Category: 27828-71-3

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Hydroxylation and Ring-Opening Mechanism of an Unusual Flavoprotein Monooxygenase, 2-Methyl-3-hydroxypyridine-5-carboxylic Acid Oxygenase: A Theoretical Study》. Authors are Tian, Boxue; Tu, Yaoquan; Strid, Aake; Eriksson, Leif A..The article about the compound:5-Hydroxynicotinic acidcas:27828-71-3,SMILESS:O=C(O)C1=CN=CC(O)=C1).Reference of 5-Hydroxynicotinic acid. Through the article, more information about this compound (cas:27828-71-3) is conveyed.

Hybrid meta-GGA d. functional theory (the MPWB1K functional) was used to study the hydroxylation and ring-opening mechanism of 2-methyl-3-hydroxypyridine-5-carboxylic acid oxygenase (MHPCO). This enzyme catalyzes the conversion of 2-methyl-3-hydroxypyridine-5-carboxylic acid (MHPC) to α-(N-acetylaminomethylene)succinic acid (AAMS), which is the essential ring-opening step in the bacterial degradation of vitamin B6. MHPCO belongs to the flavin-containing aromatic hydroxylases family. However, MHPCO is capable of catalyzing a subsequent aromatic ring-cleavage reaction to give acyclic products rather than hydroxylated aromatic ones. Our calculations show that the re-aromatization of the hydroxylated intermediate occurs spontaneously in aqueous solution; this implies that the ring-opening process occurs inside the enzyme’s active site, in which limited water is available. The instability of the hydroxylated intermediate of MHPCO is the main reason why acyclic products are formed. Previously proposed mechanisms for the ring-opening step were studied, and were shown to be less likely to occur (ΔΔG≠298 > 35 kcal mol-1). Two new pathways with reasonable barrier heights (ΔΔG≠298 <15 kcal mol-1) are reported herein, which are in accordance with all exptl. information present to date. There are many compounds similar to this compound(27828-71-3)Reference of 5-Hydroxynicotinic acid. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

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

Recommanded Product: 5-Hydroxynicotinic acid. 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 Six new coordination polymers constructed by 3-carboxyl-5-oxycarboxymethylpyridinio-1-carboxylate: Crystal structures, topologies, photoluminescent and magnetic properties.

Six new two-dimensional (2D) coordination polymers, [ML(H2O)3]n (M = Zn (1), Cd (2), Mn (3), Co (4)), [CdL(H2O)]n (5), [CdL(4,4′-bipy)]n·nH2O (6), (H2L = 3-carboxyl-5-oxycarboxymethyl-1-(carboxymethyl)pyridinium, 4,4′-bipy = 4,4′-bipyridine), were hydrothermally synthesized and characterized by single crystal x-ray diffraction analyses, IR spectra, and thermogravimetric analyses. 1, 2, 3, 4 Are isostructural and feature a binodal (4,6)-connected topol. with left- and right-handed helical chains with a pitch of 9.9560 Å. 5 Can be topol. presented as an uninodal 6-connected network if the hydrogen bonds are also considered. 6 Is a binodal (3,5)-connected 2D layer network. The photoluminescent properties of 1, 2, 5, 6 and magnetic properties of 3, 4 were studied and discussed.

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

Zhang, Xiuling; Zhang, Ranhui; Jin, Yaoqiang; Li, Tingting published the article 《Two PbII-based coordination polymers based on 5-aminonicotinic acid and 5-hydroxynicotinic acid for Knoevenagel condensation reaction and luminescent sensor》. Keywords: coordination polymer lead aminonicotinate hydroxynicotinate complex preparation crystal structure; Knoevenagel condensation catalyst coordination polymer lead aminonicotinate complex; luminescence sensor coordination polymer lead hydroxynicotinate complex; thermal stability coordination polymer lead aminonicotinate hydroxynicotinate complex.They researched the compound: 5-Hydroxynicotinic acid( cas:27828-71-3 ).Electric Literature of C6H5NO3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:27828-71-3) here.

