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[InlineMediaObject not available: see fulltext.] Methods for the synthesis of pyrrolo[1,2-b]pyridazine and pyrrolo[1,2-b]cinnoline derivatives (microreview)

[Figure not available: see fulltext.][Figure not available: see fulltext.]This microreview considers methods for the synthesis of pyrrolo[1,2-b]pyridazine derivatives as well as their benzo-fused analogs ? pyrrolo[1,2-b]cinnolines. Recently published examples of relevant synthetic methods have been arranged according to the reaction types. [Figure not available: see fulltext.].

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Phthalazine – Wikipedia,
Phthalazine | C8H6N344 – PubChem

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Photoredox-Mediated Remote C(sp3)-H Heteroarylation of N-Alkyl Sulfonamides

A Minisci-type delta-selective C(sp3)-H heteroarylation of sulfonyl-protected primary aliphatic amines with N-heteroarenes under photoredox-catalyzed conditions was developed. The reaction typically uses a slight excess of amine reactant. The use of benziodoxole acetate (BI-OAc) oxidant and hexafluoroisopropanol solvent is critical to achieve high yield. Besides methylene C-H bonds, heteroarylation reactions of deltamethyl C-H bonds also worked under more forced conditions. The reactions show a broad scope for both amine and N-heteroarene substrates, offering a straightforward method for synthesis of complex delta-heteroarylalkylmines from simple precursors.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N121 – PubChem

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SABRE: Chemical kinetics and spin dynamics of the formation of hyperpolarization

In this review, we present the physical principles of the SABRE (Signal Amplification By Reversible Exchange) method. SABRE is a promising hyperpolarization technique that enhances NMR signals by transferring spin order from parahydrogen (an isomer of the H2 molecule that is in a singlet nuclear spin state) to a substrate that is to be polarized. Spin order transfer takes place in a transient organometallic complex which binds both parahydrogen and substrate molecules; after dissociation of the SABRE complex, free hyperpolarized substrate molecules are accumulated in solution. An advantage of this method is that the substrate is not modified chemically, and its polarization can be regenerated multiple times by bubbling fresh parahydrogen through the solution. Thus, SABRE requires two key ingredients: (i) polarization transfer and (ii) chemical exchange of both parahydrogen and substrate. While there are several excellent reviews on applications of SABRE, the background of the method is discussed less frequently. In this review we aim to explain in detail how SABRE hyperpolarization is formed, focusing on key aspects of both spin dynamics and chemical kinetics, as well as on the interplay between them. Hence, we first cover the known spin order transfer methods applicable to SABRE ? cross-relaxation, coherent spin mixing at avoided level crossings, and coherence transfer ? and discuss their practical implementation for obtaining SABRE polarization in the most efficient way. Second, we introduce and explain the principle of SABRE hyperpolarization techniques that operate at ultralow (<1 muT), at low (1muT to 0.1 T) and at high (>0.1 T) magnetic fields. Finally, chemical aspects of SABRE are discussed in detail, including chemical systems that are amenable to SABRE and the exchange processes that are required for polarization formation. A theoretical treatment of the spin dynamics and their interplay with chemical kinetics is also presented. This review outlines known aspects of SABRE and provides guidelines for the design of new SABRE experiments, with the goal of solving practical problems of enhancing weak NMR signals.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N56 – PubChem

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Catalytic and coordination facets of single-site non-metallocene organometallic catalysts with N-heterocyclic scaffolds employed in olefin polymerization

This review discusses the principles underlying mononucleating N-heterocyclic ligand design, selectivity of metal centers, preparation of organometallic catalysts with a N-heterocyclic backbone, and their catalytic activity in olefin oligo/polymerization. A vast number of N-heterocyclic organometallic compounds have been applied for the polymerization on account of their modest cost, low toxicity, and the large availability of transition metals in stable and variable oxidation states, which makes them versatile precursors for these reactions. The main points of focus in this review are the key advances made over more the past 25 years in the design and development of non-metallocene single-site organometallic catalysts bearing different N-heterocyclic scaffolds as a backbone. These catalysts are applied as precursors for the transformation of ethylene, higher alpha-olefins, and cyclic olefins into oligo/polymers. Emphasis is placed on the architecture of ligand peripheries for tuning the formed polymer properties and the consequences on product formation of different alkyl or aryl substituents directly attached to the metal center in a N-heterocyclic ligand system.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N87 – PubChem

Brief introduction of Phthalazine

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New dinuclear palladium(II) complexes with benzodiazines as bridging ligands: interactions with CT-DNA and BSA, and cytotoxic activity

