Decrypt The Mystery Of Methyl pyridazine-3-carboxylate

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Various novel thiosemicarbazones (TSCs) 15b-e, 16b-e, 17b-e, 18b-e, and 19b-e derived from 4-pyridazinecarbaldehyde, 3-pyridazinecarbaldehyde, 4-acetylpyridazine, 3-acetylpyridazine, and 3-propionylpyridazine were prepared and their cytotoxic and antiherpetic potentials were evaluated. It was found that the replacement of the 2-pyridyl-moiety in aldehyde derived compounds 20a-c by a 4-pyridazinyl group (compounds 15b-d) abolishes biological activity. However, in TSCs derived from 3-pyridazinecarbaldehyde (16b-d) the cytotoxic potency was considerably reduced (factor ~300), while the antiviral activity was largely retained. A total loss of biological activity occurred when the pyridyl group in TSC 20d, derived from 2-acetylpyridine, was replaced by the 4-pyridazinyl system (17d). By employment of the 3-pyridazinyl unit for isosteric modification, however, the cell toxicity could be reduced significantly (factor 100) without impairing the antiherpetic potential also in the series of TSCs derived from N-heteroaromatic ketones. It was observed that there is no obvious influence of the size of the cycloamino substituent on the biological activities in compounds 20a-d, 15b-d, 16b-d, 17b-d, and 18b-d. While the pyridine derived TSCs in our experiments proved clearly cytotoxic at lower concentrations than those being antivirally active, the aza-analogous compounds derived from 3-acetyl-pyridazine (18b-e) inhibited plaque formation at concentrations equal to those causing cytotoxic effects. The TSCs 16b-e derived from 3-pyridazinecarbaldehyde were found to show selective antiviral activity against HSV-1. In addition, a significant improvement of the water solubility of heteroaromatic TSCs could be achieved by the replacement of the CH-moiety in position 6 of the pyridine derivatives 20a-c by a nitrogen atom (compounds 16b-d).

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The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 34253-02-6 is helpful to your research.SDS of cas: 34253-02-6

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The structures of pyrazinoyl-, 3-pyridazinoyl-, 4-pyrimidoyl-, and 2-, 3-, and 4-pyridoylacetic esters were studied by means of IR, NMR, and 1H and 13C NMR spectroscopy and quantum-chemical calculations (Pariser-Parr-Pople and CNDO/2).The effect of solvents (including strongly and weakly basic solvents) on the position of the tautomeric equilibria of these beta-keto esters was studied.The ?+ constants for the keto and enol fragments were estimated by means of quantum-chemical calculations and 13C NMR spectroscopy.

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Pyridazines were allowed to react with allyltributyltin in the presence of chloroformate to give 1-alkoxycarbonyl-6-allyl- and 1-alkoxycarbonyl-4-allyldihydro-pyridazines as major and minor products respectively.The reaction was applied to other diazines, and tetrahydro-adducts were obtained in the case of pyrimidine and pyrazine.Benzo-fused diazines also reacted in the same manner to afford the allyl-adducts in good yields.

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Various novel thiosemicarbazones (TSCs) 15b-e, 16b-e, 17b-e, 18b-e, and 19b-e derived from 4-pyridazinecarbaldehyde, 3-pyridazinecarbaldehyde, 4-acetylpyridazine, 3-acetylpyridazine, and 3-propionylpyridazine were prepared and their cytotoxic and antiherpetic potentials were evaluated. It was found that the replacement of the 2-pyridyl-moiety in aldehyde derived compounds 20a-c by a 4-pyridazinyl group (compounds 15b-d) abolishes biological activity. However, in TSCs derived from 3-pyridazinecarbaldehyde (16b-d) the cytotoxic potency was considerably reduced (factor ~300), while the antiviral activity was largely retained. A total loss of biological activity occurred when the pyridyl group in TSC 20d, derived from 2-acetylpyridine, was replaced by the 4-pyridazinyl system (17d). By employment of the 3-pyridazinyl unit for isosteric modification, however, the cell toxicity could be reduced significantly (factor 100) without impairing the antiherpetic potential also in the series of TSCs derived from N-heteroaromatic ketones. It was observed that there is no obvious influence of the size of the cycloamino substituent on the biological activities in compounds 20a-d, 15b-d, 16b-d, 17b-d, and 18b-d. While the pyridine derived TSCs in our experiments proved clearly cytotoxic at lower concentrations than those being antivirally active, the aza-analogous compounds derived from 3-acetyl-pyridazine (18b-e) inhibited plaque formation at concentrations equal to those causing cytotoxic effects. The TSCs 16b-e derived from 3-pyridazinecarbaldehyde were found to show selective antiviral activity against HSV-1. In addition, a significant improvement of the water solubility of heteroaromatic TSCs could be achieved by the replacement of the CH-moiety in position 6 of the pyridine derivatives 20a-c by a nitrogen atom (compounds 16b-d).

