Discovery of 2,3-Dichloroquinoxaline

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Quinoxaline and Pyrido[x,y-b]pyrazine-Based Emitters: Tuning Normal Fluorescence to Thermally Activated Delayed Fluorescence and Emitting Color over the Entire Visible-Light Range

Quinoxaline (Q), pyrido[2,3-b]pyrazine (PP) and pyrido[3,4-b]pyrazine (iPP) are used as electron acceptors (A) to design a series of D?pi?A-type light-emitting materials with different donor (D) groups. By adjusting the molecular torsion angles through changing D from carbazole (Cz) to 10-dimethylacridine (DMAC) or 10H-phenoxazine (PXZ) for a fixed A, the luminescence is tuned from normal fluorescence to thermally activated delayed fluorescence (TADF). By gradually enhancing the intramolecular charge-transfer extent through combining different D and A, the emission color is continuously and regularly tuned from pure blue to orange?red. Organic light-emitting diodes (OLEDs) containing these compounds as doped emitters exhibit bright electroluminescence with emission colors covering the entire visible-light range. An external quantum efficiency (etaext) of 1.2 % with excellent color coordinates of (0.16, 0.07) is obtained for the pure-blue OLED of Q-Cz. High etaext values of 12.9 (35.9) to 16.7 % (51.9 cd A?1) are realized in the green, yellow, and orange?red TADF OLEDs. All PP- and iPP-based TADF emitters exhibit superior efficiency stabilities to that of analogues of Q. This provides a practical strategy to tune the emission color of Q, PP, and iPP derivatives with the same molecular skeletons over the entire visible-light range.

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Synthesis of Ethyl 2-<4-(3-fluoro-2-quinoxalinyloxy)phenoxy>propanoate as Herbicide

The syntheses of ethyl 2-<4-(3-fluoro-2-quinoxalinyloxy)phenoxy>propanoate (1d), a new fluoro analogue of the herbicide quizalofopethyl, from 2,3-dichloroquinoxaline (3) and of ethyl 2-<4-(6-chloro-3,4-dihydro-3-oxoquinoxalinyl-2-oxy)phenoxy>propanoate (9) from ethyl 2-<4-(3,6-dichloro-2-quinoxalinyloxy>propanoate (2b) via nucleophilic substitution with cesium fluoride coupled with 18-crown-6 are described.

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(HET)ARYLATION OF SUBSTITUTED ACETONITRILES. 1. SYNTHESIS OF 2-AMINO-3-(BENZIMIDAZOL-2-YL)PYRROLO<2,3,b>QUINOXALINES

It was shown that hetarylation of benzimidazol-2-ylacetonitriles by 2,3-dichloroquinoxaline proceeds at the methylene group.The reaction of 2-chloro-3--3,4-dihydroquinoxalines formed with primary amines leads to 1-R-2-amino-3-(benzimidazol-2-yl)pyrrolo<2,3-b>quinoxalines.

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Living on pyrrolic foundations – Advances in natural and artificial bioactive pyrrole derivatives

Abstract Pyrrole, a simple heterocyclic system, is an important building block for numerous biologically active compounds both natural and synthetic in origin, which boast an immense array of qualities, baleful and beneficial alike. The latter have given rise to a bountiful variety of pyrrole-based drugs, with many more being designed, developed and applied each year, as evidenced by the amount of entries in the Cambridge Structural Database skyrocketing from about six hundred in 2004 to more than a thousand over the course of the last decade. Particularly important in light of the ever-encroaching menace of drug-resistant bacteria, the vast progress in the field necessitates a sound organisational framework and summary – a task, to which we contribute this summary and checklist of the most recent developments, indicating the classes of compounds, which have attracted the most significant research attention.

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ANTI-CANCER AGENT

The anti-cancer agent of the present invention contains at least one kind of phosphine transition metal complex selected from a group of compounds represented by the following Formulae (1a) to (1d). According to this anti-cancer agent, an anti-cancer agent is provided which has a higher anti-cancer activity and lower toxicity compared to anti-cancer agents in the related art. In Formulae (1a), (1b), (1c), and (1d), R1 and R2 represent a linear or branched alkyl group, and R4 has a higher priority than R2 as ranked according to RS notation. R3 and R4 represent a hydrogen atom or a linear or branched alkyl group. M represents an atom of a transition metal selected from a group consisting of gold, copper, and silver. X? represents an anion.

