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Reactions of Phthalazinium-2-(unsubstituted methanide) and -2-dicyanomethanide 1,3-Dipoles with Alkene and Alkyne Dipolarophiles: Stereochemistry and Secondary Reactions: Substituted Pyrrolo[2,1-a]phthalazines

Phthalazinium-2-methanide 1,3-dipoles display stereospecific cycloadditions with alkene dipolarophiles; the products may vary from pure endo to pure exo adducts or mixtures of both, and the cycloadducts from both alkenes and alkynes may undergo further in situ oxidations, dehydrocyanations or H-tautomerisations.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N92 – PubChem

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Role of ligands in catalytic water oxidation by mononuclear ruthenium complexes

Since first reported in 2005, mononuclear ruthenium water oxidation catalysts have attracted a great deal of attention due to their catalytic performance and synthetic flexibility. In particular, ligands coordinated to a Ru metal centre play an important role in the catalytic mechanisms, exhibiting significant impact on catalyst efficiency, stability and activity towards water oxidation. This review focuses on finding possible correlations between the ligand effects and activity of mononuclear Ru aqua and non-aqua complexes as water oxidation catalysts. The ligand effects highlighted in the text include the electronic nature of core ligands and their substituents, the trans-cis effect, steric hindrance and the strain effect, the net charge effect, the geometric arrangement of the aqua ligand and the supramolecular effects, e.g., hydrogen bonding and influence of a pendant base. The outcome is not always obvious at the present knowledge level. Deeper understanding of the ligand effects, based on new input data, is mandatory for further progress towards a rational development of novel catalysts featuring enhanced activity in water oxidation.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N502 – PubChem

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GFP assay as a sensitive eukaryotic screening model to detect toxic and genotoxic activity of azaarenes

Azaarenes are nitrogen-containing polyaromatic heterocyclic compounds (NPAHs). The majority of the azaarenes found in the environment originate from anthropogenic sources. Concentrations of NPAHs found in the environment are reported to be one to two orders of magnitude lower than polycyclic aromatic hydrocarbons (PAHs) concentrations, yet their biological effects can be of similar magnitude. Very few studies on the genotoxicity of azaarenes are available in the literature. In the present study, a preliminary profile of both the toxic and genotoxic potential of 5 PAHs and their 20 aza-analogues were investigated. To assess the toxic and genotoxic activity, a green fluorescent protein (GFP) assay based on the yeast Saccharomyces cerevisiae was selected. To compare the sensitivity of this eukaryotic short-term assay with bacterial screening tests, the Toxi-Chromotest for toxicity and SOS-Chromotest for genotoxicity assessment were also performed. This comparison indicates that in most cases, the yeast GFP assay is apparently of comparable specificity to the bacterial toxicity or genotoxicity tests with respect to the correlation of positive/negative responses, but much more sensitive with respect to the effective concentration values. In the cases of phenazine, phenanthridine, 1,10-phenanthroline, or 4,7-phenanthroline, one to two orders of magnitude lower IC20 and minimum genotoxic concentration values in the yeast GFP assay were observed. In this study, the authors present evidence that genotoxicity assessment using the yeast GFP assay can provide a simple system to monitor the activity of these environmental pollutants that could possess mutagenic potential at low concentrations.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N57 – PubChem

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Detection and treatment of Trypanosoma cruzi: a patent review (2011-2015)

Introduction: Trypanosoma cruzi is the etiologic agent of American trypanosomiasis (Chagas disease), which is one of the important parasitic diseases worldwide. The number of infected people with T. cruzi diminished from 18 million in 1991 to 6 million in 2010, but it is still the most prevalent parasitic disease in the Americas. The existing chemotherapy is still deficient and based on two drugs: nifurtimox and benznidazole, which are not FDA-approved in the United States. Areas covered: This review covers the current and future directions of Chagas disease chemotherapy based on drugs that interfere with relevant metabolic pathways. This article also illustrates the challenges of diagnosis, which in recent infections, is only detected when the parasitemia is high (direct detection); whereas, in the chronic phase is reached after multiple serological tests. Expert opinion: The current chemotherapy is associated with long term treatments and severe side effects. Nifurtimox and benznidazole are able to cure at least 50% of recent infections. Nevertheless, they suffer from major drawbacks: selective drug sensitivity on different T. cruzi strains and serious side effects. The aim of this review is focused on presenting an up-to-date status of the chemotherapy and diagnosis.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N368 – PubChem

