Tag: M.W:100-200

Category: catalyst-palladium. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Hydroxynicotinic acid, is researched, Molecular C6H5NO3, CAS is 27828-71-3, about Crystal structure of poly[bis(μ2-5-hydroxynicotinato-κ2 N:O 3)zinc]. Author is Wang, Wen-Bing; Xu, Shan-Shan; Chen, Hong-Ji.

The title coordination polymer, [Zn(C6H4NO3)2]n, was prepared under hydrothermal conditions by the reaction of zinc nitrate with 5-hydroxynicotinic acid in the presence of malonic acid. In the structure, the ZnII ion is coordinated by two carboxylate O atoms and two pyridine N atoms of four 5-hydroxynicotinate ligands in a distorted tetrahedral coordination environment. The μ2-bridging mode of each anion leads to the formation of a three-dimensional framework structure. Intermol. hydrogen bonds between the hydroxy groups of one anion and the non-coordinating carboxylate O atoms of neighboring anions consolidate the crystal packing.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《S.C.F.-M.O. calculations of heteroatomic systems with the variable-β approximation. II. Electronic spectra of hydroxy aza-aromatic molecules》. Authors are Nishimoto, Kichisuke; Forster, Leslie S..The article about the compound:Isoquinolin-6-olcas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1).Quality Control of Isoquinolin-6-ol. Through the article, more information about this compound (cas:7651-82-3) is conveyed.

cf. CA 64, 7527c. The spectra of the pyridinols, quinolinols, isoquinolinols, quinolones, and isoquinolones have been calculated by a variable-β procedure within the Pariser-Parr-Pople S.C.F. approximation The relative positions and intensities of the lower excited states in hydroxy aza-aromatics vary considerably with substituent position, and the calculations agree well with experiment The vector addition of spectroscopic moments leads to transition moments that differ little from those obtained directly from the S.C.F.-M.O. calculations 17 references.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 27828-71-3, is researched, SMILESS is O=C(O)C1=CN=CC(O)=C1, Molecular C6H5NO3Conference, Metab. Eff. Nicotinic Acid Its Deriv., Proc. Workshop called Comparison of the effect of nicotinic acid derivatives on in vitro lipolysis and in vivo lipid lowering, Author is Dalton, Colin; Quinn, Janie B.; Crowley, H. J.; Miller, O. Neal, the main research direction is nicotinate lipolysis; fluoronicotinate antilipolysis; cholesterol nicotinate; fatty acid serum nicotinate.Name: 5-Hydroxynicotinic acid.

Nicotinic acid (I) [59-67-6] showed greater in vitro antilipolytic against theophylline [58-55-9]-induced lipolysis in rat isolated fat cells than 20 I derivatives, but some antilipolytic activity was maintained in 8 substituted I derivatives such as 5-fluoronicotinic acid [402-66-4], 5-methylnicotinic acid [3222-49-9], and 5-aminonicotinic acid [24242-19-1]. Compounds active in vitro reduced serum free fatty acids and triglycerides in the fasted rat, and 5-fluoronicotinic acid was 3-4 times more active in this respect than I. I and 5-fluoronicotinic acid lowered serum cholesterol [57-88-5] 24 hr after injection in the fasted rat, and were effective in reducing norepinephrine [51-41-2]-elevated serum free fatty acids and glycerol [56-81-5] levels in the dog, with 5-fluoronicotinic acid having the longer duration of action.

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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, Dalton Transactions called Lithium cubane clusters as tetrahedral, square planar, and linear nodes for supramolecular assemblies, Author is Zhao, Xiang; Wu, Tao; Bu, Xianhui; Feng, Pingyun, which mentions a compound: 7651-82-3, SMILESS is OC1=CC2=C(C=NC=C2)C=C1, Molecular C9H7NO, Quality Control of Isoquinolin-6-ol.

