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Electron-transfer Reactions. I. The Application of Derivative Linear-sweep Voltammetry for the Determination of the Rate Constants for Electron Transfer between Two Different Organic Anion Radicals

The kinetic of homogeneous electron-transfer reactions between different anion radicals, A-. and B-. can be conveniently studied by derivative linear-sweep voltammetry under conditions where the dianions, B2-, are rapidly protonated. The method involves measurements of the ratio, R’I(A/B) = I’A/I’B, where I’A and I’B are the maximum values of dI/dt for the reduction of A and B, at different sweep rates for solutions containing both substrates.Working curves have been calculated by digital simulation for the concentration ratios, C0B/C0A = 1, 2, 5 and 10.The approximate kinetic range of the method is given by expression (ii). 104 < k1/(dm3 mol-1 s-1) < 108 (ii) The application of this type of measurement is illustrated by the electron transfer from the anion radicals, A-., of several aromatic compounds to the anion radicals, B-., of azobenzene and 4,4'-dimethylazobenzene.The fit of the experimental data to the working curves is generally excellent for substrates having similar diffusion coefficients.The measured rate constants vary from 2.5x106 dm3 mol-1 s-1, for A = phthalazine and B = azobenzene, to 2.7x104 dm-3 mol-1 s-1, for A = anthracene and B = 4,4'-dimethylazobenzene. We¡¯ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 253-52-1, and how the biochemistry of the body works.Application In Synthesis of Phthalazine

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Phthalazine – Wikipedia,
Phthalazine | C8H6N199 – PubChem

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Photochemical Reactions of Phthalazine in 2-Propanol

Phthalazine undergoes dual photoreactions to simultaneously give two photoproducts, 1,2-dihydrophthalazine (1) and 1,1′,2,2′-tetrahydro-1,1′-biphthalazine (2), upon ultraviolet light irradiation in 2-propanol under nitrogen.There occurs neither photochemical nor thermal interconversion between 1 and 2; these compounds are formed independently from a common intermediate through different reaction pathways.The results of quenching and sensitization experiments for both the reactions and the phosphorescence emission show that the lowest excited singlet and triplet states of phthalazine participate in the formation of 1 and 2, respectively.The observed photochemical behaviors under various conditions lead us to propose a reaction mechanism: Phthalazine is photoreduced in the S1 state to form 1,2-dihydro-1-phthalazinyl radical.The resulting radical in a solvent cage undergoes a subsequent hydrogen abstraction to form 1.On the other hand, the same radical produced in the T1 state escapes from the solvent cage to cause a dimerization which affords 2.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N202 – PubChem

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Tuning the Photophysical Properties of Push-Pull Azaheterocyclic Chromophores by Protonation: A Brief Overview of a French-Spanish-Czech Project

Conjugated push-pull molecules that incorporate nitrogen heterocycles as electron-withdrawing units are interesting materials because of their luminescence properties. These chromophores can be easily and reversibly protonated at the nitrogen atom of the heterocyclic ring and this can cause dramatic color changes. White and multi-color photoluminescence both in solution and in the solid state can be obtained by an accurate control of the amount of acid. Thus, with a suitable design these compounds have potential applications in the development of colorimetric pH sensors and the fabrication of OLEDs based on only one material. We provide here a brief overview of our collaborative efforts made in this area.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N19 – PubChem

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Synthesis and optical properties of a series of pyrrolopyridazine derivatives: Deep blue organic luminophors for electroluminescent devices

We describe a systematic study of a series of eight blue light-emitting molecules which can be prepared in one step from inexpensive commercial starting materials. The relative luminescence quantum yield can be as high as 84% and the heterocycles are luminescent in the condensed state, either as solids or as oils, indicating that there is no self-quenching in this system. The last observation augurs well for these heterocycles being useful in the fabrication of deep blue light-emitting devices.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N108 – PubChem

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Selective chemiluminescence method for monitoring of vitamin K homologues in rheumatoid arthritis patients

Vitamin K is a fat-soluble vitamin involved in blood coagulation and bone metabolism. The detection and monitoring of vitamin K homologues in rheumatoid arthritis (RA) patients is a challenging problem due to the smaller concentrations of vitamin K and the presence of several interfering medications. Therefore, this study aimed to develop a new highly sensitive and selective chemiluminescence (CL) method designated to quantify vitamin K homologues in plasma of RA patients including phylloquinone (PK, vitamin K1), menaquinone-4 (MK-4, vitamin K2) and menaquinone-7 (MK-7, vitamin K2). The method was based on the unique photochemical properties of vitamin K homologues that were exploited for selective luminol CL reaction. The correlation coefficients of 0.998 or more were obtained in the concentration ranges of 0.1-100 ng mL-1 vitamin K homologues. The detection limits were 0.03-0.1 ng mL-1 in human plasma for vitamin K homologues. The developed HPLC-CL system was successfully applied for selective determination of vitamin K homologues in plasma of RA patients. The developed method may provide a useful tool for monitoring vitamin K homologues in different clinical studies such as RA, osteoporosis and hepatocellular carcinoma in which vitamin K is intervented.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N522 – PubChem

