- Cobalt(II) coordination polymers built on isomeric dipyridyl triazole ligands with pyromellitic acid: Synthesis, characterization and their effects on the thermal decomposition of ammonium perchlorate
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Three new cobalt(II) coordination compounds, [Co(3,3′-Hbpt) 2(H2pm)(H2O)2]·2H 2O (1), [Co(4,4′-Hbpt)(pm)0.5(H2O)] ·3H2O (2) and [Co(3,4′-Hbpt)(pm)0.5(H 2O)3]·2H2O (3) (3,3′-Hbpt = 3,5-bis(3-pyridyl)-1H-1,2,4-triazole; 4,4′-bpt = 3,5-bis(4-pyridyl)-1H-1, 2,4-triazole, 3,4′-Hbpt = 3-(3-pyridyl)-5-(4′-pyridyl)-1H-1,2,4- triazole and H4pm = pyromellitic acid) have been synthesized by hydrothermal reactions. Single-crystal X-ray diffraction reveals that compound 1 has a one-dimensional (1D) chain network, 2 exhibits a four-connected three-dimensional (3D) structure with 1D open channels encapsulated by water molecules, while 3 displays a regular two-dimensional (2D) architecture connected through 1D metal helical chains. In addition, the efficacy of compounds 1-3 as additives to promote the thermal decomposition of ammonium perchlorate (AP) is explored by differential scanning calorimetry (DSC).
- Xie, Gang,Li, Bing,Chen, Sanping,Yang, Qi,Wei, Wei,Gao, Shengli
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- Efficient in situ synthesis of 3,5-disubstituted-1,2,4-triazoles under microwave-assisted conditions
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Abstract Based on an efficient in situ metal/ligand reaction, a serial of 3,5-disubstituted-1, 2,4-triazoles were synthesized via cycloaddition of organonitriles and ammonia under microwave conditions. This synthetic protocol provides a concise and high-yield access to 3,5-disubstituted-1,2,4-triazoles in organic synthesis. Moreover, the tautomerism of the product was also investigated. Taylor & Francis Group, LLC.
- Wei, Qing,Qiao, Chengfang,Xia, Zhengqiang,Chen, Sanping
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p. 3181 - 3191
(2014/01/06)
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- Discovery of 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, FYX-051-a xanthine oxidoreductase inhibitor for the treatment of hyperuricemia
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Our previous study identified 2-[2-(2-methoxy-ethoxy)-ethoxy]-5-[5-(2-methyl-4-pyridyl)-1H-[1,2,4]triazol-3-yl]-benzonitrile (2) as a safe and potent xanthine oxidoreductase (XOR) inhibitor for the treatment of hyperuricemia. Here, we synthesized a series of 3,5-dipyridyl-1,2,4-triazole derivatives and, in particular, examined their in vivo activity in lowering the serum uric acid levels in rats. As a result, we identified 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole (FYX-051, compound 39) to be one of the most potent XOR inhibitors; it exhibited an extremely potent in vivo activity, weak CYP3A4-inhibitory activity and a better pharmacokinetic profile than compound 2. Compound 39 is currently being evaluated in a phase 2 clinical trial.
- Sato, Takahiro,Ashizawa, Naoki,Matsumoto, Koji,Iwanaga, Takashi,Nakamura, Hiroshi,Inoue, Tsutomu,Nagata, Osamu
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experimental part
p. 6225 - 6229
(2010/07/02)
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- Organometallic π-tweezers incorporating pyrazine- and pyridine-based bridging units
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The synthesis of heterobimetallic (TiCu, TiAg) and tetranuclear heterobimetallic (Ti2Ag2) transition metal complexes based on the organometallic π-tweezer building blocks [Ti](CCSiMe 3)2 is described. In [{[Ti](μ-σ,π-CCSiMe 3)2}M-LL]+ and [{[Ti](μ-σ,π- CCSiMe3)2}MLLM{(Me3SiCC-μ-σ,π) 2[Ti]}]2+ (M = Cu, Ag; LL = pyrazine- or pyridine-based bridging units) the metal containing parts are spanned by π-conjugated organic bridges LL. Depending on the nature of LL coordination polymers are also accessible. Pyrazine- and pyridine-based π-conjugated σ-donor molecules, such as 4,4′-bipyridine, 1,2-di(4-pyridyl)ethylene, 3,5-dipyridyl-1,2,4-triazole, N,N′-bis(4-pyridylmethylidene)benzene-1,4- diamine, 2,5-di(pyridylmethylidene)cyclopentanone, 2,6-di(4-pyridylmethylidene) cyclohexanone (LL, 2a-2g) can successfully be used to span heterobimetallic π-tweezer units of the type [{[Ti](μ-σ,π-CCSiMe3) 2}M]+ ([Ti] = (η5-C5H 4SiMe3)2Ti; M = Cu, Ag). The thus accessible di-cationic species [{[Ti](μ-σ,π-CCSiMe3) 2}MLLM{(Me3SiCC-μ-σ,π)2[Ti]}] 2+ (4), which are formed via the formation of [{[Ti](μ-σ, π-CCSiMe3)2}MLL]+ (3) complexes, can be isolated in yields between 66% and 99%. However, when C5H 4NCHCHC6H4CHCHNC5H4 (5a) and C5H4NCHNC6H4CHCHNC 5H4 (5b), respectively, are reacted with {[Ti](μ-σ,π-CCSiMe3)2}AgBF4(1c) in a 1:1 molar ratio, then the silver(I) ion is released from the organometallic π-tweezer 1c and coordination polymers [AgBF4 ? 5a] n (6a) and [AgBF4 ? 5b]n (6b) along with [Ti](CCSiMe3)2 (7) are formed in quantitative yield.
- Al-Anber,Stein, Th.,Vatsadze,Lang
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- 4-Trifluoromethylimidazoles and 5-(4-pyridyl)-1,2,4-triazoles, new classes of xanthine oxidase inhibitors.
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The syntheses of a number of 2-substituted 4-trifluoromethylimidazoles and 3-substituted 5-(4-pyridyl)-1,2,4-triazoles are described. The trifluoromethylimidazoles were prepared from 3,3-dibromo-1,1,1-trifluoroacetone after hydrolysis with aqueous sodium acetate solution and condensation with an aldehyde in the presence of ammonia. Basic hydrolysis of the trifluoromethyl group was found to provide a facile method for the synthesis of imidazole-4-carboxylic acids. In the imidazole series a 2-aryl substituent and a free imino group were required for xanthine oxidase inhibitory activity. The triazoles were obtained through the reaction of an aroylhydrazine and an imino ether followed by thermal ring closure of the intermediate acylamidrazone. As in the imidazole series, a free imino group is an absolute requirement for in vitro activity. Additional structure-activity relationships of these compounds are presented.
- Baldwin et al.
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