• 농약과학회지
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• 제8권4호
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• pp.258-264
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• 2004

효과적인 살충제로 pyrazole 계통의 화합물이 널리 알려졌으며, 이중에 fenpyroximate와 tebufenpyrad는 시판되고 있다. 본 연구에서는 fenpyroximate의 새로운 유도체로써 5-번 위치가 치환된 pyrazole oxime ether를 합성하였다. 본 연구의 핵심 중간체인 4-formyl-5-chloro-pyrazole 2는 ethyl acetoacetate와 methylhyazine의 축합반응으로 얻은 pyrazolone 1을 Vilsmeier-Haack chloroformylation을 통하여 합성하였다. 2에 nucleophilic aromatic substitution 반응을 하여 질소고리화합물이 5-번 위치에 도입된 pyrazole aldehyde 3a-i를 만든 후, 차레로 oxime 화합물 4a-i 그리고 oxime ether 화합물 6a-i를 각각 합성하였다. 합성된 화합물 중에서 6d는 벼멸구 (Brown Planthopper, BPH), 배추좀나방 (Diamondback Moth, DBM), 점박이응애 (Two Spotted Spider Mite, TSSM)에서 높은 활성을 보여주고 있으며, 이는 fenpyroximate의 살충활성과 비슷하였다. 본 결과는 6d가 다양한 곤충 및 응애에 대하여 효과가 우월하여 살충, 살비제로써 개발 가능성을 보여주고 있다.

• Archives of Pharmacal Research
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• 제20권4호
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• pp.330-337
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• 1997

Thiocarboxamidocinnamonitrile derivatives 2 under bar a-f reacted with 3-aminopyrazole derivative 3 under bar a-c to give the pyrazole[3, 2-b]pyrimidine derivatives 6 under bar a-p. Compounds 6 under bar a-p were used as starting material for syntheses of several heterocylic coompounds. Dehydrogenation of 6 under bar gave pyrazole[3, 2-b]pyrimidines 10 under bar a-d while its reaction with diethyl oxalate gave 11 under bar. Reactions of 6 under bar with formic acid gave pyrazolopyrimidines 17 under bar a-j, and pyrazolopyrimidopyrimidines 18 under bar a-j.

• Bulletin of the Korean Chemical Society
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• 제29권2호
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• pp.323-327
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• 2008

A focused library of pyrazole-based compounds was constructed towards novel transcription factor inhibitors. Complementary hydrogen bonding interaction with b-sheet peptide structures was the basis for the design of 5-amino-3-pyrazole carboxamide scaffold. From the preliminary inhibition assay against several transcription factors, compounds 7e and 8g were identified as novel lead compounds against HIF-1a and NF-AT transcription factors, respectively.

• 대한화학회지
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• 제62권2호
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• pp.87-92
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• 2018

A series of pyrimidine annulated dihydropyrano[2, 3-c]pyrazole derivatives were synthesized and screened for their antimicrobial activity. The precursor, dihydropyrano[2, 3-c]pyrazole was synthesised under catalyst free condition using PEG-400 as reaction medium which facilitated improved yield compared to base catalyzed reaction. Wide scope of substrates, simple workup procedure and high yield even in the absence of catalyst are the major highlights of the protocol. Dihydropyrano[2, 3-c]pyrazoles on condensation with formic acid formed pyrimidine annulated dihydropyrano[2, 3-c]pyrazole derivatives. All the products are characterized using FTIR, $^1H-NMR$ and $^{13}C-NMR$ spectroscopic techniques. The molecules have shown good to moderate activity as antimicrobial agents when compared to the standard drug ciprofloxacin.

• Archives of Pharmacal Research
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• 제10권1호
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• pp.14-17
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• 1987

Several new imidazo [1, 2-b] pyrazole, pyrazolo [5, 1-c]-1, 2, 4-triazine and pyrazolo [5, 1-c] triazole derivatives were prepared from the reaction of 3-antipyrinyl-5-aminopyrazole or its diazonium salt with .alpha.-chloroacetyl derivatives.

