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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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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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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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Phthalazine – Wikipedia,
Phthalazine | C8H6N209 – PubChem

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New preclinical development of a c-met inhibitor and its combined anti-tumor effect in c-met-amplified NSCLC

c-Met is a receptor tyrosine kinase with no commercially available product despite being a pivotal target in cancer progression. Unlike other c-Met inhibitors that fail clinically, ABN401 is a newly synthesized c-Met inhibitor that is not potentially degraded by aldehyde oxidase (AO) in human liver cytosol. This study aimed to determine the physicochemical stability, pharmacokinetics in beagle dogs, and therapeutic effect of ABN401 in a c-Met-amplified non-small-cell lung cancer (NSCLC) patient-derived xenograft (PDX) model. ABN401 was found to be a weak basic compound, with pKa and log P values of 7.49 and 2.46, respectively. It is poorly water-soluble but soluble at acidic pH. The accelerated storage stability is dependent on temperature, but the purity remains at over 97% after 6 months. The bioavailability is approximately 30% in dogs and it is highly efficient in the PDX model, achieving around 90% tumor growth inhibition in combination with erlotinib. These observations indicate that the compound is acceptable for the next phase of trials.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N110 – PubChem

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Organocatalytic diastereo- and enantioselective annulation reactions – Construction of optically active 1,2-dihydroisoquinoline and 1,2-dihydrophthalazine derivatives

(Chemical Equation Presented) Good to high conversions (70-100%) into optically active tri- or tetracyclic nitrogen-containing compounds 1 based on 1,2-dihydroisoquinolines and 1,2-dihydro-phthalazines proceed with high diastereoselectivity (d.r. ? 15:1) and good to excellent enantioselectivity (85-96% ee) in the presence of a chiral amine.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N153 – PubChem

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Boron Trifluoride-Assisted Ziegler-Zeiser Reaction of Perfluoroalkyllithiums. An Efficient Synthesis of Perfluoroalkylated Heterocycles

Quinoline, isoquinoline, quinaldine, phthalazine, and quinoxaline are all found to react smoothly with perfluoroalkyllithiums in the presence of BF3*OEt2, giving the corresponding perfluoroalkyllithium addition and/or substitution products in good yields.Perfluoroalkylation occurs at the carbon atom next to the nitrogen.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N454 – PubChem

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Short-lived excited triplet states studied by time-resolved EPR spectroscopy

In this review, we present an overview of the application of time-resolved electron paramagnetic resonance (TREPR) to the study of excited triplet states. After a brief discussion of background and experimental methods, triplet properties clarified by TREPR are reviewed to show how TREPR provides rich information about electronic and molecular structures and dynamic properties of the lowest excited triplet states. The review includes discussion of the properties of non-phosphorescent triplet states, various interactions (configurational, vibronic and spin-orbit) and triplet properties, molecular distortions, and triplet states related to excited-state proton transfer. For each topic, typical examples are taken mainly from work carried out in the authors’ laboratories in Kyoto and Sendai over the last two decades. Finally, recent new advances are reviewed briefly by focusing attention on two topics: excited triplet states in liquid solution and multiplet excited states generated by triplet-radical interactions.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N184 – PubChem

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N,N-coupled heterobicycles from cyclic hydrazine derivatives. Part 8: Synthesis of 3-imino substituted 1-thioxo-2,3,5,10-tetrahydro-[1,2,4]triazolo[1,2-b]phthalazines and 1-thioxo-5,10-dihydro-[1,3,4]thiadiazolo[3,4-b]phthalazines

The preparation of the mostly 3-arylimino substituted derivatives 4 of the hitherto unknown [1,3,4]thiadiazolo[3,4-b]phthalazine ring system succeeded by treatment of the related 2-thiocarbamoyl-1,2,3,4-tetrahydrophthalazines 2 with thiophosgene under mild conditions. The reaction of the 2 with arylisothiocyanates under heating yields the 2-aryl-1-thioxo-3-arylimino[1,2,4]triazolo[1,2-b]phthalazines 5.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N296 – PubChem

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Elucidation of the Mechanism of Silver-Catalyzed Inverse Electron-Demand Diels-Alder (IEDDA) Reaction of 1,2-Diazines and Siloxy Alkynes

Density functional theory (DFT) calculations were utilized to reveal the effect of highly efficient transition metal catalysis in inverse electron demand Diels-Alder (IEDDA) reactions. The silver-catalyzed IEDDA reactions of 1,2-diazines and siloxy alkynes were investigated to highlight the effect of the catalyst and its mode of action. Two different reaction pathways, concerted and stepwise, were explored as well as the uncatalyzed reaction. Computations elucidate the details of the highly efficient Ag catalyst in IEDDA reaction, and are consistent with previous experimental studies. The mode of action for the catalyst is fully revealed and its specific effect on the regioselectivity/specificity of the reaction is established.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N45 – PubChem