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Present status of quinoxaline motifs: Excellent pathfinders in therapeutic medicine

Quinoxalines belong to a class of excellent heterocyclic scaffolds owing to their wide biological properties and diverse therapeutic applications in medicinal research. They are complementary in shapes and charges to numerous biomolecules they interact with, thereby resulting in increased binding affinity. The pharmacokinetic properties of drugs bearing quinoxaline cores have shown them to be relatively easy to administer either as intramuscular solutions, oral capsules or rectal suppositories. This work deals with recent advances in the synthesis and pharmacological diversities of quinoxaline motifs which might pave ways for novel drugs development.

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Synthesis of some new fused and polyfused quinoxalines

2,3-Dimercaptoquinoxaline 1 was allowed to react with some dihalo compounds and chloroanil using PTC technique to afford the corresponding polyfused quinoxalines 2a-d. The reaction of compound 1 with different monohalo compounds under the same PTC conditions or in refluxing ethanol in presence of piperidine catalyst gave (1,4)dithiino-, thieno-, (1,4)thiazino-, and pyrroloquinoxalines 3a-5b. The addition of compound 1 to alpha,beta-unsaturated nitriles was investigated to give the corresponding (1,5)dithiapinoquinoxalines 6a-7b and thiapinoquinoxalines 8a,b. The treatment of compound 1 with active nitriles furnished the corresponding thienoquinoxalines 9a-c and pyridazinoquinoxaline 10.

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Three-component reaction between amines, carbon disulfide and electron-deficient derivatives of chloropyridine or chlorobenzene: Synthesis of 3,6-diazaspiro[4.5]deca-2,7,9-trien-6-ium chloride and dithioylcarbamates derivatives

In this study, three-component reaction of some primary and secondary amines with carbon disulfide in the presence of electron-deficient derivatives of chloropyridine or chlorobenzene in the CH3CN as a solvent is reported. The reaction of primary amines with carbon disulfide and electron-deficient compounds of chloropyridine or chlorobenzene after 6-8 h afforded the three-component addition product. The reaction of secondary amines with carbon disulfide and electron-deficient compounds of chloropyridine or chlorobenzene after 3-4 h afforded the two-component addition product. The product(s) of reactions were purified by recrystallization or column chromatography and their structures were identified by spectroscopy techniques such as 1H-NMR, 13C-NMR, IR, UV and elemental analysis. The reactions were carried out under mild conditions and without using a catalyst.

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Brief introduction of 2,3-Dichloroquinoxaline

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PHOSPHATIDYLINOSITOL 3-KINASE INHIBITORS FOR THE TREATMENT OF CANCER

The invention provides a method for treating endometrial carcinoma comprising administering a Compound of Formula (I) or (II). Also provided is a method for treating breast cancer, comprising administering letrozole in combination with either a Compound of Formula (I) or Formula (II)

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Imidazo[1,2-a]quinoxalines: Synthesis and cyclic nucleotide phosphodiesterase inhibitory activity

A group of imidazo[1,2-a]quinoxalines have been synthesised from quinoxaline by condensation of an appropriate haloester or intramolecular cyclisation of a keto moiety on an intracyclic nitrogen atom. The reactivity of the heterocycle was explored through diverse reactions such as electrophilic substitution, lithiation and halogen-metal exchange to give access to a new series of derivatives. Confirmation of their structure was mainly performed by NMR, after careful assignment of the signals in comparison to previous attributions made on the parent imidazo[1,2-a]quinoxaline and discussion of available data in the literature. The cyclic nucleotide phosphodiesterase inhibitor activity of some of these derivatives has been assessed on isoenzymes type III and type lV. Compound 15, 4-(methylamino)imidazo[1,2-a]quinoxaline-2-carbonitrile, exhibited potent relaxant activity on smooth muscle, with a potency similar to the one measured with SCA 40, its structural analogue in the imidazo[1,2-a]pyrazine series.

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