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Organometallic complexes of functionalized chelating azines

Organometallic compounds of the chelating azines containing carbonyl, hydroxyl, thiol, selenol, amino, imino, phosphino, thienyl, indolyl, carbazolyl, pyrazolyl, imidazolyl, 1,2,3-triazolyl, and N-heterocyclic carbene functionalities are reviewed. Synthesis and coordination modes, the role of the discussed compounds in catalysis, materials chemistry, photochemistry, and microbiology are highlighted.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N378 – PubChem

Simple exploration of Phthalazine

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Photoredox/Br¡ãnsted Acid Co-Catalysis Enabling Decarboxylative Coupling of Amino Acid and Peptide Redox-Active Esters with N-Heteroarenes

An iridium photoredox catalyst in combination with a phosphoric acid catalyzes the decarboxylative alpha-aminoalkylation of natural and unnatural alpha-amino acid-derived redox-active esters (N-hydroxyphthalimide esters) with a broad substrate scope of N-heteroarenes at room temperature under irradiation. Dipeptide- and tripeptide-derived redox-active esters are also amenable substrates to achieve decarboxylative insertion of a N-heterocycle at the C-terminal of peptides, yielding molecules that have potential medicinal applications. The key factors for the success of this reaction are the following: use of a photoredox catalyst of suitable redox potential to controllably generate alpha-aminoalkyl radicals, without overoxidation, and an acid cocatalyst to increase the electron deficiency of N-heteroarenes.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N107 – PubChem

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Studies on Quinoline and Isoquinoline Derivatives. VI. Addition Reaction of Diketene with Isoquinolines in the Presence of Carboxylic Acids

The addition reaction of diketene in formic, acetic or propionic acid to isoquinoline afforded 1-acetonyl-2-acyl-1,2-dihydroisoquinoline (II) in satisfactory yields.Though no reaction of this type was observed to occur in quinoline, isoquinoline-like N-heteroaromatic compounds such as phthalazine and 1,6-naphthyridine underwent similar addition reactions to give the corresponding dihydro-acetonyl compounds.The above product II was easily convertible to benzoquinolizine derivatives.Keywords – diketene; mixed anhydride; isoquinoline; phthalazine; 1,6-naphthyridine; 1,2-dihydroisoquinoline

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Phthalazine – Wikipedia,
Phthalazine | C8H6N490 – PubChem

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Hydrolysis of Methionine-and Histidine-Containing Peptides Promoted by Dinuclear Platinum(II) Complexes with Benzodiazines as Bridging Ligands: Influence of Ligand Structure on the Catalytic Ability of Platinum(II) Complexes

Dinuclear platinum(II) complexes, [{Pt(en)Cl}2(mu-qx)]Cl2¡¤2H2O (1), [{Pt(en)Cl}2(mu-qz)](ClO4)2 (2), and [{Pt(en)Cl}2(mu-phtz)]Cl2¡¤4H2O (3), were synthesized and characterized by different spectroscopic techniques. The crystal structure of 1 was determined by single-crystal X-ray diffraction analysis, while the DFT M06-2X method was applied in order to optimize the structures of 1-3. The chlorido Pt(II) complexes 1-3 were converted into the corresponding aqua species 1a-3a, and their reactions with an equimolar amount of Ac-L-Met-Gly and Ac-L-His-Gly dipeptides were studied by 1H NMR spectroscopy in the pH range 2.0 < pH < 2.5 at 37C. It was found that, in all investigated reactions with the Ac-L-Met-Gly dipeptide, the cleavage of the Met-Gly amide bond had occurred, but complexes 2a and 3a showed lower catalytic activity than 1a. However, in the reactions with Ac-L-His-Gly dipeptide, the hydrolysis of the amide bond involving the carboxylic group of histidine was observed only with complex 1a. The observed disparity in the catalytic activity of these complexes is thought to be due to different relative positioning of nitrogen atoms in the bridging qx, qz, and phtz ligands and consequent variation in the intramolecular separation of the two platinum(II) metal centers. Do you like my blog? If you like, you can also browse other articles about this kind. Thanks for taking the time to read the blog about 253-52-1 Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N356 – PubChem

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Bidentate Lewis acid catalyzed inverse-electron-demand Diels-Alder reaction for the selective functionalization of aldehydes