The use of bifunctional ligands with phenol and pyridyl groups was found to promote the formation of Li cubane clusters [Li4L4(MeOH)4] (HL = pyridinols, quinolinols and isoquinolinols) intrinsically coded with specific preference for various H-bonding geometries including tetrahedral, square-planar, and linear modes through double, or even quadruple H bonding between adjacent nodes. The cubane clusters were characterized by crystal structure anal.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 7651-82-3, is researched, SMILESS is OC1=CC2=C(C=NC=C2)C=C1, Molecular C9H7NOJournal, Comparative Study, Article, Journal of Antibiotics called Cephalosporins having a heterocyclic catechol in the C3 side chain. II. Improvement of pharmacokinetic profile, Author is Iimura, Seiji; Imae, Kiyoto; Hasegawa, Toshifumi; Okita, Takaaki; Tamaoka, Masami; Murata, Shinji; Kamachi, Hajime; Kamei, Hideo, the main research direction is cephalosporin heterocyclic catechol preparation bactericide.Category: catalyst-palladium.

Cephalosporins I (R = H, Me; R1 = heterocyclic catechol] were synthesized. I (R = H, Me, R1 = 6,7-dihydroxyisoquinolin-2-yl) showed very high and prolonged blood levels after i.m. administration to mice and higher in vivo antibacterial activity than expected from their in vitro activity. I (R = H, R1 = 6,7-dihydroxyisoquinolin-2-yl) gave well-balanced in vitro and in vivo antibacterial spectra including anti-methicillin-resistant Staphylococcus aureus (MRSA) activity. I (R = Me, R1 = 6,7-dihydroxyisoquinolin-2-yl) also showed good in vitro and in vivo activities against Gram-pos. bacteria, especially against S. aureus A15036, a strain of MRSA, the in vivo activity being comparable to vancomycin but was lacking in anti-pseudomonal activity.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 27828-71-3, is researched, SMILESS is O=C(O)C1=CN=CC(O)=C1, Molecular C6H5NO3Conference, Metab. Eff. Nicotinic Acid Its Deriv., Proc. Workshop called Effect of nicotinic acid and ring-substituted analogs on the in vivo biosynthesis of cholesterol and fatty acids in rat liver, Author is Miller, O. Neal; Gutierrez, M.; Sullivan, Ann; Hamilton, J. G., the main research direction is nicotinate analog lipolysis; hydroxynicotinate lipolysis; cholesterol synthesis nicotinate derivative.Recommanded Product: 27828-71-3.

Of 24 nicotinic acid analogs tested, 2-hydroxynicotinate [609-71-2], 2-methylnicotinate [3222-56-8], and 5-chloronicotinate [22620-27-5] had greater in vivo fatty acid and cholesterol biosynthesis inhibitory activity than nicotinic acid [59-67-6] in rats.

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

Gilman, Henry; Gainer, Gordon C. published an article about the compound: Isoquinolin-6-ol( cas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1 ).HPLC of Formula: 7651-82-3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:7651-82-3) through the article.

