• Macromolecular Research
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• 제17권5호
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• pp.319-324
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• 2009

A new $\pi$-conjugated polymer, poly[(2-methoxy-(5-(2-(4-oxyphenyl)-5-phenyl-1,3,4-oxadiazole)-hexyloxy))-1,4-pheny1ene-1,2-etheny1ene-alt-(10-hexyl-3,7-phenothiazine )-1,2-ethenylene] (PTOXDPPV), was synthesized by the Heck coupling reaction. The electron transporting unit, conjugated 1,3,4-oxadiazo1e (OXD), is attached on the main chain via linear 1,6-hexamethylenedioxy chain. The band gap and photoluminescence (PL) maximum of PTOXDPPV are 2.35 eV and 565 nm, respectively. These values are very close to those of po1y[(2,5-didecyloxy-1,4-phenylene-1,2-etheny1ene )-alt-(l0-hexyl-3,7-phenothiazine)-1,2-ethenylene] (PTPPV), which does not have OXD pendant. The estimated HOMO energy level of PTOXDPPV was -4.98 eV, which is very close to that of PTPPV (-4.91 eV). The maximum wavelength of EL device based on PTOXDPPV and PTPPV appeared at 587 and 577 nm, respectively. In the PL and EL spectrum, the emission from OXD pendant was not observed. This indicates that the energy transfer from OXD pendants to main chain is occurred completely. The EL device based on PTOXD-PPV (ITO/PEDOT/PTOXDPPV/AI) has an efficiency of 0.033 cd/A, which is significantly higher than the device based on PTPPV (ITO/PEDOT/PTPPV/AI) ($4.28{\times}10^{-3}\;cd/A$). From the results, we confirm that the OXD pendants in PTOXDPPV facilitate hole-electron recombination processes in the emissive layer effectively.

• 공업화학
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• 제34권6호
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• pp.633-639
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• 2023

We synthesized 2-(10-methyl-10H-phenothiazin-3-yl)-5-phenyl-1,3,4-oxadiazole (MPPO) and 5,5-(10-methyl-10H-phenothiazin-3,7-diyl)-bis-(2-phenyl-1,3,4-oxadiazole) (DPPO). MPPO has both electron-donating and electron-accepting substituents with asymmetric molecular geometry. By incorporating one extra electron-accepting group into MPPO, we created a symmetric molecule, which is DPPO. The optical and electrochemical properties of these compounds were measured. The lowest unoccupied molecular orbital (LUMO) level of DPPO was lower than that of MPPO. The excited-state dipole moment of DPPO, with symmetric geometry, was calculated to be 4.1 Debye, whereas MPPO, with asymmetric geometry, had a value of 7.0 Debye. The charge-carrier mobility of both compounds was similar. We fabricated non-doped organic light-emitting diodes (OLEDs) using D-A type molecules as an emitting layer. The current efficiency of the DPPO-based device was 7.8 cd/A, and the external quantum efficiency was 2.4% at 100 cd/m², demonstrating significantly improved performance compared to the MPPO-based device. The photophysical and electroluminescence (EL) characteristics of the two D-A type molecules showed that molecular symmetry, as well as the lowered LUMO level of DPPO, played critical roles in the enhancement of EL performance.

• 농약과학회지
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• 제6권4호
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• pp.279-286
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• 2002

Quinclorac계의 새로운 제초성 화합물을 탐색하기 위하여 기질 화합물로 3-phenyl-5-(3,7-dichloro-8-quinolinyl)-1,2,4-oxadiazole 유도체들을 합성하고 정량적인 구조와 벼(Or-yza sativa L.) 및 논피(Echinochloa crus-galli)에 대한 생장 저해활성($pI_{50}$)과의 관계(QSAR)를 분석하였다. 그 결과, 기질물질은 평면성 화합물로서 벼보다는 논피에 대하여 비교적 높은(논피>벼) 생장 저해활성을 나타내었으며 벼는 전자적 성질(줄기: ${\sigma}_{opt.}=0.49$ 및 뿌리 $R_{opt.}=-0.15$)에 그리고 논피는 줄기와 뿌리, 두 부위 모두 소수성(${\pi}_{opt.}=0.37{\sim}2.40$)에 의존적이었다. QSAR 모델로부터 논피에 대한 선택성 조건은 ortho-치환된 전자 밀게로서 소수성(${\pi}$)이 2.40인 치환체가 phenyl 고리상에 도입되는 경우이었다. 그리고 고활성 분자로서 예측된 2-tolyl 또는 3-tolyl 치환체(${\Delta}pI_{50}=1.26$) 등은 선택성 징후가 엿보이는 화합물이었다.

• 대한화학회지
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• 제54권4호
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• pp.414-418
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• 2010

Ethyl 1-aminotetrazole-5-carboxylate (1)를 hydrazine hydrate와 반응시켜서 대응하는aminohydrazide 2를 합성한 후에, 화합물 2를carbon disulfide와 반응시켜서 1,3,4-oxadiazole-5-thiol structure 3을 합성하였다. 얻어진 화합물 3을 either chloroacetone 또는 ethyl chloroacetate와 반응시켜서S-acyl 1,3,4-oxadiazole 유도체인 4 와 5를 합성하였으며, 또한 hydrazine hydrate와 반응시켜서 4-amino-1,2,4-triazole-5-thiol 유도체인 6을 합성하였으며, 화합물 6을 glacial acetic acid와 반응시켜서 6-methyl-1,3,4-triazolo[3,4-b]-1,3,4-thiadiazole (7)을 합성하였다. 한편, 알려진 방법에 따라서, 화합물 1로부터 tetrazolo[5,1-f]-1,2,4-triazine 9을 얻은 다음에, 화합물 9를 carbon disulfide와 반응시켜서 8-thione 유도체인 10을 합성한 후에, 대응하는 화합물 11, 12 및 13을 합성하였다. 얻어진 화합물13을 이용하여1,2,4-triazolo[4,3-d]tetrazolo[5,1-f]-1,2,4-triazines 14와 15를 합성하였다. 새롭게 합성한 화합물들의 화학구조를 확인하였으며, 합성한 화합물들에 대한 항균 활성시험을 수행하였다.

