• 약학회지
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• 제29권4호
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• pp.183-187
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• 1985

During investigation of the anthelmintic substances against Clonorchis sinensis which are based on the structure of meso-dihydroguairaretic acid, some non-mesoic diaryl butanes were synthesized by Grignard reaction and their anthelmintic activities were determined. In this reaction, an aryl butanone was reacted with benzylmagnesium chloride to produce the corresponding diaryl hydroxybutane which was converted to the corresponding diaryl butane by zinc and hydrogen chloride. The substituents in benzene ring of the diaryl butanes were changed by methylation or demethylation. Among the synthesized substances, 4-phenyl-1-(3, 4-dihydroxyphenyl)-2, 3-dimethylbutane(VII), 4-phenyl-1-(3-hydroxy-4-methoxyphenyl)-2, 3-dimethylbutane(IX) and 4-phenyl-1-(4-hydroxy-3-methoxyphenyl)-2, 3-dimethylbutane(VI) showed strong wormicidal effects against Clonorchis si-nensis in that order. Phenolic hydroxyl group seemed to play a certain role for the wormicidal activity of the diaryl butanes.

• Bulletin of the Korean Chemical Society
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• 제16권7호
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• pp.609-613
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• 1995

The reaction of chloro(methylthio and arylthio)methanephosphonate (1) and Pummerer-type reaction of sulfinylmethanephosphonate (2) with nucleophiles such as aromatic compounds and thiols were examined. The direct chlorination of (methylthio and arylthio)methanephosphonate with N-chlorosuccinimide (NCS) led to the formation of monochlorinated phosphonates (1) in good yield. The reaction of 1 with aromatic compounds and thiols in the presence of stannic chloride afforded a variety of aryl(methylthio)methanephosphonates (3) and thioacetals of formylphosphonates (4), respectively. Phosphonates 3 and 4 were also obtained from the reaction of Pummerer intermediate, generated from sulfinylmethanephosphonate (2), with aromatic compounds and thiols, respectively. A versatile reaction conditions to generate Pummerer intermediate were examined. The best condition was the combination of trifluoroacetic anhydride with stannic chloride. All reactions may involve an initial formation of α-phosphoryl thiocarbocation and a subsequent nucleophilic attack of aromatic compounds and thiols.

• Bulletin of the Korean Chemical Society
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• 제17권11호
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• pp.1056-1061
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• 1996

Solvolysis rates of 1-(4-methoxyphenyl)-l-phenyl-2,2,2-trifiuoroethyl chloride (1) and 1-(4-methoxyphenyl)-1-phenylethyl chloride (2) were measured in a variety of aqueous binary solvents, and the solvent effect was treated with the Grunwald-Winstein equation. The solvent effect on the solvolysis of 1 failed to give a single linear correlations using the ordinary Y or YCl, but exhibited the wide split pattern which could not be related to the solvent nucleophilicity. The improved correlations with YBnCl and extended dual-parameter treatment, log (k/k0)=mYCl+hI (mΔYΔ), were observed for the solvolysis of 1. These results suggest that the incipient cationic charge in the solvolysis of 1 is delocalized strongly into the aryl-rings in the transition state. While the solvent effect on the solvolysis of 2 is better correlated with Y or YCl than YBnCl but the linearity is not satisfactory. The correlation is comparably improved by the use of the extended Grunwald-Winstein equation, log (k/k0)=0.81YCl+0.26NOTs (R=0.994, SD=±0.12), indicating the cationic charge of reaction center of 2 was localized mostly in the transition state.

• 한국응용과학기술학회지
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• 제26권1호
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• pp.29-37
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• 2009

This study is focused on the synthesis of urea and amide derivatives particularly, since the amide moiety is an essential binding group at the binding site. Urea derivatives 3-7 and 13-14 were obtained by reaction of 2-aminopyrimidines and other amines with diverse isocyanates in pyridine as a solvent under reflux. The urea derivatives were obtained in low yield because of the highly electron deficient nature of the amino group of the 2-aminopyrimidine. Amide derivatives 8-10 were obtained in moderate yields by reaction of compound 1 with aryl chloride derivatives. Also, arylamine 11 was synthesized by Buchwald-Hartwig amination in moderate yields. Most of the compound did not show good activity against A375P melanoma cells, compared with Sorafenib as control compound.

