• Title/Summary/Keyword: 1,2,4-Triazole

Search Result 113, Processing Time 0.03 seconds

Synthesis of [1,2,4]-Triazole Derivatives and Their Anticancer Activities ([1,2,4]-Triazole 유도체의 합성 및 항암활성)

  • Lee, So-Ha;Kim, Jun-Suck;Jeon, Jae-Ho;Lee, Sook-Ja
    • Journal of the Korean Applied Science and Technology
    • /
    • v.24 no.2
    • /
    • pp.109-116
    • /
    • 2007
  • 2-Chlorobenzoyl hydrazine refluxed with benzoyl isothiocyanate and phenyl isothiocyanate in ethanol for 3 hours to give benzamide derivative (1) and anilinederivative (2) on yield of 71%and 95%, respectively. Benzamide derivative (1) reacted with ethanolic sodium hydroxide on reflux to afford cyclization product (3), followed by general substitution reaction of two steps to give acetamide (5), and derivatived acetamides 7a-7k, while aniline derivative (2) reacted with ethanolic sodium hydroxide on reflux to afford another cyclization product (4). Thiol (4) reacted with N-phenyl chloroacetamide in the presence of potassim carbonate to give acetamide derivative (6). Compounds 1-7kwere evaluated for their growth inhibition against five cancer cell lines, including human lung carcinoma (A-549), human prostate cancer (DU145), human colon adenocarcinoma (HT-29), human malignant melanoma (SK-MEL-2) and human ovary malignant ascites (SK-OV-3) with sulforhodamine B (SRB) assay. All compounds (1-7k) showed low inhibition activities under 50% on 100M concentration.

Synthesis, Antinicrobial and Molluscicidal Activities of New Benzimidazole Derivatives

  • Nofal, Z.M.;Fanmy, H.H.;Mohamed, H.S.
    • Archives of Pharmacal Research
    • /
    • v.25 no.1
    • /
    • pp.28-38
    • /
    • 2002
  • A series of Schiff's benzimidazole bases, thiosemicarbazides were synthesized, azole ring systems as 1,3,4-triazole, 1,3,4-oxadiazole were prepared. 1-Methylbenzimidazole incorporated to substituted dithio-carbamate, thiophenol, diethylamine via acetamido group were synthesized. A series of pyrimidinobenzimidazoles, triazinobenz-imidazoles, and 2-(acetonylamino)-1-methyl-benzimidazole were prepared. The antimicrobial and molluscicidal activities of some newly prepared compounds were carried out.

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
    • /
    • v.20 no.2
    • /
    • pp.31-38
    • /
    • 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.

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
    • /
    • v.14 no.4
    • /
    • pp.693-697
    • /
    • 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.

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
    • /
    • v.21 no.6
    • /
    • pp.593-603
    • /
    • 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 Novel Halobenzyloxy and Alkoxy 1,2,4-Triazoles and Evaluation for Their Antifungal and Antibacterial Activities

  • Wan, Kun;Zhou, Cheng-He
    • Bulletin of the Korean Chemical Society
    • /
    • v.31 no.7
    • /
    • pp.2003-2010
    • /
    • 2010
  • A new class of halobenzyloxy or alkoxy 1,2,4-triazoles and their hydrochlorides were synthesized through cyclization starting from commercially available phenylhydrazine. The structures were characterized by MS, IR and $^1H$ NMR spectra as well as elemental analyses. All the synthesized compounds were screened for their antibacterial activities in vitro against Staphylococcus aureus (ATCC29213), methicillin-resistant Staphylococcus aureus (N315), Bacillus subtilis, Escherichia coli (ATCC25922), Pseudomonas aeruginosa, Shigella dysenteriae, Eberthella typhosa, and antifungal activities against Candida albicans (ATCC76615), Aspergillus fumigatus by broth microdilution assay method. The results of preliminary bioassay indicated that 3-(2,4-difluorobenzyloxy)-1-phenyl-1H-1,2,4-triazole hydrochloride exhibited the best inhibitory activity with an MIC value of 56.25 ${\mu}M$ against P. aeruginosa superior to Chloramphenicol, and showed comparable activity with Chloramphenicol against E. coli (ATCC25922).

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
    • /
    • v.20 no.6
    • /
    • pp.11-17
    • /
    • 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).

Synthesis and Characterization of 1-DABTR as Insensitive Energetic Plasticizer (둔감 에너지 가소제 1-DABTR의 합성 및 특성 평가)

  • Lee, Woonghee;Kim, Minjun;Park, Youngchul;Lee, Bumjae
    • Journal of the Korean Society of Propulsion Engineers
    • /
    • v.21 no.6
    • /
    • pp.32-38
    • /
    • 2017
  • Plasticizers play roles in increasing plasticity or fluidity during mixing. Representative plasticizers are DOS, DOA, IDP and BTTN. In particular, BTTN is an energy plasticizer that helps propellant performance and is widely used. However these compounds are sensitive relatively. So, in order to develop insensitive energetic plasticizer, synthesis of one of the derivatives of triazole, 4,5-bis (azido methyl)-(1-butyl)-1,2,3-triazole (1-DABTR), was studied. Also, the compound was characterized by NMR, IR spectroscopy, and physicochemical properties such as glass transition temperature, melting point, decomposition temperature, density, viscosity and impact sensitivity were measured. In addition, the heats of formation (${\Delta}H_f$) of 1-DABTR was also calculated using Gaussian 09.