Two new PbII-based coordination polymers based on 5-aminonicotinic acid (namely HL-NH2) and 5-hydroxynicotinic acid (namely HL-OH) are both successfully synthesized under solvothermal synthesis conditions. PbCl2 and HL-NH2 can generate a 3D network with the formula of {[Pb3(L-NH2)2Cl5]·(H2O)}n (complex 1). The -NH2 functional group is replaced by -OH on the organic linker to further coordinate with PbII to fabricate another 3D framework of [Pb2(L-O)Cl2]n (complex 2). Various and fanatics structures can be tuned and regulated by different functional substituent groups. Furthermore, complex 1 can be applied as a high-efficient heterogeneous catalysis for Knoevenagel condensation reaction. Meanwhile, complex 2 is an excellent potential luminescent sensor for Fe3+.

There are many compounds similar to this compound(27828-71-3)Electric Literature of C6H5NO3. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

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, Research Support, Non-U.S. Gov’t, Research Support, U.S. Gov’t, P.H.S., Biochemistry called Unusual mechanism of oxygen atom transfer and product rearrangement in the catalytic reaction of 2-methyl-3-hydroxypyridine-5-carboxylic acid oxygenase, Author is Chaiyen, Pimchai; Brissette, Pierre; Ballou, David P.; Massey, Vincent, which mentions a compound: 27828-71-3, SMILESS is O=C(O)C1=CN=CC(O)=C1, Molecular C6H5NO3, Reference of 5-Hydroxynicotinic acid.

The oxygenation reaction of 2-methyl-3-hydroxypyridine-5-carboxylic acid (MHPC) oxygenase with the substrate, MHPC, was investigated. Two oxygenated flavin intermediates C(4a)-hydroperoxy flavin and C(4a)-hydroxy flavin were found, implying that the enzyme functions similarly to flavoprotein hydroxylases. This finding is supported by the results of independent oxygen-18 tracer experiments, which showed that one atom of oxygen from 18O2 and one atom of oxygen from H218O are incorporated in the product. MHPC oxygenase normally catalyzes both the oxygenation and the hydrolytic ring opening of the pyridine ring of MHPC to yield the acyclic compound, α-(N-acetylaminomethylene)succinic acid. Using 5-hydroxynicotinic acid (5HN), which has no 2-Me group, we tested whether the hydrolytic reaction was due to the presence of the 2-Me group on MHPC (that prevented rearomatization of the initial product) or to the specific properties of MHPC oxygenase. Product anal. of the enzymic reaction of 5HN and MHPC oxygenase shows that the enzyme catalyzes the hydroxylation and subsequent hydrolysis of the hydroxylated substrate to yield an acyclic product. The investigation of the oxygenation reaction demonstrates that the enzyme uses the same mechanism to catalyze the 5HN reaction as it does in the MHPC reaction.

There are many compounds similar to this compound(27828-71-3)Reference of 5-Hydroxynicotinic acid. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

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

Recommanded Product: 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 Energetics and Structure of Hydroxynicotinic Acids. Crystal Structures of 2-, 4-, 6-Hydroxynicotinic and 5-Chloro-6-hydroxynicotinic Acids. Author is Santos, Rui C.; Figueira, Rita M. B. B. M.; Piedade, M. Fatima M.; Diogo, Herminio P.; Minas da Piedade, Manuel E..

