Archives for Chemistry Experiments of Phthalazine

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Reduction of Heterocycles with Nickel-Aluminum Alloy

Pyrazines, pyridazines, isoxazoles, oxazole, 4-methylpyrimidine, and indole are reduced by nickel-aluminum alloy in potassium hydroxide solution.The reaction is simple to carry out and does not require special apparatus or hydrogen atmospheres.The products were the fully hydrogenated species although benzene rings were not attacked. 4-Methylpyrimidine gave 1,3-diaminobutane and oxazole gave 2-(methylamino)ethanol.It was found that the reaction frequently exhibited an induction period.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N269 – PubChem

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Thermochemical and Theoretical Studies of Some Benzodiazines

The standard molar enthalpies of formation of quinoxaline, quinazoline and phthalazine at 298.15 K in the gaseous state have been determined from the standard molar enthalpies of combustion of the crystalline solids and the respective enthalpies of sublimation: quinoxaline, 240.3 +/- 3.3 kJ mol-1; quinazoline, 243.1 +/- 2.7 kJ mol-1; phthalazine, 329.9 +/- 3.3 kJ mol-1.Ab initio full geometry optimizations at the 3-21G and 6-31G* levels were also performed for these molecules.MP2/RHF/3-21G//3-21G energies were calculated for all isomers, and used to estimate their isodesmic resonance energies.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N411 – PubChem

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Highly efficient and robust molecular water oxidation catalysts based on ruthenium complexes

Two monomeric ruthenium molecular catalysts for water oxidation have been prepared, and both of them show high activities in pH 1.0 aqueous solutions, with an initial rate of over 1000 turnover s-1 by complex 1, and a turnover number of more than 100 000 by complex 2. This journal is

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Phthalazine – Wikipedia,
Phthalazine | C8H6N472 – PubChem

A new application about Phthalazine

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Design of Hedgehog pathway inhibitors for cancer treatment

Hedgehog (Hh) signaling is involved in the initiation and progression of various cancers and is essential for embryonic and postnatal development. This pathway remains in the quiescent state in adult tissues but gets activated upon inflammation and injuries. Inhibition of Hh signaling pathway using natural and synthetic compounds has provided an attractive approach for treating cancer and inflammatory diseases. While the majority of Hh pathway inhibitors target the transmembrane protein Smoothened (SMO), some small molecules that target the signaling cascade downstream of SMO are of particular interest. Substantial efforts are being made to develop new molecules targeting various components of the Hh signaling pathway. Here, we have discussed the discovery of small molecules as Hh inhibitors from the diverse chemical background. Also, some of the recently identified natural products have been included as a separate section. Extensive structure-activity relationship (SAR) of each chemical class is the focus of this review. Also, clinically advanced molecules are discussed from the last 5 to 7 years. Nanomedicine-based delivery approaches for Hh pathway inhibitors are also discussed concisely.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N54 – PubChem

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Understanding “on-water” catalysis of organic reactions. Effects of H+ and Li+ ions in the aqueous phase and nonreacting competitor H-bond acceptors in the organic phase: On H2O versus on D2O for Huisgen cycloadditions

For a typical Huisgen cycloaddition, carried out on water, the behavior of water molecules at the oil-water interface depended on the properties of the reactants. With weakly basic reactants, a small quantity of added H+ (HClO4, 0.0001-0.01 M) present in the aqueous phase had negligible effects, but larger quantities of H+ (HClO4, 0.1-3.0 M) increased the catalytic effect and caused protons to cross the water-organic interface and affect the products. Added Li+ ions (LiClO4, 0.1-3.0 M) had no effect for on-water reactions but enhanced the rates and endo products for in-water reactions. For these cycloaddition reactions, the product endo:exo ratios, when compared to those in organic solvents, can be used to distinguish between the on-water and in-water modes. Comparisons of organic reactions on H2O and on D2O indicate that on-water catalysis ranges from weak to strong trans-phase H-bonding for reactants with basic pKa < ca. -6 and to interfacial proton transfer for reactants with higher basic pKa > ca. 2 (pKa of conjugate acid). Water shows a chameleon-type response to organic molecules at hydrophobic surfaces.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N90 – PubChem

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Fractal SERS nanoprobes for multiplexed quantitative gene profiling

Quantitative analysis is critical for biological and chemical sensing applications, yet still remains a great challenge in surface-enhanced Raman spectroscopy (SERS). Here we report the development of a novel fractal SERS nanoprobe with robust internal calibration standard and high multiplexing capability for ultrasensitive detection of DNA and microRNA. This fractal SERS nanoprobe consists of a solid Au core of ~13 nm, an inner hollow gap of ~1 nm, and a stellate outer shell. The inner hollow gap enables the embedding of Raman tags that can serve as a self-calibrating internal standard to effectively correct the fluctuations of samples and measuring conditions. The outer shell morphology is highly tunable, which provides distinct SERS enhancement and enables a reproducible quantitative measurement of nucleic acids down to femtomolar level. In addition, the flexibility of encoding crosstalk-free Raman tag molecules makes such SERS sensor particularly attractive for multiplexed bioassays. This technique is simple, reliable, and of wide applicability to various genomic screening and diagnostic applications.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N475 – PubChem