cf. C.A. 41, 4152c. p-H2NC6H4Li (prepared from 0.66 mole BuLi and 0.22 mole p-B1C6H4NH2 in ether), treated with 0.44 mole isoquinoline in an equal volume of ether (at a rate to maintain refluxing), the mixture refluxed 12 hrs., and the orange residue in 40 cc. PhNO2 heated 1.5 hrs. at 190°, gives 67-70% 1-(p-aminophenyl)isoquinoline (I), m. 191-2°. 1-(p-Nitrophenyl)-3,4-dihydroisoquinoline (Rodinov and Yavorskaya, C.A. 35, 6592.5) (2 g.) and 1 g. Pd black, heated 2 hrs. at 190-200°, give 60% 1-(p-nitrophenyl)isoquinoline, m. 155-6°; reduction in absolute EtOH over Raney Ni at 95-100°/3 atm. gives 70% I. 5-Aminoisoquinoline (50 g.) and 39.9 g. (CH2Ac)2 give 83% 5-(2,5-dimethyl-1-pyrryl)isoquinoline (II), m. 83-4° (picrate, yellow, m. 174-5°); 4-isomer m. 77-8°, 97% [prepared with 2 moles (CH2Ac)2]. The following derivatives of isoquinoline were prepared by the method used for I: 1-p-tolyl, m. 71-2°, 55% crude yield; 1-(p-dimethylaminophenyl), m. 114.5-15°, 55% (picrate, scarlet-red, m. 220-1°); 1-[p-(2,5-dimethyl-1-pyrryl)phenyl], m. 159-60°, 45%; 1-(p-methoxyphenyl)-5-(2,5-dimethyl-1-pyrryl), dark red, viscous oil, b2 222-8°, 38%; 1-(p-mercaptophenyl), whose HCl salt was pale yellow, m. 271-2°. p-(2,5-Dimethyl-1-pyrryl)phenyllithium and II give 31% 1-[p-(2,5-dimethyl-1-pyrryl)phenyl]-5-(2,5-dimethyl-1-pyrryl)isoquinoline, m. 214-15°. 4-Bromoisoquinoline (10.5 g.), 5 g. CuSO4, 4.1 g. Cu bronze, and 31.3 g. NaOH in 17 cc. H2O, heated 12 hrs. at 210°, give 61% 4-hydroxyisoquinoline, m. 223° (picrate, yellow, m. 243-4°). p-BrC6H4NH2 (34.4 g.) and 30 g. Et2N(CH2)3Cl, heated 6 hrs. at 150-60°, give 52% p-(3-diethylaminopropylamino)phenylbromide (III), b0.2 135-7°, nD20 1.5530, d2020 1.178. p-BrC6H4NHSO2Ph (156 g.) and 41.5 g. K2CO3 at 150°, treated cautiously with 90 g. Et2N(CH2)3Cl and heated 6 hrs. at 150-60°, give 62% III; di-HCl salt m. 185-6°.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 27828-71-3, is researched, SMILESS is O=C(O)C1=CN=CC(O)=C1, Molecular C6H5NO3Journal, Article, Research Support, Non-U.S. Gov’t, Cell Chemical Biology called A Clickable APEX Probe for Proximity-Dependent Proteomic Profiling in Yeast, Author is Li, Yi; Tian, Caiping; Liu, Keke; Zhou, Ying; Yang, Jing; Zou, Peng, the main research direction is Saccharomyces proteomics APEX2 alkyne phenol; APEX2; RNA; bioorthogonal reaction; mass spectrometry; mitochondria; proteomics; proximity labeling; spatial transcriptomics; yeast.COA of Formula: C6H5NO3.

The engineered ascorbate peroxidase (APEX) is a powerful tool for the proximity-dependent labeling of proteins and RNAs in live cells. Although widely use in mammalian cells, APEX applications in microorganisms have been hampered by the poor labeling efficiency of its biotin-phenol (BP) substrate. In this study, we sought to address this challenge by designing and screening a panel of alkyne-functionalized substrates. Our best probe, Alk-Ph, substantially improves APEX-labeling efficiency in intact yeast cells, as it is more cell wall-permeant than BP. Through a combination of protein-centric and peptide-centric chemoproteomic experiments, we have identified 165 proteins with a specificity of 94% in the yeast mitochondrial matrix. In addition, we have demonstrated that Alk-Ph is useful for proximity-dependent RNA labeling in yeast, thus expanding the scope of APEX-seq. We envision that this improved APEX-labeling strategy would set the stage for the large-scale mapping of spatial proteome and transcriptome in yeast.

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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+.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 27828-71-3, is researched, Molecular C6H5NO3, about Green Conversion of CO2 and Propargylamines Triggered by Triply Synergistic Catalytic Effects in Metal-Organic Frameworks, the main research direction is metal organic framework green catalyst carbon dioxide propargylamine cyclization; CO2; MOFs; flue gas; green catalysis; synergism.Reference of 5-Hydroxynicotinic acid.

Cyclization of propargylamines with CO2 to obtain 2-oxazolidone heterocyclic compounds is an essential reaction in industry but it is usually catalyzed by noble-metal catalysts with organic bases as co-catalysts under harsh conditions. We have synthesized a unique CuI/CuII mixed valence copper-based framework {[(CuI6I5)Cu3IIL6(DMA)3](NO3)·9DMA}n (1) with good solvent and thermal stability, as well as a high d. of uncoordinated amino groups evenly distributed in the large nanoscopic channels. Catalytic experiments show that 1 can effectively catalyze the reaction of propargylamines with CO2, and the yield can reach 99 %. The turnover frequency (TOF) reaches a record value of 230 h-1, which is much higher than that of reported noble-metal catalysts. Importantly, this is the first report of heterogeneously catalyzed green conversion of propargylamines with CO2 without solvents and co-catalysts under low temperature and atm. pressure. A mechanistic study reveals that a triply synergistic catalytic effect between CuI/CuII and uncoordinated amino groups promotes highly efficient and green conversion of CO2. Furthermore, 1 directly catalyzes this reaction with high efficiency when using simulated flue gas as a CO2 source.

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