• Title/Summary/Keyword: 1,2,3-Triazole

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Anti-Candida Activity of YH-1715R, a New Triazole Derivative

  • Park, Kang-Sik;Kang, Heui-Il;Lee, Jong-Wook;Paik, Young-Ki
    • Journal of Microbiology and Biotechnology
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    • v.14 no.4
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    • pp.693-697
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    • 2004
  • YH-1715R, (2R,3R)-2-(2,4-difluorophenyl)-3-(3-methoxy-1,2,4-isothiazol-3-yl-thio)-1-( 1H-1,2,4-triazol-l-yl)-2-butanol, a new triazole derivative obtained by the structural modification of fluconazole, was found to exhibit potent anti-Candida activity against a wide variety of Candida albicans (C. albicans) (MIC: 0.4-12.5 mg/l). To investigate the mode of action of YH-1715R, its effect on ergosterol biosynthesis in cell-free extracts and whole cells of C. albicans was examined. The inhibitory activity of YH-1715R was approximately ten-fold higher than that of fluconazole. To determine the primary action mechanism of YH-1715R, its inhibitory activity against lanosterol $14\alpha$-demethylase (14$\alpha$-DM), a major target for azole, was measured using gas-liquid chromatography. YH-1715R and fluconazole were found to inhibit 14a-DM with an $IC_{50}$ of 0.015 $\mu$M and 0.01$8\mu$M, respectively, plus the mode of inhibition of YH-1715R and fluconozole was noncompetitive with a $K_i$ of 0.0533$\mu$M and 0.0975$\mu$M.

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 Preliminary Antimicrobial Screening of New Benzimidazole Heterocycle

  • Fahmy, H.H.;El-masry, A.;Ali Abdelsahed, S.H.
    • Archives of Pharmacal Research
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    • v.24 no.1
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    • pp.27-34
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    • 2001
  • A series of 2-methylbenzimidazole incorporated to different heterocycles through ethyl or carbamoylethyl groups at position 1 of benzimidazole were synthesized. Also 3-(2-methylbenzimidazol-1-yl)propanoic acid hydrazide incorporated with semicarbazides and thiosemicarbazides were prepared. Moreover, the triazole 5e underwent Michael addition and alkylation reaction. Some of the newly synthesized compounds showed considerable antimicrobial activity against gram positive, negative bacteria and yeast.

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Synthesis of 6-Exomethylene Penam Derivatives with Triazole Ring (트리아졸환 함유 6-엑소메칠렌 펜남 유도체의 합성)

  • 임채욱;오정석;임철부
    • YAKHAK HOEJI
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    • v.45 no.2
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    • pp.140-146
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    • 2001
  • The synthesis of new 6-exomethylene penams with triazole ring for $\beta$-lactamase inhibitor was described. The 6,6-dibromopenam 6 was treated with $CH_3$MgBr and carbaldehyde 5 to afford the 6-bromo-6-(1-hydroxy-1-methyl)penicillanate 7, which was reacted with acetic anhydride to give acetoxy compound 8. The deacetoxybromination of 8 with zinc and acetic acid gave 6-exomethylenepenams, Z-isomer 9 and E-isomer 10, which were oxidized to sulfones 11 and 12 by m-CPBA. The p-methoxybenzyl compounds 9~12 were deprotected by AIC1$_3$and neutralized to give the sodium salts 13~16.

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Development of a Passive Sampler using 4-amino-3-hydrazino-5-mercapto-1, 2, 4-triazole for Measuring Indoor Formaldehyde (4-Amino-3-hydrazino-5-mercapto-1, 2, 4-triazole을 이용한 실내 포름알데히드 측정용 passive sampler 개발)

  • Kim Sun-Tae;Yim Bongbeen;Jeong Jaeho
    • Journal of Korean Society for Atmospheric Environment
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    • v.21 no.6
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    • pp.593-603
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    • 2005
  • Passive sampler using 4-amino-3-hydrazino-5-mercapto-1, 2, 4-triazole (AHMT) was developed to determine formaldehyde in indoor environment. The chromatography paper cleaned by $3\%$ hydrogen peroxide solution was experimently determined as a optimum absorbtion filter for the collection of formaldehyde. The passive sampler with a broad cross-sectional area and a short diffusion length was quite good in sensitivity. The passive sampler and the active sampling method with an impinger were strongly correlated with a correlation coefficient of 0.9848. The limits of detection and quantification of the passive sampler for the measurement of formaldehyde in the indoor environment were 7.5 and 10.2 ppb, respectively. Temperature ($19\∼28^{circ}C$) and relative humidity ($30\∼90\%$) had slight influence on the sampling rate of the passive sampler. However, the increase of flow velocity on the surface of sampler resulted in the increase of sampling rate.