• 농약과학회지
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• 제7권2호
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• pp.108-116
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• 2003

새로운 quinclorac계 제초성 화합물을 탐색하기 위하여 기질 화합물로 3-phenyl-5-(3,7-dichloro-8-quinolinyl)-1,2,4-oxadiazole 유도체들의 벼 (Ory)와 논피(Ech) 줄기 및 뿌리에 대한 생장 저해활성에 관한 비교 분자장 분석 (CoMFA)과 분자 홀로그램 구조-활성관계 (HQSAR) 를 분석하였다. 두 초종의 부위 별 생장 저해 활성에 대한 PLS 계산에 따른 교차 확인된 예측성$(q^2)$과 Pearson 상관계수$(r^2)$를 비교한 바, HQSAR 모델이 CoMFA 모델보다 양호한 결과를 나타내었다. 논피에 대한 선택성 조건은 입체적으로 큰 치환기로서 phenyl 고리상에 양하전을 생성하는 전자 끌게가 도입되어야 할 것으로 판단되었으며 2,6-dichloro, U5 및 2,4,6-trichloro-치환제, U6(${\Delta}pI_{50}$=CoMFA: 1.18 및 HQSAR: 1.82) 등은 두 초종에 대하여 선택성과 고활성이 예측되는 화합물이었다.

• Bulletin of the Korean Chemical Society
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• 제23권12호
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• pp.1715-1718
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• 2002

Treatment of ethyl 5-hydroxy-3,4-diphenylthieno[2,3-c]pyridazine-6-carboxylate (1a) with hydrazine hydrate in ethanol gave the carbohydrazide 2,. Some derivatives of the latter compound have been synthesized. Also, 6-acetyl-3,4-diphenyl-5-hydroxythieno[2.3-c]pyridazine (1b) was subjected to some reactions to produce other new thienopyridazine derivatives.

• Archives of Pharmacal Research
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• 제20권6호
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• pp.602-609
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• 1997

A new series of 1, 3, 4-oxadiazoles, 1, 3, 4-thiadiazoles and 1, 2, 4-triazoles incorporated directly and/or indirectly into a xanthenone moiety at position-2-were synthesized. Some of the newly prepared compounds were biologically tested as schistosomicides in experimental animals.

• 약학회지
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• 제50권1호
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• pp.52-57
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• 2006

The activation of cyclin dependent kinase 4 (CDK4) is found in more than half of all human cancers. Therefore CDK4 is an attractive target for the development of a novel anticancer agent. For mass screening of CDK4 inhibitor, we set up in vitro kinase assay for CDK4 activity using a cyclin D1-CDK4 fusion protein, which is constitutively active and exhibits enhanced stability. From the screening of representative compound library of Korea Chemical Bank, we found that 7-chloro-4-nitro-benzo[1,2,5]oxadiazole 1-oxide (FBP-1248) selectively inhibited CDK4 activity in vitro by ATP competitive manner. This compound prevented the phosphorylation of retinoblatsoma tumor suppressor protein, Rb, and inhibited cell growth through cell cycle arrest. In summary, we developed an efficient assay system for CDK4 activity in vitro and identified the CDK4 inhibitory compound, FBP-1248.

• 공업화학
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• 제17권3호
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• pp.286-290
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• 2006

새로운 4급 염화 암모늄염, {alkyldimethyl-[5-(2-phenylthiazol-4-yl]-1,3,4-oxadiazol-2-ylmethyl]quaternary ammonium chlorides (ADOQACs): 6}을 화합물 5와 몇 가지 N,N-dimethylalkyl amine을 반응시켜 합성하였다. 합성한 화합물들의 구조와 물리적 특성을 조사하였고 계면활성을 측정하였다. 화합물 6의 표면장력($\gamma_{cmc}$)과 최소저해농도(MIC)는 알킬기의 영향을 받은 것으로 나타났으며, 특히 화합물 6c와 6d가 좋은 항균력과 계면활성을 보였다.

• Macromolecular Research
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• 제10권1호
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• pp.40-43
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• 2002

Poly(1', 4'-phenylene-1", 4"-(2"-(2""-ethyl-hexyloxy)) phenylene-1",4"-phenylene-2,5-oxadiazolyl) (PPEPPO) was synthesized and its electrochemical characteristics was investigated as electrode material in redox supercapacitor. The cyclic voltammetry (CV) shows there was scarcely a redox reaction and further suggests n-doping is difficult to occur in this system. However, the discharge curve between 3.0 to 0.01 V is continuously decreased like a straight line, similar to the discharge pattern of EDLC. The initial specific discharge capacitance is ~6.4 F/g, while the specific capacitance of 1000th cycle is ~0.1 F/g. The PPEPPO can be used as the electrode of supercapacitor, emissive material, as well as charge-transporting material in polymer LED.ansporting material in polymer LED.