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Materials capable of sensing volatile guests at room temperature by an easily monitored set of outputs are of great appeal for development as chemical sensors of small volatile organics and toxic gases. Herein the dinuclear iron(II) complex, [FeII2(L)2(CH3CN)4](BF4)4?2 CH3CN (1) [L=4-(4-methylphenyl)-3-(3-pyridazinyl)-5-pyridyl-4H-1,2,4-triazole], is shown to undergo reversible single-crystal-to-single-crystal (SCSC) transformations upon exposure to vapors of different guests: 1 (MeCN)?2 (EtOH)?3 (H2O)?1 (MeCN). Whilst 1 and 2 remain dimetallic, SCSC to 3 involves conversion to a 1D polymeric chain (due to a change in L bridging mode), which, remarkably, can undergo SCSC de-polymerization, reforming dimetallic 1. Additionally, SC-XRD studies of two ordered transient forms, 1TF3 and 2TF3, confirm that guest exchange occurs by diffusion of the new guests into the non-porous lattices as the old guests leave. These reversible SCSC events also induce color and magnetic responses. Indeed dark red 1 is spin crossover active (T1/2? 356 K; T1/2? 369 K), whilst orange 2 and yellow 3 remain high spin.

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The structures of pyrazinoyl-, 3-pyridazinoyl-, 4-pyrimidoyl-, and 2-, 3-, and 4-pyridoylacetic esters were studied by means of IR, NMR, and 1H and 13C NMR spectroscopy and quantum-chemical calculations (Pariser-Parr-Pople and CNDO/2).The effect of solvents (including strongly and weakly basic solvents) on the position of the tautomeric equilibria of these beta-keto esters was studied.The ?+ constants for the keto and enol fragments were estimated by means of quantum-chemical calculations and 13C NMR spectroscopy.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Computed Properties of C6H6N2O2, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 34253-02-6, in my other articles.

Reference:
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Rate constants for the reaction of six possible diazine monocarboxylates with diazodiphenylmethane (DDM) in ethanol, and also for the hydrolysis of the corresponding methyl carboxylate esters, have been determined at four selected temperatures.Correlations with sums of the Hammett ? constants for ring nitrogens treated as substituents, which are fairly satisfactory for the reaction with DDM at 30 deg C (rhoDDM = 0.64, log k0 = -1.54, r = 0.92, s = 0.12) and for ester hydrolysis (rhoEH = 2.28, log k0 = -3.36, r = 0.94, s = 0.36) are, however, excellent for the intercorrelation of the two reaction series (rhoDDM/rhoEH = 0.34, r = 0.99, s = 0.12).The reactivity of ortho- and para-diazine dicarboxylates in the reaction with DDM, in ethanol and dimethylformamide, has been investigated and compared with the corresponding reactions of ortho- and para-benzene- and pyridine-dicarboxylates.

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The possible use of some dinuclear rhenium complexes as sensitizers for dye sensitized solar cells (DSSCs) has been investigated. They have general formula [Re2(mu-X)(mu-Y)(CO)6(mu-pyridazine-4-COOH)], with X = Y = Cl (1), X = H, Y = benzoato (2), and X = H, Y = 4-diphenylaminobenzoato (3). An original synthetic strategy has been set for preparing the hydrido-carboxylato derivatives 2 and 3. They have been indicated by DFT and TD-DFT computations as the most promising dyes, endowed with good light harvesting capability. The complexes have absorption maxima in the range of 405-443 nm, on TiO2 films, arising from metal-to-ligand-charge transfer transitions. Cyclic voltammetry experiments have been performed on the derivatives containing the methyl ester of the pyridazine-4-COOH acid, showing electrochemical band gaps in the range of 2.25-1.63 eV. The best DSSC results have been obtained using complex 3, with an overall solar-to-electric conversion efficiency of 1.0%. Noteworthy the presence of a hydrido ligand did not show any detrimental effect on the stability of the sensitizers under the operating conditions.

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Pyridazines were reacted with allyltributyltin in the presence of chloroformate to give 1-alkoxycarbonyl-6-allyl and 1-alkoxycarbonyl-4-allyldihydropyridazines as major and minor products, respectively. The reaction system was applied to other diazines and pyrimidine and pyrazine were shown to afford diallyltetrahydroadducts. Benzodiazines also gave allylation products in good yields. The reaction seems to be applicable to most six-membered azaaromatics.

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The present invention discloses compounds of formula (I), and tautomeric forms, pharmaceutically acceptable salts, or solvates thereof. Preferably, the compounds of the invention are dual activators of hPPARgamma and hPPAR{acute(alpha)}.

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