Synthesis of 6-Exomethylene Penam Derivatives (6-엑소메칠렌 펜남 유도체의 합성)

  • 임채욱;박희석;이현수;임철부
    • YAKHAK HOEJI
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    • v.44 no.2
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    • pp.128-134
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    • 2000
  • The synthesis of new 6-exomethylene penams with triazole ring was described. The 6,6-dibromopenam 5 was treated with $CH_3$MgBr and carbaldehyde 4 to afford the 6-bromo-6-(1-hydroxy-1-methyl)penicillanate 6, which was reacted with acetic anhydride to give acetoxy compound 7. The deacetobromination of 7 with zinc and acetic acid gave 6-exomethylenpenams, Z-isomer 8 and E-isomer 9, which were oxidized to sulfones 10 and 11 by m-CPBA. The p-methoxybenzyl compounds 6~11 were deprotected by AlCl$_3$ and neutralized to give the sodium salts 12~17.

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Synthesis and Characterization of Insensitive Energetic Plasticizer (둔감 에너지 가소제 합성 및 특성 분석)

  • Lee, Woonghee;Kim, Minjun;Park, Youngchul;Lee, Bumjae
    • Journal of the Korean Society of Propulsion Engineers
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    • v.20 no.6
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    • pp.11-17
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    • 2016
  • BTTN and TMETN are representative energetic plasticizers used for various propellants. However these compounds are sensitive relatively. So, in order to develop insensitive energetic plasticizer, this study attempted to synthesize derivative of triazole, 4,5-bis(azidomethyl)-(2-methoxyethyl)-1,2,3- triazole (DAMETR). Also, the prepared compound was characterized by NMR, IR spectroscopy, and physicochemical properties such as glass transition temperature, melting point, decomposition temperature, density, viscosity and impact sensitivity. In addition, the heats of formation (${\Delta}H_f$) and detonation properties (pressure and velocity) of DAMETR were calculated using Gaussian 09 and EXPLO5 programs. Especially, 1-DAMETR(>50 J) was more insensitive than BTTN(1 J) and TMETN(9.2 J).

Effect of 3-Amino-1,2,4-triazole on Microstructure and Properties of Maleated HDPE/Maleated EPDM Blend (3-Amino-1,2,4-triazole이 Maleated HDPE/Maleated EPDM 블렌드의 미세구조 및 물성에 미치는 영향)

  • Kim, Tae Hyun;Chang, Young-Wook;Lee, Yong Woo;Kim, Dong Hyun
    • Elastomers and Composites
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    • v.49 no.1
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    • pp.24-30
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    • 2014
  • 3-Amino-1,2,4-triazole (ATA) (2.5 and 5.0 phr) was incorporated into a immiscible maleated ethylene propylene diene rubber(mEPDM)/maleated high density polyethylene(mHDPE) (50 wt%/50 wt%) blend by melt mixing. Effects of the ATA on structure, mechanical and rheological properties of the blend was investigated. FT-IR and DMA results revealed that supramolecular hydrogen bonding interactions between the polymer chains occur by reaction of ATA with maleic anhydride grafted onto the component polymers in the blend, which induces the physical crosslinks in the blend. FE-SEM analysis showed that mEPDM forms a dispersed phase in continuous mHDPE matrix, and the blend with the ATA has finer phase morphology as compared to the blend without the ATA. By the addition of ATA in the blend, there were significant increases in tensile strength, modulus and elongation-at-break as well as elastic recoverability. Melt rheology studies revealed that ATA induced substantial increase in storage modulus and complex viscosity of the blend at the melt state.

Azide/Alkyne Resins for Quick Preparation of 1,4-Disubstituted 1,2,3-Triazoles

  • Sirion, Uthaiwan;Lee, Jae-Hak;Bae, Yu-Jin;Kim, Hee-Jun;Lee, Byoung-Se;Chi, Dae-Yoon
    • Bulletin of the Korean Chemical Society
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    • v.31 no.7
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    • pp.1843-1847
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    • 2010
  • An efficient method for the preparation of 1,4-disubstituted 1,2,3-triazole compounds is described using polymeric quaternary ammonium salts having azide or alkyne functionality to remove unreacted excess starting molecules (azide/alkyne). Copper metal could easily be removed by simple filtration with a short $Na_2SO_4$/silica cartridge, affording highly regioselective products in high yield and excellent purity without the need for work-up, extraction and chromatographic purification.

Synthesis and Characterization of 1-Benzofuran-2-yl thiadiazoles, Triazoles and Oxadiazoles by Conventional and Non-conventional Methods (반응방법에 따른 1-Benzofuran-2-yl thiadiazoles, Triazoles과 Oxadiazoles의 합성)

  • Shinde, Ananta D.;Kale, Bhima Y.;Shingate, Bapurao B.;Shingare, Murlidhar S.
    • Journal of the Korean Chemical Society
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    • v.54 no.5
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    • pp.582-588
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    • 2010
  • The synthesis of benzofuran based 1,3,4-thiadiazoles, 1,3,4-triazoles and 1,3,4-oxadiazole via cyclocondensation of thiosemicarbazides have been carried out by conventional and non-conventional methods in excellent yields of product.