Extended knowledge of Phthalazine

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Preparation and properties of phosphoric acid doped sulfonated poly(tetra phenyl phthalazine ether sulfone) copolymers for high temperature proton exchange membrane application

Phosphoric acid-doped sulfonated poly(tetra phenyl phthalazine ether sulfone) (PA-SPTPPES) copolymers were successfully synthesized by the 4,4?-dihydroxydiphenylsulfone with 1,2-bis(4-fluorobenzoyl)-3,4,5,6- tetraphenylbenzene (BFBTPB) and 4,4?-difluorodiphenylsulfone in sulfolane. Poly(tetra phenyl phthalazine ether sulfone)s (PTPPESs) were prepared via an intramolecular ring-closure reaction of dibenzoylbenzene of precursor and hydrazine. The sulfonated poly(tetra phenyl phthalazine ether sulfone) (SPTPPES) membranes were obtained by sulfonation under concentrated sulfuric acid, and followed phosphoric acid-doped by immersion in phosphoric acid. Different contents of doped and sulfonated unit of PA-SPTPPES (10, 15, 20 mol% of BFBTPB) were studied by FT-IR, 1H NMR spectroscopy, and thermo gravimetric analysis (TGA). The ion exchange capacity (IEC) and proton conductivity of SPTPPESs and PA-SPTPPESs were evaluated with increase of degree of sulfonation and doping level. The PA-SPTPPESs membranes exhibit proton conductivities (80 C, relative humidity 30%) of 41.3 ? 74.1 mS/cm and the maximum power densities of PA-SPTPPES 10, 15, and 20 were about 294, 350, and 403 mW/cm 2. Copyright

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Phthalazine – Wikipedia,
Phthalazine | C8H6N396 – PubChem

Brief introduction of Phthalazine

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Visible-light-mediated photoredox decarbonylative Minisci-type alkylation with aldehydes under ambient air conditions

Visible-light-induced photoredox decarbonylative C-C bond formation with aldehydes is described for the first time. Minisci-type alkylation reactions of N-heteroarenes proceed smoothly at ambient temperature with air as the sole oxidant. The present sustainable protocol uses readily available organofluorescein as a photocatalyst, cheap and green oxidant and a sustainable power source, thus featuring potential for applications in late-stage modification of valuable molecules.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N477 – PubChem

Some scientific research about 6-Amino-2,3-dihydrophthalazine-1,4-dione

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Prediction of direct chemiluminescence behavior of organic compounds in liquid phase based on QSPR method

Based on the quantitative structure-property relationship study, molecular topological index was used to construct a discriminate function of chemiluminescence with linear discriminant analysis. The proposed discriminate function was applied to theoretically predict the chemiluminescence behavior of 256 organic compounds when reacted with common oxidant in liquid phase with a success probability of higher than 94.5%. The present work would give an idea to quickly develop a suitable direct chemiluminescent analytical method in a very simple way.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N593 – PubChem

Extended knowledge of 6-Amino-2,3-dihydrophthalazine-1,4-dione

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Diselenide-containing nonionic gemini polymeric micelles as a smart redox-responsive carrier for potential programmable drug release

Redox-responsive polymeric micelles carriers have been developing rapidly in recent years. Despite great achievements having been made, the acute defects of low drug loading content and drug loading efficiency, weak sensitivity to redox environment of tumor tissue, limited stability in the circulation fluids and less programmable release hinder their further applications. In this work, a sort of diselenide-containing nonionic gemini polymeric micelles carriers (PEG-Gn, n = 8, 12, 16) was synthesized. The resultant micelles of PEG-G12 have a small average size (less than 100 nm), high drug loading efficiency (77%) and acceptable drug loading content (7.1%), which may be attributed to their gemini structure with a lower critical micelle concentration and a larger average minimum area per polymer molecules of micelles. In addition, PEG-G12 can smartly judge the redox environment to release the loaded drugs. In vitro release experiments showed that the indometacin-loaded polymeric micelles could hold the drugs in the circulation fluids in 0.02 mM 1,4-dithiothreitol (only 27% release in 24 h) and release the drugs rapidly and sufficiently in 10 mM 1,4-dithiothreitol (82% in 24 h). More interestingly, these indometacin-loaded micelles could first respond to the reactive oxygen species and then to the 1,4-dithiothreithol, achieving a programmable release of indometacin. We expect that this work could provide a versatile platform for the next generation of redox-responsive polymeric micelles carriers with better comprehensive performances.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N633 – PubChem