The relationship between energetics and structure in 2-, 4-, 5-, and 6-hydroxynicotinic and 5-chloro-6-hydroxynicotinic acids (2HNA, 4HNA, 5HNA, 6HNA, and 5Cl6HNA, resp.) was investigated in the solid and gaseous phases by means of a variety of exptl. and computational chem. techniques. The mol. and crystal structures of the 2HNA, 4HNA, 6HNA, and 5Cl6HNA solid forms used in this study were determined by single crystal X-ray diffraction at 293 ± 2 K. The 2HNA, 4HNA, and 5Cl6HNA samples were monoclinic (space groups: P21/n for 2HNA and P21/c for 4HNA and 5Cl6HNA), and that of 6HNA was found to be triclinic (space group: P1)̅. The 2HNA sample investigated corresponds to a new polymorphic form of this compound The 2HNA, 4HNA, 6HNA, and 5Cl6HNA mols. crystallize as oxo tautomers exhibiting N-H and Cring=O bonds. This is also supported by the observation of bands typical of N-H and Cring=O stretching frequencies in the corresponding FT-IR spectra. The absence of these bands in the spectrum of 5HNA indicates that a hydroxy tautomer with an unprotonated N heteroatom and a Cring-OH bond is likely to be present in this case. Results of theor. calculations carried out at the G3MP2 and CBS-QB3 levels of theory suggest that in the ideal gas phase, at 298.15 K, 2HNA favors the oxo form, 4HNA prefers the hydroxy form, and no strong dominance of one of the two tautomers exists in the case of 6HNA and 5Cl6HNA. The standard molar enthalpies of formation of 2HNA, 4HNA, 5HNA, 6HNA, and 5Cl6HNA in the crystalline state, at 298.15 K, ΔfHmo(cr), were determined by micro combustion calorimetry. The corresponding enthalpies of sublimation, ΔsubHmo, were also derived from vapor pressure vs. temperature measurements by the Knudsen effusion method. The obtained ΔfHmo(cr) and ΔsubHmo values led to the enthalpies of formation of 2HNA, 4HNA, 5HNA, 6HNA, and 5Cl6HNA in the gaseous phase. These were discussed together with the corresponding predictions by the B3LYP/cc-pVTZ, B3LYP/aug-cc-pVTZ, G3MP2, and CBS-QB3 methods on the basis of isodesmic or atomization reactions. The exptl. “”stability”” order (more stable meaning a more neg. ΔfHmo(g) value) found was 5Cl6HNA > 2HNA > 6HNA > 4HNA > 5HNA, and it was accurately captured by the CBS-QB3 and G3MP2 methods, which give 5Cl6HNA > 2HNA ∼ 6HNA > 4HNA > 5HNA, irresp. of the use of isodesmic or atomization reactions. In contrast, only when well-balanced isodesmic reactions were considered did the DFT results agree with the exptl. ones. The picture that emerged from the structural and energetic studies carried out in this work was also discussed in light of that typical of hydroxypyridines, which are generally regarded as the archetype systems for the study of the hydroxy ↔ oxo tautomerization in N-heterocyclic compounds

I hope my short article helps more people learn about this compound(5-Hydroxynicotinic acid)Recommanded Product: 5-Hydroxynicotinic acid. Apart from the compound(27828-71-3), you can read my other articles to know other related compounds.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Discovery of heterocycle-containing α-naphthoflavone derivatives as water-soluble, highly potent and selective CYP1B1 inhibitors, published in 2021-01-01, which mentions a compound: 27828-71-3, mainly applied to trimethoxy alpha naphthoflavone docking SAR solubility CYP1B1 inhibitor; CYP1 enzymes; CYP1B1 inhibitors; SARs; α-Naphthoflavone derivatives, Related Products of 27828-71-3.

A set of forty-six 6,7,10-trimethoxy-α-naphthoflavone derivatives I [R = 2-furyl, 2-chloro-4-pyridyl, 5-bromo-2-pyridyl, etc.] was synthesized and screened against CYP1 enzymes, leading to the identification of fluorine-containing compound I [R = 5-bromo-2-pyridyl] as the most potent and selective CYP1B1 inhibitor (IC50 value of 0.07 nM), being 84-fold more potent than that of the template mol. ANF. Alternatively, the amino-substituted derivative I [R = 4-amino-3-pyridyl] not only possessed a potent inhibitory effect on CYP1B1 (IC50 value of 0.98 nM), but also had a substantially increased water solubility as compared with the lead ANF. The current study expanded the structural diversity of CYP1B1 inhibitors and compound I [R = 4-amino-3-pyridyl] could be considered as a promising starting point with great potential for further studies.

