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Gaussian electronic properties studies of organic materials based on pyridazine for efficient photovoltaic devices

Gaussian quantum calculations are performed to optimize geometries and obtain properties depending on the electronic and photovoltaic for some pyridazine derivatives: 6-methylpyridazin-3(2H)-one (MPYO), 6- phenylpyridazin-3(2H)-one (PPYO), 6-phenylpyridazin-3(2H)-thione (PPYS) and 5-(4-chlorobenzyl)-6- methylpyridazine-3(2H)-thione (CBMPYS). These novel four organic donor-pi-acceptor dyes (D-pi-A), used for dyesensitized solar cells (DSSC), based on pyridazine were studied by density functional theory (DFT) approaches to shed light on how the pi-conjugation order influence the performance of the dyes. The theoretical results have shown that the polarizable continuum model (PCM) were reasonably capable of predicting the excitation energies, the absorption and the emission spectra of the molecules. The HOMO and LUMO energy levels of these dyes can ensure a positive effect on the process of electron injection and dye regeneration. The trend of the calculated deltaEg gaps nicely compares with the spectral data. Key parameters in close connection with the short-circuit current density (Jsc), including light-harvesting efficiency (LHE), injection driving force (deltaGinject) and total reorganization energy (?total) were discussed. In addition, the estimated values of open-circuit photovoltage (Voc) for these dyes were presented. The calculated results of these dyes reveal that the PPYS can be used as a potential sensitizer for TiO2 nanocrystalline solar cells due to its best electronic and optical properties and good photovoltaic parameters.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N306 – PubChem

 

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Convenient preparation of 3-methoxycarbonylpyridazines by palladium catalyzed alkoxycarbonylation of pyridazinetriflates

The methoxycarbonylation of several pyridazine-trifluoromethanesulphonates with CO and MeOH is catalyzed by Pd(OAc)2 and 1,1?-bis(diphenylphosphino)ferrocene. This method constitutes a mild and efficient homologation of pyridazinones.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N325 – PubChem

 

Discovery of 6-Methylpyridazin-3(2H)-one

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Novel pyridazine based scorpionate ligands in cobalt and nickel boratrane compounds

Heating of 6-methylpyridazine-3-thione (HPnMe) and 6-tert-butylpyridazine-3-thione (HPntBu) with potassium borohydride in diphenylmethane in a 3:1 ratio gave two new scorpionate ligands K[HB(Pn Me)3] and K[HB(PntBu)3]. Single crystal X-ray diffraction analysis of the methyl derivative K[HB(Pn Me)3] revealed a dimeric species with one potassium atom coordinated by six sulfur atoms of two scorpionate ligands and a second potassium atom coordinated by three nitrogen atoms of one of the two ligands as well as by three water molecules. The reaction of K[HB(PntBu) 3] with nickel(II) chloride or cobalt(II) chloride in CH 2Cl2 led to the new boratrane compounds [M{B(Pn tBu)3}Cl] (M = Ni 1, Co 3) where a formal reduction of the metal ions to Ni(I) and Co(I), respectively, and activation of the B-H bond occurred. Similar reactivity was observed by employing K[HB(PnR) 3] (R = Me, tBu) and nickel(II) chloride in water. Reaction with cobalt(II) chloride in water also gave boratrane compounds [Co{B(Pn R)3}(PnR)] (R = tBu 4, Ph 5), but instead of a chloride a bidentate pyridazinethionate ligand from a defragmentated scorpionate is found in the molecules. The molecular structures of all nickel and cobalt compounds were determined by single crystal X-ray diffraction analyses confirming the formation of boratranes in compounds 1-5. Magnetic measurements confirm the reduced oxidation states and the paramagnetic character of the Ni(I) and Co(I) complexes. Supportive DFT studies were carried out for a better understanding of the electronic nature of the metal-boron bond of the boratrane complexes.