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Measurement of the quantum yield of triplet formation and short triplet lifetimes by the transient grating technique

A transient grating method for measuring the quantum yield of triplet formation (Phiisc) and lifetimes of short-lived triplet states is proposed.The method is based on a measurement of time dependence of a thermal grating signal with a nanosecond pulsed laser and a cw probe laser.The validity of the method is demonstrated by determining Phiisc of a number of molecules whose Phiisc are known.Advantages and limitations of this method are discussed in detail.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N442 – PubChem

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Benzodiazines: Recent synthetic advances

Benzodiazines (diazonaphthalenes with both nitrogens in the same ring)-cinnolines (1,2-benzodiazine), quinazolines (1,3-benzodiazine), phthalazines (2,3-benzodiazine) and quinoxalines (1,4-benzodiazine)-are important class of compounds with broad biological properties and wide application in pharmaceutical as well as agrochemical arenas. These diazaheterocycles are present in a wide variety of bioactive natural products as well as synthetic molecules that are good drug candidates constituting key structural units responsible for their pronounced therapeutic activities. Their rapidly growing uses and applications in medicinal and agrochemical arenas prompt the researchers for further studies on this important group of compounds. In this review, we hope to provide a brief overview of the important general methodologies and recent developments towards their synthesis and open the door for further progress in this area.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N283 – PubChem

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SERS Sensors: Recent Developments and a Generalized Classification Scheme Based on the Signal Origin

Owing to its extreme sensitivity and easy execution, surface-enhanced Raman spectroscopy (SERS) now finds application for a wide variety of problems requiring sensitive and targeted analyte detection. This widespread application has prompted a proliferation of different SERS-based sensors, suggesting the need for a framework to classify existing methods and guide the development of new techniques. After a brief discussion of the general SERS modalities, we classify SERS-based sensors according the origin of the signal. Three major categories emerge from this analysis: surface-affinity strategy, SERS-tag strategy, and probe-mediated strategy. For each case, we describe the mechanism of action, give selected examples, and point out general misconceptions to aid the construction of new devices. We hope this review serves as a useful tutorial guide and helps readers to better classify and design practical and effective SERS-based sensors.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N173 – PubChem

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Diastereoselective three-component vinylogous mannich reaction of nitrogen heterocycles, Acyl/Sulfonyl chlorides, and Silyloxyfurans/pyrroles

A one-step, 3-component vinylogous Mannich reaction of trimethylsilyloxyfuran or N-protected tert-butyldimethylsilyloxypyrrole with a variety of nitrogen-containing heterocycles in the presence of diverse electrophiles is described. The reaction products were generally obtained in high yields and as a single diastereoisomer having the (R*,R*) relative configuration based on crystallographic studies of several derivatives. Several azaheterocycles were successfully used for this reaction, such as isoquinolines, quinoline, phenanthridine, quinazoline, phthalazine, and beta-carboline, and electrophiles included acetyl chloride, methyl chloroformate, methyl chloromalonate, 2-bromobutanoyl chloride, and arylsulfonyl chlorides. The products of the vinylogous Mannich reactions were subjected to further transformations, leading to highly functionalized and stereochemically defined tetracyclic derivatives that are valuable building blocks for the preparation of natural products or medicinal agents.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N209 – PubChem

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Stabilizers of edaravone aqueous solution and their action mechanisms. 1. Sodium bisulfate

Edaravone (3-methyl-1-phenyl-2-pyrazolin-5-one) has been used as a free radical scavenging drug for the treatment of acute ischemic stroke in Japan since 2001. Edaravone is given to patients intravenously; therefore, it is distributed in the form of an aqueous solution. However, aqueous solutions of edaravone are very unstable because it is present as edaravone anion, which is capable of transferring an electron to free radicals including oxygen, and becomes edaravone radical. We observed the formation of hydrogen peroxide and edaravone trimer when aqueous edaravone solution was kept at 60 C for 4 weeks. We proposed the mechanism of edaravone trimer formation from edaravone radicals. Lowering the pH and deoxygenation can effectively increase the stability of aqueous edaravone solution, since the former reduces edaravone anion concentration and the latter inhibits edaravone radical formation. Addition of sodium bisulfite partially stabilized aqueous edaravone solutions and partially inhibited the formation of edaravone trimer. Formation of bisulfite adduct was suggested by 13C NMR and HPLC studies. Therefore, the stabilizing effect of sodium bisulfite is ascribed to the formation of a bisulfite adduct of edaravone and, consequently, reduction in the concentration of edaravone anion.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N640 – PubChem