• Title/Summary/Keyword: Triazole

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Syntheses, Structures, and Characterization of Two Novel Copper(II) and Cadmium(II) Compounds Based on Pyridyl Conjugated 1,2,3-Triazole

  • Hong, Jin-Long;Qu, Zhi-Rong;Ma, Hua-Jun;Wang, Gai-Gai;Zhao, Hong
    • Bulletin of the Korean Chemical Society
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    • v.35 no.5
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    • pp.1495-1500
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    • 2014
  • Two new complexes with 5-methyl-1-(pyridine-3-yl)-1H-1,2,3-triazole-4-carboxylic acid (Hmptc) ligand: [$Cd(mptc)_2(H_2O)_4$] (1) and $[Cu(mptc)_4{\cdot}2H_2O]_n$ (2) were prepared and their crystal structures were determined by single crystal X-ray diffraction analyses. In complex 1, the Cd(II) ions coordinates with the pyridyl nitogen atom from the Hmptc ligand, forming a mononuclear Cd(II) compound. Complex 2 exhibits a novel two-dimensional (2D) polymer in which four Hmptc ligands stabilize the Cu(II) atom. And the coordination involves one nitrogen atom of the triazole, one oxygen atom of the carboxylic acid and the pyridyl nitrogen atom. In addition, FT-IR and solid-state fluorescent emission spectroscopy of two compounds have been determined.

The Mechanism in the Photolysis of 5-Phenyl-tetrazole Derivatives (5-Phenyl-tetrazole의 光分解反應과 그 메카니즘에 관한 硏究)

  • Chae, Young-Bok;Chang, Kyung-Soo;Kim, Sung-Soo
    • Journal of the Korean Chemical Society
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    • v.11 no.3
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    • pp.85-88
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    • 1967
  • The main object of this experiment is to provide a systematic approach to the reaction mechanism in the photolysis of 5-phenyl-1,2,3,4-tetrazole during which the formation of C-phenyl-nitrile-imine of 1.3-dipole was expected. So the occurrence of 1,3-dipole-addition was examined but not observed despite the formation of nitrile-imine. 3,6-diphenyl-1,2,4,5-tetrazine (IV); 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine (III); 3,5-diphenyl-1,2,4-triazole; 4-amino-3,5-diphenyl-1,2,4-triazole; benzonitrile; ammonia and nitrogen were isolated as final products of this reaction.

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Synthesis of [1,2,4]-Triazole Derivatives Containing Benzimidazole and Biological Activities (Benzimidazole을 함유한 [1,2,4]-Triazole 유도체의 합성 및 생물학적 활성)

  • Lee, So-Ha;Jeon, Jae-Ho;Lim, Hye-Won;Pae, Ae-Nim
    • Journal of the Korean Applied Science and Technology
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    • v.23 no.4
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    • pp.355-361
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    • 2006
  • [1,2,4]-Triazole derivatives were synthesized by 5 steps. Benzimidazole was refluxed with ethyl chloroacetate to give 1H-benzimidazole-acetic acid ethyl ester (1) over 52% yield. Ester (1) was refluxed with hydrazine hydrate in the presence of ethanol to afford 1H-benzimidazole-1-acetic acid, hydrazide (2). 5-Benzoimidazol-1-ylmethyl-4H-[1,2,4]triazole-3-thiol (4) was made via coupling of compound (2) with methyl isothiocyanate, followed by cyclization of 1H-benzimidazole-1-acetic acid, 2-[(methylamino) thioxomethyl]hydrazide (3) on reflux, and finally the target compounds (6a-6v) were synthesized by general substitution reaction. Compounds (6a-6v) were screened for T-type calcium channel blocker using the fluorescence assay by FDSS6000. All compounds (6a-6v) did not show better activities than control compound, mibefradil.

Control Efficacy of Fungicides on Cherry Witches' Broom Caused by Taphrina wiesneri (벚나무 빗자루병균(Taphrina wiesneri)에 대한 살균제의 방제효과)

  • Seo, Sang-Tae;Kim, Kyung-Hee;Shin, Chang-Hoon;Lee, Sang-Hyun;Kim, Young-Mal;Park, Jong-Han;Shin, Sang-Chul
    • Research in Plant Disease
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    • v.15 no.1
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    • pp.13-16
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    • 2009
  • In April 2008, cherry (Prunus yedoensis Matsumura) in Jeju exhibited severe disease of branches forming numerous twigs. Five isolates from diseased leaves were identified as Taphrina wiesneri on the basis of biological and genetic characteristics. Twenty one commercial fungicides were tested for control of the disease in vitro. Of the 21 fungicides, triazole compounds (difenoconazole, propiconazole and tebuconazole) showed relatively good antimicrobial activities. Results from the planta bioassays indicated that triazole compounds reduced the witches' broom disease showing control value $25.7{\sim}52.8%$ compared with the nontreated controls.

