted nicotinates and pKa’s of 5-substituted nicotinic acids were measured and the Hammett relations discussed. Acetylation of 5-aminonicotinic acid (I) gave 5-acetamidonicotinic acid, m. 160-1°. Heating 30 g. 5-bromonicotinic acid, 25 g. KOH, 6 g. CuSO4·5H2O, 6 g. Na tartrate and 100 ml. H2O for 48 hrs. at 170-80° gave 65% 5-hydroxynicotinic acid, m. 292-3°. Methylation of Et 5-hydroxynicotinate with CH2N2 gave Et 5-methoxynicotinate, m. 42.5-3.5°, hydrolysis of which gave 5-methoxynicotinic acid, m. 136-7°. Oxidation of 10 g. I with 100 ml. 30% H2O2 and 200 ml. fuming H2SO4 (d. = 1.93) yielded 43% 5-nitronicotinic acid, m. 171-2°. The rates of hydrolysis of Et esters in 85 weight % EtOH with NaOH were obtained at 0°, 15° and 25° (5-substituent, Ea and log A given): Br, 16.5, 12.3; Cl, 17.5, 13.0; MeO, 15.8, 12.0; H, 17.0, 12.5; Me, 17.4, 12.9; NH2, 18.7, 13.7. The following Hammett equations were obtained: log k = 2.26 σm – 1.60 at 25°; log k = 2.13 σm – 1.99 at 15°; log k = 2.32 σm – 2.74 at 0°. The ratio of ρ at 25° for nicotinates and ρ at 25° for benzoates is 0.89. pKa’s obtained in 50 volume % EtOH at 25° for the following 5-substituted nicotinates were as follows: Me 4.92, H 4.70, MeO 4.57, Br 4.02, NO2 3.55. Thus log Ka = 1.73 σm – 4.75 hold. The ratio of ρ to that of substituted benzoic acids is 1.08. Thus the ratio of ρ’s of pyridine and benzene analogs is close to unity when cross-conjugation among substituents, reacting group, and N does not exist.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Name: 5-Hydroxynicotinic acid. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Hydroxynicotinic acid, is researched, Molecular C6H5NO3, CAS is 27828-71-3, about Increase in erythrocyte hemolytic resistance by nitrogen heterocyclic derivatives. Author is Braginskaya, F. I.; Kruglyakova, K. E.; Smirnov, L. D.; Zorina, O. M.; Zhumabaeva, T. T..

Four pyridines, 2 pyrimidines, and 2 benzimidazoles were screened for their ability to inhibit ultrasonic hemolysis and acetylcholinesterase  [9000-81-1] of human erythrocytes. The greatest membrane-stabilizing effect, as well as the greatest enzyme-inhibiting effect, was associated with Me-substituted pyrimidines and benzimidazoles.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Hydroxynicotinic acid(SMILESS: O=C(O)C1=CN=CC(O)=C1,cas:27828-71-3) is researched.Category: quinazoline. The article 《Poly[tetraaqua(5-hydroxypyridin-1-ium-3-carboxylato-κO3)tris(μ-oxalato-κ4O1,O2:O1′,O2′)dieuropium(III)]》 in relation to this compound, is published in Acta Crystallographica, Section E: Structure Reports Online. Let’s take a look at the latest research on this compound (cas:27828-71-3).

In the title compound, [Eu2(C6H5NO3)2(C2O4)3(H2O)4]n, the EuIII atom is bonded to one O atom from a monodentate 5-hydroxypyridin-1-ium-3-carboxylate ligand, six O atoms from three oxalate ligands and two water mols., exhibiting a highly distorted tricapped trigonal geometry. Three independent oxalate ligands, each lying on an inversion center, bridge the EuIII atoms, forming a brickwall-like layer parallel to (001), which is stabilized by intralayer O-H···O hydrogen bonds. The layers are further linked through interlayer O-H···O and N-H···O hydrogen bonds and π-π interactions between the pyridine rings [centroid-centroid distance = 3.5741(14) Å] into a three-dimensional supramol. network.

From this literature《Poly[tetraaqua(5-hydroxypyridin-1-ium-3-carboxylato-κO3)tris(μ-oxalato-κ4O1,O2:O1′,O2′)dieuropium(III)]》,we know some information about this compound(27828-71-3)Electric Literature of C6H5NO3, but this is not all information, there are many literatures related to this compound(27828-71-3).

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method