I hope my short article helps more people learn about this compound(5-Hydroxynicotinic acid)Related Products of 27828-71-3. Apart from the compound(27828-71-3), you can read my other articles to know other related compounds.

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

Recommanded Product: 5-Hydroxynicotinic acid. 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 Syntheses, structures of manganese/cadmium/ferrous complexes and magnetic property of manganese complex with the ligand 5-hydroxynicotinic acid. Author is Yang, Jun; Chen, Hong-Ji; Lo, Tsz Ho.

Three new coordination polymers, namely [Mn2(5-hydroxonicotinato)2], [Cd2(5-hydroxonicotinato)2], and [Fe2(5-hydroxonicotinato)2], were synthesized under hydrothermal conditions and characterized structurally by single-crystal x-ray diffraction. The structure of compound 1 can be described as a 3D metal-organic framework which is constructed by two kinds of crystallog. unique Mn cations and one kind of μ6-5-hydroxonicotinato bridging ligand, featuring a 6,6-connected {3.410·64}{49·66} topol. structure. Taking Cd and Fe ions in place of Mn ions, resp., two new compounds 2 and 3 are successfully obtained which are isostructural with 1. In addition, the magnetic property of compound 1 was studied.

I hope my short article helps more people learn about this compound(5-Hydroxynicotinic acid)Recommanded Product: 5-Hydroxynicotinic acid. Apart from the compound(27828-71-3), you can read my other articles to know other related compounds.

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

Recommanded Product: 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 Energetics and Structure of Hydroxynicotinic Acids. Crystal Structures of 2-, 4-, 6-Hydroxynicotinic and 5-Chloro-6-hydroxynicotinic Acids. Author is Santos, Rui C.; Figueira, Rita M. B. B. M.; Piedade, M. Fatima M.; Diogo, Herminio P.; Minas da Piedade, Manuel E..

The relationship between energetics and structure in 2-, 4-, 5-, and 6-hydroxynicotinic and 5-chloro-6-hydroxynicotinic acids (2HNA, 4HNA, 5HNA, 6HNA, and 5Cl6HNA, resp.) was investigated in the solid and gaseous phases by means of a variety of exptl. and computational chem. techniques. The mol. and crystal structures of the 2HNA, 4HNA, 6HNA, and 5Cl6HNA solid forms used in this study were determined by single crystal X-ray diffraction at 293 ± 2 K. The 2HNA, 4HNA, and 5Cl6HNA samples were monoclinic (space groups: P21/n for 2HNA and P21/c for 4HNA and 5Cl6HNA), and that of 6HNA was found to be triclinic (space group: P1)̅. The 2HNA sample investigated corresponds to a new polymorphic form of this compound The 2HNA, 4HNA, 6HNA, and 5Cl6HNA mols. crystallize as oxo tautomers exhibiting N-H and Cring=O bonds. This is also supported by the observation of bands typical of N-H and Cring=O stretching frequencies in the corresponding FT-IR spectra. The absence of these bands in the spectrum of 5HNA indicates that a hydroxy tautomer with an unprotonated N heteroatom and a Cring-OH bond is likely to be present in this case. Results of theor. calculations carried out at the G3MP2 and CBS-QB3 levels of theory suggest that in the ideal gas phase, at 298.15 K, 2HNA favors the oxo form, 4HNA prefers the hydroxy form, and no strong dominance of one of the two tautomers exists in the case of 6HNA and 5Cl6HNA. The standard molar enthalpies of formation of 2HNA, 4HNA, 5HNA, 6HNA, and 5Cl6HNA in the crystalline state, at 298.15 K, ΔfHmo(cr), were determined by micro combustion calorimetry. The corresponding enthalpies of sublimation, ΔsubHmo, were also derived from vapor pressure vs. temperature measurements by the Knudsen effusion method. The obtained ΔfHmo(cr) and ΔsubHmo values led to the enthalpies of formation of 2HNA, 4HNA, 5HNA, 6HNA, and 5Cl6HNA in the gaseous phase. These were discussed together with the corresponding predictions by the B3LYP/cc-pVTZ, B3LYP/aug-cc-pVTZ, G3MP2, and CBS-QB3 methods on the basis of isodesmic or atomization reactions. The exptl. “”stability”” order (more stable meaning a more neg. ΔfHmo(g) value) found was 5Cl6HNA > 2HNA > 6HNA > 4HNA > 5HNA, and it was accurately captured by the CBS-QB3 and G3MP2 methods, which give 5Cl6HNA > 2HNA ∼ 6HNA > 4HNA > 5HNA, irresp. of the use of isodesmic or atomization reactions. In contrast, only when well-balanced isodesmic reactions were considered did the DFT results agree with the exptl. ones. The picture that emerged from the structural and energetic studies carried out in this work was also discussed in light of that typical of hydroxypyridines, which are generally regarded as the archetype systems for the study of the hydroxy ↔ oxo tautomerization in N-heterocyclic compounds