Protective Effects of Thiazolo[3,2-b]-1,2,4-Triazoles on Ethanol­Induced Oxidative Stress in Mouse Brain and Liver

  • Aktay Goknur;Tozkoparan Birsen;Ertan Mevlut
    • Archives of Pharmacal Research
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    • v.28 no.4
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    • pp.438-442
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    • 2005
  • A series of 3-[1-(4-(2-methylpropyl) phenyl) ethyl]-1,2,4-triazole-5-thione (I) and its bicyclic condensed derivatives 6-benzylidenethiazolo[3,2-b]-1, 2,4-triazole-5(6H)-ones (IIa-IIf) were investigated for the prevention of ethanol-induced oxidative stress in liver and brain of mice. Administration of ethanol (0.1 mL/mice, p.o.) resulted in a drop of total thiol groups (T-SH) and non-protein thiol groups (NP-SH), and an increase in thiobarbituric acid reactive substances (TBARS) in both liver and brain tissue of mice (p<0.001). Among the compounds investigated (at a dose of 200 mg/kg, p.o.), I and IId ameliorated the peroxidative injury in these tissues effectively. Compounds IIa, IIc and IIe improved the peroxidative tissue injury only in brain. These findings suggest that certain condensed thiazolo-triazole compounds may contribute to the control of ethanol-induced oxidative stress in an organ selective manner.

Synthesis of 8-Alkoxy-4,5-dihydro-[1,2,4]triazole[4,3-a]quinoline-1-ones and Evaluation of their Anticonvulsant Properties

  • Sun, Xian-Yu;Jin, Yun-Zhe;Li, Fu-Nan;Li, Gao;Chai, Kyu-Yun;Quan, Zhe-Shan
    • Archives of Pharmacal Research
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    • v.29 no.12
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    • pp.1080-1085
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    • 2006
  • A series of 8-alkoxy-4,5-dihydro-[1,2,4]triazole[4,3-a]quinoline-1-one derivatives were synthesized using 7-hydroxy-3,4-dihydro-2(1H)-quinolone as the starting material. Their anticonvulsant activities were evaluated by the maximal electroshock test (MES) and the subcutaneous pentylenetetrazole test (sc-PTZ), and their neurotoxicities were measured by the rotarod neurotoxicity test (Tox). The tests demonstrated that 8-hexyloxy-4,5-dihydro-[1.2.4]triazole[4.3-a]quinoline-1-one (4e) and 8-heptyloxy-4,5-dihydro-[1,2,4]triazole[4, 3-a]quinoline-1-one (4f) were the most potent anticonvulsants, with 4e having $ED_{50}$ values of 17.17 mg/kg and 24.55 mg/kg and protective index ($PI=TD_{50}/ED_{50}$) values of 41.9 and 29.3 in the MES and sc-PTZ tests, respectively, and 4f having $ED_{50}$ values of 19.7 mg/kg and 21.2 mg/kg and PI values of 36.5 and 33.9 in the MES and sc-PTZ tests, respectively. The PI values of 4e and 4f were many fold better than that of the marketed drugs phenytoin, carbamazepine, phenobarbital and valproate, which have PI values in the range of 1.6-8.1 in the MES test and <0.22-5.2 in the sc-PTZ test. Structure-activity relationships were also discussed.

1,2,4-Triazine III : Synthesis of 1-Methyl-1,2,4-triazinium Iodides and Their Ring Contraction Reaction to 1-Methyl-1,2,4-triazoles (1,2,4-Triazine III : 1,2,4-Triazine 유도체의 Methiodide 염 합성과 이들 염의 고리 축소화반응에 의한 1,2,4-Triazole 유도체 합성)