• Archives of Pharmacal Research
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• 제16권1호
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• pp.75-77
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• 1993

The cycloaddition reaction of N-phenyl-C-cinnamonitrilimine 4 to coumarin leads to the for-mation of 3-styrylbenzopyrano[4,3-c]pyrazole derivative 6, whereas 3-phenylsulfonylcoumarin 9 or 3-bromocoumain 10 or 3-cyanocoumarin 11 gives 1-styrylbenzopyrano[3,4]pyrazole derivative 7. Also, the cycloaddition of 4 to 3-acetylocoumarin 15 and 3-benzoylocumain 16 gives the corresponding dihydropyrano[3,4-c]pyrazole adducts 17 and 18 respectively. Oxidation of 17 and 18 gives 7.

• Bulletin of the Korean Chemical Society
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• 제35권4호
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• pp.1221-1224
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• 2014

• 통합자연과학논문집
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• 제8권3호
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• pp.192-203
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• 2015

In view of the growing medicinal importance of pyrazole and its derivatives, the single crystal X-ray diffraction study was carried out for the potential active 2-Benzyl-3-[3-(4-bromo-phenyl)-1-phenyl-1H-pyrazol-4yl]-4,6-dioxo-5-phenyl-octahydro-pyrrolo[3,4-C]pyrrole-1-carboxylic acid ethyl ester ($C_{37}H_{31}BrN_4O_4$, H2O). In the title compound are two molecules exist in the asymmetric unit. It crystallizes in the monoclinic space group $P{\hat{i}}$ with unit cell dimension $a=13.361(18){\AA}$, $b=13.424(17){\AA}$ and $c=21.649(2){\AA}$ [${\alpha}=80.745(9)^{\circ}$, ${\beta}=79.770(10)^{\circ}$ and ${\gamma}=60.788(6)^{\circ}$]. The pyrazole ring adopts planar conformation. The sum of the bond angles at nitrogen atom of the pyrazole ring indicates the $Sp^2$ hybridized state. The crystal structure is stabilized by intramolecular C-H...O hydrogen bond interaction.

• 농약과학회지
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• 제4권3호
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• pp.15-18
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• 2000

제초제 후보물질로서 N-{2,4-dichloro-5-(N-methylpyrazol-3-yl)phenyl}imides 7과 N-{2,4-dichloro-5-(N-methy-lpyrazol-5-yl))Phenyl}imides 8의 유도체들을 합성하여 제초활성을 온실조건에서 조사하였다. 처리량 1 kg/ha에서 pyrazole moiety에 carboxylate나 carboxamide 치환기가 있는 화합물들 (7c-7l) 제초활성을 나타내지 않았으나, pyrazole moiety에 trifluoromethyl기가 있는 화합물들은 처리량 63-250 g/ha에서 논피, 물달개비, 너도방동산이등의 잡초들에 대해 제초활성을 보였고 벼에 대해서는 안전한 결과를 보였다.

• 한국전기전자재료학회논문지
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• 제23권7호
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• pp.539-544
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• 2010

We have synthesized new blue electroluminescent polyalkylfluorene-based copolymers [poly(F-co-Py)x:y, where x:y = 99:1 or 95:5 mole ratios] containing the hole-injecting pyrazole derivative [3,3'-(4,6-bis(octyloxy)-1,3-phenylene)bis(1,5-diphenyl-4,5-dihydro-1H-pyrazole] through Ni(0) mediated polymerization, and their electroluminescent properties were investigated. Electroluminescent (EL) devices were fabricated with ITO / PEDOT:PSS (110 nm) / copolymers or PF homopolymer (80 nm) / Ca (50 nm) / Al (200 nm) configuration. Each EL device constructed from the copolymer exhibited significantly enhanced brightness and efficiency compared with a device constructed from the PF homopolymer. The EL device constructed with poly(F-co-Py)99:1 exhibited the highest luminous efficiency and brightness (0.95 cd/A and $2,907\;cd/m^2$, respectively). The achieved luminous efficiency was an excellent result, providing almost a 4-fold improvement on the efficiency obtainable with the a PF homopolymer device. This enhanced efficiency of the copolymer devices results from their improved hole injection and more efficient charge carrier balance, which arises from the HOMO level (~5.83 eV) of the poly(F-co-Py)99:1 copolymer, which is higher than that of the PF homopolyme (~5.90 eV).