Archives for Chemistry Experiments of Phthalazine

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A Simple Synthesis of Heterocyclic Ring Systems Containing the 1,3-Oxazine Nucleus

An easy, one-step conversion of aldol adducts 1 into spiro-derivatives of partially hydrogenated <1,3>oxazino<2,3-a>isoquinoline 5, <1,3>oxazino<2,3-a>phthalazine 6 and <1,3>oxazino<3,2-a>quinoline 7 is reported.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N35 – PubChem

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Coumarin substituted pyrrolo-fused heterocyclic systems by 1,3-dipolar cycloadditon reactions

A variety of new pyrrolo-fused heterocyclic systems bearing a 3-carbonylchromen-2-one moiety on the pyrrole rings was obtained based on 1,3-dipolar cycloaddition reactions of corresponding cycloimmonium-ylides, generated in situ from the quaternary salts of several N-heterocycles with 3-(2-bromoacetyl)-2H-chromen-2-one, with electron-deficient alkynes. The synthetic strategies were both one-pot, three-component and classical multistep 1,3-dipolar cycloaddition reactions. The all newly synthesized compounds were structurally characterized by elemental analysis, IR and NMR spectroscopy. Graphical abstract: [Figure not available: see fulltext.]

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Phthalazine – Wikipedia,
Phthalazine | C8H6N346 – PubChem

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 3682-14-2, name is 6-Amino-2,3-dihydrophthalazine-1,4-dione, introducing its new discovery. Application In Synthesis of 6-Amino-2,3-dihydrophthalazine-1,4-dione

Naturally appearing N-feruloylserotonin isomers suppress oxidative burst of human neutrophils at the protein kinase C level

N-feruloylserotonin (N-f-5HT) isomers, isolated from seeds of Leuzea carthamoides (Wild) DC, inhibited dose-dependent oxidative burst in human whole blood and isolated neutrophils in vitro, which were measured by luminol- and/or isoluminol-enhanced chemiluminescence in the following rank order of stimuli: PMA > OpZ > calcium ionophore A23187. In isolated neutrophils that were stimulated with PMA, N-f-5HT isomers were effective against extracellular and intracellular reactive oxygen species. Liberation of ATP, analysis of apoptosis, and recombinant caspase-3 activity revealed that N-f-5HT isomers, used in concentrations up to 100 muM, did not alter the viability and integrity of isolated neutrophils. Western blot analysis documented that in concentrations of 10 and 100 muM, N-f-5HT isomers significantly decreased PMA-induced phosphorylation of PKC alpha/beta II. The results suggest that N-f-5HT isomers are an effective, naturally occurring substance with a potent pharmacological effect on the oxidative burst of human neutrophils. It should be further investigated for its pharmacological activity against oxidative stress in ischemia-reperfusion, inflammation and other pathological conditions. Copyright

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Phthalazine – Wikipedia,
Phthalazine | C8H6N611 – PubChem

Awesome and Easy Science Experiments about Phthalazine

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Adsorbate Photochemistry on a Colloid Surface: Phthalazine on Silver

Phthalazine adsorbed on colloidal silver surfaces is found to convert photochemically to a product in which the N=N bond of the molecule likely breaks to form an adsorbed species resembling an ortho-substituted benzene.The photochemical kinetics was studied using a simple flow cell.The photochemical rate constant was found to be large in the visible region of the spectrum, increasing toward the blue.We show, incidentally, that SERS spectra of phthalazine reported previously by us and by others were heavily contaminated by the spectral features of the photoproduct.Hence previous explanations of the unusual excitation wavelength and coverage dependence are incorrect.The photochemical reaction is found to be a one-photon process; hence, the large absorption cross section in the visible is likely due to a metal to molecule charge transfer transition. (Solution-phase phthalazine is transparent in the visible.) It is likely that a significant number of published SERS spectra of other molecules contain spectral features due to photoproducts.By using dynamic methods such as that described, one can avoid these complications.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N424 – PubChem

Properties and Exciting Facts About 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid

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PHTHALAZINONE DERIVATIVES

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Phthalazine – Wikipedia,
Phthalazine | C8H6N757 – PubChem

The important role of 6-Amino-2,3-dihydrophthalazine-1,4-dione

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Structure-Function Characteristics and Signaling Properties of Lipidated Peptidomimetic FPR2 Agonists: Peptoid Stereochemistry and Residues in the Vicinity of the Headgroup Affect Function