I hope my short article helps more people learn about this compound(5-Hydroxynicotinic acid)Recommanded Product: 5-Hydroxynicotinic acid. Apart from the compound(27828-71-3), you can read my other articles to know other related compounds.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Discovery of heterocycle-containing α-naphthoflavone derivatives as water-soluble, highly potent and selective CYP1B1 inhibitors, published in 2021-01-01, which mentions a compound: 27828-71-3, mainly applied to trimethoxy alpha naphthoflavone docking SAR solubility CYP1B1 inhibitor; CYP1 enzymes; CYP1B1 inhibitors; SARs; α-Naphthoflavone derivatives, Related Products of 27828-71-3.

A set of forty-six 6,7,10-trimethoxy-α-naphthoflavone derivatives I [R = 2-furyl, 2-chloro-4-pyridyl, 5-bromo-2-pyridyl, etc.] was synthesized and screened against CYP1 enzymes, leading to the identification of fluorine-containing compound I [R = 5-bromo-2-pyridyl] as the most potent and selective CYP1B1 inhibitor (IC50 value of 0.07 nM), being 84-fold more potent than that of the template mol. ANF. Alternatively, the amino-substituted derivative I [R = 4-amino-3-pyridyl] not only possessed a potent inhibitory effect on CYP1B1 (IC50 value of 0.98 nM), but also had a substantially increased water solubility as compared with the lead ANF. The current study expanded the structural diversity of CYP1B1 inhibitors and compound I [R = 4-amino-3-pyridyl] could be considered as a promising starting point with great potential for further studies.

I hope my short article helps more people learn about this compound(5-Hydroxynicotinic acid)Related Products of 27828-71-3. Apart from the compound(27828-71-3), you can read my other articles to know other related compounds.

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

Recommanded Product: 5-Hydroxynicotinic acid. 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 Syntheses, structures of manganese/cadmium/ferrous complexes and magnetic property of manganese complex with the ligand 5-hydroxynicotinic acid. Author is Yang, Jun; Chen, Hong-Ji; Lo, Tsz Ho.

Three new coordination polymers, namely [Mn2(5-hydroxonicotinato)2], [Cd2(5-hydroxonicotinato)2], and [Fe2(5-hydroxonicotinato)2], were synthesized under hydrothermal conditions and characterized structurally by single-crystal x-ray diffraction. The structure of compound 1 can be described as a 3D metal-organic framework which is constructed by two kinds of crystallog. unique Mn cations and one kind of μ6-5-hydroxonicotinato bridging ligand, featuring a 6,6-connected {3.410·64}{49·66} topol. structure. Taking Cd and Fe ions in place of Mn ions, resp., two new compounds 2 and 3 are successfully obtained which are isostructural with 1. In addition, the magnetic property of compound 1 was studied.

I hope my short article helps more people learn about this compound(5-Hydroxynicotinic acid)Recommanded Product: 5-Hydroxynicotinic acid. Apart from the compound(27828-71-3), you can read my other articles to know other related compounds.

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