  • Jae Keun Lee;Ryu Hyang Sun;W. W. Paudler
    • Journal of the Korean Chemical Society
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    • v.33 no.4
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    • pp.419-425
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    • 1989
  • Various 1-methyl-1,2,4-triazinium iodides were easily synthesized by the reaction of various 1,2,4-triazines and methyl iodide in acetone. When methyl iodide salts of 1,2,4-triazine derivatives were treated with $K_3Fd(CN)_6$ in 10% NaOH solution, 1-methyl-1,2,4-triazole derivatives as the main products were obtained by ring contraction. In addition to 1-methyl-1,2,4-triazole derivatives, 1,6-dihydro-6-oxo-1,2,4-triazine derivatives as the minor products were also obtained when there were no substitutents in $C_6$-position of 1,2,4-triazines. The formation of pseudo base by $OH^-$ and then oxidation to either 1,6-dihydro-6-oxo-1,2,4-triazines or 1-methyl-1,2,4-triazoles were suggested as the mechanism of the ring contraction. This mechanism also verified that the position of quaternization was neither $N_2$ nor $N_4$ but 1-nitrogen of 1,2,4-triazine.

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Growth Control in 'New Guinea' Impatiens (Impatiens hawkeri hybrida) by Treatments of Plant Growth Retardants and Triazole Fungicides (식물생장억제제와 Triazole계 살균제 처리에 의한 'New Guinea' 임파첸스(Impafiens hawkeri hybrida)의 생육조절)

  • Lee, Seung Woo;Rho, Kyung Hee
    • Horticultural Science & Technology
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    • v.18 no.6
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    • pp.827-833
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    • 2000
  • This study was carried out to investigate the effect of plant growth retardants (daminozide, chlormequat, uniconazole, paclobutrazole) and fungicides of triazole chemical (hexaconazole, microbutanil, difenoconazole, terbuconazole, bitertanol) on the growh of 'New Guinea' impatiens. Plant height and canopy were decreased by all kinds of plant growth retardants tested in both 'Anguilla' and 'Papete'. Especially, uniconazole and paclobutrazole were most effective in inhibition of top growth. However, the content of chlorophyll increased at all treatments of plant growth retardants and stem diameter tended to be increased at the highest concentration of all kinds of plant growth retardants tested. The results in all cultivars tested, with the experiment of triazole fungicides, were similar to the results of experiment with plant growth retardants. These results suggest that fungicides of triazole chemical such as hexaconazole, microbutanil, difenoconazole, terbuconazole and bitertanol can be used for the promotion of quality in potted 'New Guinea' impatiens.

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The Study on the Synthesis of Triazole Derivatives as Energetic Plasticizer (트리아졸 계열의 에너지 가소제 합성 연구)

  • Lee, Woonghee;Kim, Minjun;Park, Youngchul
    • Journal of the Korean Society of Propulsion Engineers
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    • v.20 no.2
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    • pp.31-38
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    • 2016
  • Most of propellants that is used widely in the world release toxic gases such as methane gas and carbon dioxide during combustion which are noxious to the environment. This study established a synthetic process of a high nitrogen containing derivative of triazole, 4,5-bis(azidomethyl)-methyl-1,2,3-triazole (DAMTR), which can be applied as energetic plasticizer to environmental concerns. Also, the compound was characterized by NMR, IR spectroscopy, and physical properties such as glass transition temperature, melting point, decomposition temperature, density, impact sensitivity, viscosity and volatility were measured. In addition, the heats of formation (${\Delta}H_f$) and detonation properties (pressure and velocity) of DAMTR were calculated using Gaussian 09 and EXPLO5 programs.

Synthesis and $\beta$-lactamase inhibitory activity of 6-exomethylene penamsulfone derivatives- I (Synthesis of 1-substituted thioalkyl -1,2,3-triazole-4-carboxaldehyde)

  • Yim, Chul-Bu;Youm, Jeong-Rok;Im, Chae-Uk;Park, Hee-Suk;Oh, Jeong-Suk;Park, Kye-Hwan
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1996.04a
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    • pp.159-159
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    • 1996
  • 6-Substituted exomethylene 기를 갖는 penam계 화합물이 $\beta$-lactamase 억제제로서 강력한 활성을 보여주고 있어서, 6-exomethylene기 도입에 필요한 1-substituted thioalkyl-1,2,3-triazole-4-carboxaldehyde를 합성하였다. Haloalkanol에 NaN$_3$를 반응시켜서 합성한 azidoalkanol과 propargyl alcohol을 산화시킨 propargyl aldehyde를 반응시켜서 1-(2-hydroxyalkyl-1,2,3-triazole-4-carboxaldehyde을 얻었다. 이것을 trifluoromethanesulfonic anhydride와 triethylamine 존재 하에 mercapto 화합물과 반응시켜서 목적물을 합성하였다.

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