Formyl peptide receptor 2 (FPR2) plays important roles in inflammation. In the present study, 20 analogues of the FPR2-selective lipidated alpha-peptide/beta-peptoid agonist Lau-[(S)-Aoc]-[Lys-betaNPhe]6-NH2 were generated, which allowed two novel subclasses of more potent FPR2 agonists to be distinguished. Critical factors influencing FPR2 recognition comprise the presence of beta-peptoid phenylalanine-like residues (i.e., betaNPhe, betaNspe, or betaNrpe) in the peptidomimetic tail, configuration of the 2-Aminooctanoic acid (Aoc) in the headgroup, and the length of the N-Terminal fatty acid. Intriguingly, a single betaNrpe residue in the vicinity of the N-Terminus (i.e., Lau-[(S)-Aoc]-Lys-betaNrpe-[Lys-betaNPhe]5-NH2) proved to increase the agonist potency, whereas the betaNspe-containing analogue was a weak FPR2-selective antagonist. Another subclass displaying potent agonism comprised analogues possessing two alpha-Amino acids vicinal to the headgroup. The optimized FPR2-Activating lipidated peptidomimetics exhibited biased signaling: PLC-PIP2-Ca2+ signaling was activated, but without recruitment of beta-Arrestin or induction of chemotaxis. These FPR2-interacting compounds are considered to be useful tools in future studies of receptor-ligand interactions.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N568 – PubChem

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Synthesis of 3-aminopyrrolo[2,1-a]isoquinoline, 3-aminopyrrolo[2,1-a]phthalazine, and 7-aminopyrrolo[1,2-b]pyridazine derivatives

A simple route to 3-aminopyrrolo[2,1-a]isoquinoline, 3-aminopyrrolo[2,1-a]phthalazine, and 7-aminopyrrolo[1,2-b]pyridazine derivatives 8a, 8b and 11, respectively, is described, based on displacement of a chlorine atom in the appropriate precursors with benzylamine. The chloro-substituted precursors were prepared by using a tandem dichlorocarbene/cycloimmonium ylide approach.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N235 – PubChem

Properties and Exciting Facts About Phthalazine

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Bidentate Lewis Acid Catalyzed Domino Diels-Alder Reaction of Phthalazine for the Synthesis of Bridged Oligocyclic Tetrahydronaphthalenes

A domino process consisting of an inverse and a normal electron-demand Diels-Alder reaction is presented for the formation of bridged tri- and tetracyclic 1,2,3,4-tetrahydronaphthalenes catalyzed by a bidentate Lewis acid. The products were synthesized in a one-pot reaction from commercially available starting materials and contain up to six stereogenic centers. The tetrahydronaphthalenes were isolated as single diastereomers and are derivatives of phenylethylamine, which is well-known as a scaffold of amphetamine or dopamine.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N392 – PubChem

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A simple and cost-efficient technique to generate hyperpolarized long-lived 15N-15N nuclear spin order in a diazine by signal amplification by reversible exchange

Signal Amplification by Reversible Exchange (SABRE) is an inexpensive and simple hyperpolarization technique that is capable of boosting nuclear magnetic resonance sensitivity by several orders of magnitude. It utilizes the reversible binding of para-hydrogen, as hydride ligands, and a substrate of interest to a metal catalyst to allow for polarization transfer from para-hydrogen into substrate nuclear spins. While the resulting nuclear spin populations can be dramatically larger than those normally created, their lifetime sets a strict upper limit on the experimental timeframe. Consequently, short nuclear spin lifetimes are a challenge for hyperpolarized metabolic imaging. In this report, we demonstrate how both hyperpolarization and long nuclear spin lifetime can be simultaneously achieved in nitrogen-15 containing derivatives of pyridazine and phthalazine by SABRE. These substrates were chosen to reflect two distinct classes of 15N2-coupled species that differ according to their chemical symmetry and thereby achieve different nuclear spin lifetimes. The pyridazine derivative proves to exhibit a signal lifetime of ?2.5 min and can be produced with a signal enhancement of ?2700. In contrast, while the phthalazine derivative yields a superior 15 000-fold 15N signal enhancement at 11.7 T, it has a much shorter signal lifetime.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N372 – PubChem

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Inhibition of vertebrate aldehyde oxidase as a therapeutic treatment for cancer, obesity, aging and amyotrophic lateral sclerosis

The aldehyde oxidases (AOXs) are a small sub-family of cytosolic molybdo-flavoenzymes, which are structurally conserved proteins and broadly distributed from plants to animals. AOXs play multiple roles in both physiological and pathological processes and AOX inhibition is of increasing significance in the development of novel drugs and therapeutic strategies. This review provides an overview of the evolution and the action mechanism of AOX and the role of each domain. The review provides an update of the polymorphisms in the human AOX. This review also summarises the physiology of AOX in different organs and its role in drug metabolism. The inhibition of AOX is a promising therapeutic treatment for cancer, obesity, aging and amyotrophic lateral sclerosis.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N351 – PubChem