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Pyridazine – Wikipedia,
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Fungicidal pyridazines

Plants are protected from the damaging effects of Phycomycetous fungi by a series of pyridazines of formula STR1 wherein R3 is chloro, bromo, methyl, cyano or iodo; R is chloro, bromo, iodo, methyl, cyano or furan-2-ylmethoxy; R1 is hydrogen, methyl, ethyl or n-propyl; R2 is STR2 X is fluoro, chloro, bromo or iodo; X1 and X2 independently represent X or hydrogen, provided that no more than one of X1 and X2 is hydrogen; R4 is hydrogen, chloro, bromo, methyl or ethyl; R5 is hydrogen, chloro, methyl, ethyl, chloromethyl or dichloromethyl; or R4 and R5 combine with the group to which they are attached to form a C3 -C7 cycloalkyl group substituted with a R1 group; R6 is hydrogen, chloro, bromo, methyl or ethyl; R7 is hydrogen, methyl, ethyl, chloromethyl or dichloromethyl; one of m and n is 0 or 1, and the other is 0; p is 0-4.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N279 – PubChem

 

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AMINE-LINKED C3-GLUTARIMIDE DEGRONIMERS FOR TARGET PROTEIN DEGRADATION

This invention provides amine-linked C3-glutarimide Degronimers and Degrons for therapeutic applications as described further herein, and methods of use and compositions thereof as well as methods for their preparation.

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THE SYNTHESIS OF PYRROLO<1,2-a>PYRAZIN-1(2H)-ONES AND PYRROLO<1,2-b>PYRIDAZIN-6(5H)-ONES

The pyrrolo<1,2-a>pyrazin-1(2H)-ones (10), (11), (12) and (13) and the pyrrolo<1,2-b>pyridazin-6(5H)-one (18) were prepared either a) directly by Chichibabin quaternisation-cyclisation of the corresponding methoxymethylpyrazine or pyridazine or b) by hydrogen halide hydrolysis of methoxypyrrolo<1,2-a>pyrazines and methoxypyrrolo<1,2-b>pyridazines.Protonation studies and some reactivity of the systems are discussed.

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Biaryl ether retrohydroxamates as potent, long-lived, orally bioavailable MMP inhibitors

A novel series of biaryl ether reverse hydroxamate MMP inhibitors has been developed. These compounds are potent MMP-2 inhibitors with limited activity against MMP-1. Select members of this series exhibit excellent pharmacokinetic properties with long elimination half-lives (7 h) and high oral bioavailability (100%).

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Imidazopyridazinones as novel PDE7 inhibitors: SAR and in vivo studies in Parkinson’s disease model

The synthesis and structure-activity relationship studies of a series of compounds from imidazopyridazinone scaffold as PDE7 inhibitors are disclosed. Potent analogs such as compounds 7 (31 nM), 8 (27 nM), and 9 (12 nM) were identified. The PDE selectivity and pharmacokinetic profile of compounds 7, 8 and 9 are also disclosed. The adequate CNS penetration of compound 7 in mice allowed it to be tested in the MPTP induced PD model and haloperidol induced catalepsy model to probe the differential pharmacology of PDE7 in the striatal pathway.

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2-OXO-3-BENZYLBENZOXAZOL-2-ONE DERIVATIVES AND RELATED COMPOUNDS AS MET KINASE INHIBITORS FOR THE TREATMENT OF TUMOURS

Compounds of the formula (I), in which R1, R2, R3, R3?, R4, R4?, E, E?, E? and E?? have the meanings indicated in Claim 1, are inhibitors of tyrosine kinases, in particular Met kinase, and can be employed, inter alia, for the treatment of tumours.

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Nitrile oxide [3+2] cycloaddition: Application to the synthesis of 6-substituted 3(2H)-pyridazinones and 6-substituted 4,5-dihydro-4-hydroxy-3(2H)-pyridazinones

An efficient method for the preparation of 6-substituted 3(2H)-pyridazinones and 6-substituted 4,5-dihydro-4-hydroxy-3(2H)-pyridazinones starting from 3,5-disubstituted 4,5-dihydroisoxazoles is described. N-O bond cleavage of the isoxazoline ring promoted by molybdenum hexacarbonyl or by catalytic hydrogenation afforded the alpha-hydroxy gamma-keto esters 4a-f which were converted into 6-substituted 4,5-dihydro-4-hydroxy-3(2H)-pyridazinones 5a-f or 6-substituted 3(2H)-pyridazinones 6a-f on treatment with hydrazine hydrate at room temperature or reflux in high yield starting from 4a-f. The flexibility of this protocol has been demonstrated by the synthesis of the C-nucleoside 7 starting from the known beta-ribofuranosylnitromethane 8. Moreover, an intramolecular version of this methodology has been developed to prepare the known antiulcer tricyclic 3(2H)-pyridazinone 12.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N298 – PubChem