The inverse-electron-demand Diels-Alder (IEDDA) reaction catalyzed by a bidentate Lewis acid was applied to enamines generated in situ from aldehydes. In general, a high functional group tolerance has been observed. Side reactions during the enamine forming step can limit the yield of the desired naphthalene. For citronellal as substrate, the initial intermediate after the catalyzed IEDDA reaction was trapped by an intramolecular Diels-Alder reaction to furnish a tricyclic compound. This scaffold represents the framework of natural products such as valerianoids A-C or the patchouli alcohol. Georg Thieme Verlag Stuttgart New York.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N393 – PubChem

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An Experimental and Theoretical Approach to Control Salt vs Cocrystal vs Hybrid Formation – Crystal Engineering of an E/ Z-Butenedioic Acid/Phthalazine System

The understanding and control of proton transfer reactions between acid-base pairs in the solid state are two of the main challenges for the crystal engineering community. The ability to control proton transfer reactions in the solid state enables a more selective preparation of cocrystals and salts, which facilitates the design of solid materials with specific physicochemical properties. In this study, an approach to control proton transfer reactions of an E-butenedioic acid/phthalazine cocrystal-salt (hybrid) system is presented, which allows the selective formation of its cocrystal and salt. In this approach the dominant intermolecular interactions between acid-base pairs are identified. Such interactions appear to be crucial for the inhibition or promotion of proton transfers in the solid state. For this, the relationship between these interactions and the so-called DeltapKa rule has been investigated.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N326 – PubChem

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NOVEL COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS THEREOF FOR THE TREATMENT OF INFLAMMATORY DISORDERS

The present invention discloses compounds according to Formula I: wherein Cy, R1, L1, R3, R4, R5, La, and Ra are as defined herein. Novel benzimidazoles according to Formula I, able to inhibit JAK are disclosed, these compounds may be prepared as a pharmaceutical composition, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, allergic diseases, inflammatory diseases, autoimmune diseases, proliferative diseases, transplantation rejection, diseases involving impairment of cartilage turnover, congenital cartilage malformations, and/or diseases associated with hypersecretion of IL6 or hypersecretion of interferons.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N11 – PubChem

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Fast Methods for Prediction of Aldehyde Oxidase-Mediated Site-of-Metabolism

Aldehyde Oxidase (AO) is an enzyme involved in the metabolism of aldehydes and N-containing heterocyclic compounds. Many drug compounds contain heterocyclic moieties, and AO metabolism has lead to failure of several late-stage drug candidates. Therefore, it is important to take AO-mediated metabolism into account early in the drug discovery process, and thus, to have fast and reliable models to predict the site of metabolism (SOM). We have collected a dataset of 78 substrates of human AO with a total of 89 SOMs and 347 non-SOMs and determined atomic descriptors for each compound. The descriptors comprise NMR shielding and ESP charges from density functional theory (DFT), NMR chemical shift from ChemBioDraw, and Gasteiger charges from RDKit. Additionally, atomic accessibility was considered using 2D-SASA and relative span descriptors from SMARTCyp. Finally, stability of the product, the metabolite, was determined with DFT and also used as a descriptor. All descriptors have AUC larger than 0.75. In particular, descriptors related to the chemical shielding and chemical shift (AUC = 0.96) and ESP charges (AUC = 0.96) proved to be good descriptors. We recommend two simple methods to identify the SOM for a given molecule: 1) use ChemBioDraw to calculate the chemical shift or 2) calculate ESP charges or chemical shift using DFT. The first approach is fast but somewhat difficult to automate, while the second is more time-consuming, but can easily be automated. The two methods predict correctly 93% and 91%, respectively, of the 89 experimentally observed SOMs.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N295 – PubChem

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Molecular Oxygen-Mediated Minisci-Type Radical Alkylation of Heteroarenes with Boronic Acids

The carbon-carbon bond formation via autoxidation of organoboronic acid using 1 atm of O2 is achieved in a simple, clean, and green fashion. The approach allows a technically facile and environmentally benign access to structurally diverse heteroaromatics with medicinally privileged scaffolds. The strategy also displays its practicality and sustainability in the resynthesis of marketed drugs Crestor and pyrimethamine.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N509 – PubChem

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Quinazoline pharmacophore in therapeutic medicine

This present study comprehensively expatiates the functionalized utilization of quinazoline scaffolds in drug development and furnishes latest updates in pharmacological appositeness of its derivatives in order to reveal novel pathways for therapeutic targets. It traverses numerous biological potentials of quinazoline in the contemporary time to allow researchers? unhindered access to the beneficial role of quinazoline in fighting infectious diseases for future drug discovery. This work provides broad overview of medicinal survey of quinazoline chemistry valuable in the discovery of more efficient clinical trials and to summarize the most promising molecular targets for drug design.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N27 – PubChem