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A novel sulfamic acid functionalized nano-catalyst on the basis of calix[4]resorcinarene for the green one-pot synthesis of 2H-indazolo[2,1-b]phthalazine-triones under thermal solvent-free conditions

N-propyl sulfamic acid supported nano-catalyst on the basis of calix[4]resorcinarene was prepared via the efficient and facile reaction of amine functionalized polycalix[4]resorcinarene with chlorosulfonic acid. The achieved catalytic system was characterized using some spectroscopic techniques such as Fourier transform Infrared (FT-IR) spectroscopy, field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), and CHNS elemental analysis. This newly developed acidic catalyst was employed efficiently in a one-pot three-component condensation reaction of aromatic aldehydes, dimedone and phthalhydrazide for the synthesis of 2H-indazolo[2,1-b]phthalazine-trione derivatives through an easy and eco-friendly methodology. The catalyst was easily separated from the reaction mixture by simple filtration and the desired products were achieved in good to excellent yields in short reaction times.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N302 – PubChem

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Recent advances with 5-HT3 modulators for neuropsychiatric and gastrointestinal disorders

Serotonin (5-hydroxytryptophan [5-HT]) is a biologically active amine expressed in platelets, in gastrointestinal (GI) cells and, to a lesser extent, in the central nervous system (CNS). This biogenic compound acts through the activation of seven 5-HT receptors (5-HT1-7Rs). The 5-HT3R is a ligand-gated ion channel belonging to the Cys-loop receptor family. There is a wide variety of 5-HT3R modulators, but only receptor antagonists (known as setrons) have been used clinically for chemotherapy-induced nausea and vomiting and irritable bowel syndrome treatment. However, since the discovery of the setrons in the mid-1980s, a large number of studies have been published exploring new potential applications due their potency in the CNS and mild side effects. The results of these studies have revealed new potential applications, including the treatment of neuropsychiatric disorders such as schizophrenia, depression, anxiety, and drug abuse. In this review, we provide information related to therapeutic potential of 5-HT3R antagonists on GI and neuropsychiatric disorders. The major attention is paid to the structure, function, and pharmacology of novel 5-HT3R modulators developed over the past 10 years.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N217 – PubChem

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Synthesis and structure of new 2-[N-(Aryl)carbamoil-methyl]phtalazinium iodides

New 2-[N-(aryl)carbamoylmethyl]phthalazinium iodides 10a-n were obtained in good yields by reaction between N-aryl-2-iodoacetamides 8a-n and phthalazine (9). The structure of the quaternary salts 10a-n was assigned by elemental analysis and NMR experiments (HH-COSY, HETCOR, NOE).

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Phthalazine – Wikipedia,
Phthalazine | C8H6N134 – PubChem

Discovery of Phthalazine

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The electrochemical reduction of diazanaphthalenes; a spectro-electrochemical investigation

The electrochemical reduction of diazanaphthalenes in dimethylformamide at first- and second-wave diffusion levels has been investigated by means of transmission spectro-electrochemical methods.It has been found that the reaction of dianions with parent meutral molecules is an essential step in the reaction mechanism.Rate constants for all non-electrochemical steps have been measured or estimated.Independent estimations of diffusion and absorbance coefficients are presented, as well as some principles of digital simulation.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N483 – PubChem

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The literature of heterocyclic chemistry, part XVII, 2017

A systematized survey of reviews and monographs published in 2017 on all aspects of heterocyclic chemistry is given.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N70 – PubChem

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Synthesis of new pyrrolo[2,1-a]phthalazine derivatives via multicomponent reaction of phthalazine with 1,1-dicyanoalkenes and alkyl isocyanides

[Figure not available: see fulltext.] Multicomponent reactions between phthalazine, alkyl isocyanides, and 1,1-dicyanoalkenes in acetonitrile?water mixture produced high yields of substituted pyrrolo[2,1-a]phthalazines, which were converted upon treatment with 10% hydrochloric acid to pyrrolo[2,1-a]-phthalazines unsubstituted at position 1. As a result, a range of new pyrrolo[2,1-a]phthalazine derivatives have been synthesized by this one-pot approach.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N288 – PubChem