Abstract: Three new dinuclear Pd(II) complexes with general formula [{Pd(en)Cl}2(mu-L)](NO3)2 [L is bridging ligand quinoxaline (Pd1), quinazoline (Pd2) and phthalazine (Pd3)] were synthesized and characterized by elemental microanalyses, UV?Vis, IR and NMR (1H and 13C) spectroscopy. The interaction of dinuclear Pd1?Pd3 complexes with calf thymus DNA (CT-DNA) has been monitored by viscosity measurements, UV?Vis and fluorescence emission spectroscopy in aqueous phosphate buffer solution (PBS) at pH 7.40 and 37 C. In addition, these experimental conditions have been applied to investigate the binding affinities of Pd1?Pd3 complexes to the bovine serum albumin (BSA) by fluorescence emission spectroscopy. In vitro antiproliferative and apoptotic activities of the dinuclear Pd(II) complexes have been tested on colorectal and lung cancer cell lines. All tested Pd(II) complexes had lower cytotoxic effect than cisplatin against colorectal cancer cells, but also had similar or even higher cytotoxicity than cisplatin against lung cancer cells. All complexes induced apoptosis of colorectal and lung cancer cells, while the highest antiproliferative effect exerted Pd2 complex. Graphic abstract: [Figure not available: see fulltext.].

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Phthalazine – Wikipedia,
Phthalazine | C8H6N152 – PubChem

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Phosphodiesterase 5 inhibitors as novel agents for the treatment of Alzheimer’s disease

Alzheimer’s disease (AD), characterized by a progressive impairment of memory and cognition, is a major health problem in both developing and developed countries. Currently, no drugs can reverse the progression of AD. Phosphodiesterase 5 (PDE5) is a critical component of the cyclic guanosine monophosphate/protein kinase G (cGMP/PKG) signaling pathway in neurons, the inhibition of which has produced neuroprotective effects, and PDE5 inhibitors have recently been thought to be potential therapeutic agents for AD. In this paper, we summarized the outstanding progress that has been made in PDE5 inhibitors as anti-AD agents with encouraging results in animal studies, clinical trials and the investigations on the underlying mechanisms. The novel PDE5 inhibitors reported recently in the treatment of AD were also reviewed and discussed.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N263 – PubChem

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Synthesis of beta-amino-alpha-trifluoromethyl alcohols and their applications in organic synthesis

A comprehensive overview on methods applied for syntheses of beta-amino-alpha-trifluoromethyl alcohols, including stereocontrolled variants, is presented. In addition, reported cases of the exploration of beta-amino-alpha-trifluoromethyl alcohols for the preparation of trifluoromethylated peptidomimetics and other biologically active, fluorinated compounds are discussed. Attractive opportunities for their applications as organocatalysts are also presented.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N290 – PubChem

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27th annual GP2A medicinal chemistry conference

The 27th annual GP2A (Groupement des Pharmacochimistes de l0Arc Atlantique/Group of Medicinal Chemists in the Atlantic Arc) conference took place from 21 to 23 August 2019, at the East Midlands Conference Centre (University Park, Nottingham, United Kingdom) and was hosted by the Division of Biomolecular Science and Medicinal Chemistry (BSMC), within the School of Pharmacy at the University of Nottingham. The event brought together an international delegation of researchers with interests in medicinal chemistry and interfacing disciplines. In addition, a pre-conference workshop provided an opportunity for younger researchers to develop their theoretical knowledge in quantitative pharmacology. Abstracts of presentations by the 14 invited speakers and 6 young researchers, in addition to 41 posters, are included in this report.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N289 – PubChem

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Biotransformation of quinazoline and phthalazine by Aspergillus niger

Cultures of Aspergillus niger NRRL-599 in fluid Sabouraud medium were grown with quinazoline and phthalazine for 7. days. Metabolites were purified by high-performance liquid chromatography and identified by mass spectrometry and proton nuclear magnetic resonance spectroscopy. Quinazoline was oxidized to 4-quinazolinone and 2,4-quinazolinedione, and phthalazine was oxidized to 1-phthalazinone.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N429 – PubChem

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Kinetico-mechanistic studies on CX (X=H, F, Cl, Br, I) bond activation reactions on organoplatinum(II) complexes

The activation of CX bonds in homogeneous systems is a relevant topic in relation to important catalytic industrial processes involving organic substrates and producing high value-added compounds. However, despite the large amount of information that can be extracted from kinetico-mechanistic studies, as well as the improvement and availability of time-resolved and chemometric techniques, no generalisation of temperature and pressure mechanistic data about CX oxidative additions has been conducted so far. This review collects the information available from kinetico-mechanistic studies carried out on CX bond activation on PtII organometallic complexes in our groups, independently or in collaboration with others. Data concerning intermolecular CX bond activation at both mono and binuclear organoplatinum(II) compounds as well as intramolecular CX bond activation and associated reductive eliminations at organoplatinum(II) complexes are presented.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N115 – PubChem