• 농약과학회지
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• 제3권3호
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• pp.68-70
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• 1999

Hexahydro-1,2-bertzisoxazol-4-ols prepared from the diastereoselective reductions of 3-aryl-3a,4,5,6,7,7a-hexahydro-1,2-benzisoxazol-4-ones were reacted with benzyl chloride in the presence of sodium hydride to give new 4-benzyloxy-3a,4,5,6,7,7a-hexahydro-1,2-benzisoxazoles, which showed good herbicidal activity together with excellent selectivity on rice under submerged paddy conditions.

• Bulletin of the Korean Chemical Society
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• 제30권3호
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• pp.561-566
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• 2009

Chloroacylation of 3-amino-2-phenylpyrazole-4-carboxamide (2) using chloroacetyl-(propionyl) chloride affording 6-chloromethyl(ethyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4[5H]-one (3) or (6). Chlorine atom in compound (3) or (6) underwent nucleophilic substitution reaction with primary or secondary amines to give 6-alkyl(aryl)aminomethyl(ethyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4[5H]-one (4a-g,7a-f). When arylaminomethyl( ethyl)pyrazolopyrimidine was treated with formaline (30%) solution in ethanol, underwent Mannich reaction to afford imidazopyrazolopyrimidines (5a-e) and pyrazolopyrimidopyrimidines (8a-e). Chloromethylpyrimidine derivative 3 was converted into the corresponding mercaptomethylpyrazolopyrimidene 9, Which cyclized using bromomalononitrile or phenacyl bromide into pyrazolopyrimidothiazine 11,12.

• 환경생물
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• 제21권2호
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• pp.158-163
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• 2003

유기주석화합물은 독성이 강하고 잔존력이 감하여 수계환경으로 유입되면 해양생태계에 오랫동안 영향을 미친다 이들 화합물이 해양생불에 미치는 영향에 관해서는 어류나 패류 등의 산업적 가치가 큰 생물종을 대상으로 한 연구는 적지 않지만, 해양생태계에서 먹이사슬의 가장 하부에 위치하며 기초생산을 담당하는 플랑크톤류에 미치는 영향에 관해서는 잘 알려져 있지 않다. 따라서 본 연구에서는 TBT류의 TBTC, TBTO, TBTA, TBTB를 비롯하여 TPT류의 TPTC, TPTF, TPTH가 기수산 rotifer의 생존에 미치는 독성(96 hr-LC$_{50}$)을 조사.비교하였다. 그 결과, TBT류에서는 TBTA(1.1 ppb)가 가장 강하였고 TBTC (2.0), TBTB (3.3), TBTO (5.6)의 순이었으며, TPT류에서는 TPTF (1.0), TPTC (1.1), TPTH(1.6)의 순이었다. 이 결과는 TPT류가 전반적으로 TBT류에 비해 독성이 강하다는 것을 보여준다.다.

• 한국막학회:학술대회논문집
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• 한국막학회 2004년도 Proceedings of the second conference of aseanian membrane society
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• pp.207-210
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• 2004

The pore-filled anion-exchange membranes were prepared in this study with an asymmetric poly(vinylidene fluoride)(PVDF) membrane as a nascent membrane and poly(vinylbenzyl chloride)(PVBCl) as a polyelectrolyte. The solution of PVBCI having the chloromethylate aryl ring of 80 percents and 1,4-diaminobicyclo [2,2,2]octane(DABCO) was made with the solvent of tetrahydrofuran(THF) and N,N-Dimethylformamide(DMF), which is in the rotio of 8:2. A new preparation method in this study, i.e. in-situ crosslinking, enabled us to produce the pore-filled membranes without change of size, and to control the properties of final membrane with various degree of cross-linking. From the result of surface morphologies of SEM and AFM the polyelectrolyte exists in the pores of nascent membrane as a certain configuration. From the investigation of the solvent affecting much to the permeability and rejection, it was found. that the membranes using DMF and THF showed better performances than the membranes produced by THF only. The water permeability of the final membrane at low pressure(100㎪) showed a typical ultrafiltation membrane's permeability (8-10kg/㎡hr) and good values of rejection(55∼60 percent).

• 멤브레인
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• 제14권2호
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• pp.108-116
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• 2004

본 연구에서는 비대칭 polyvinylidene fluoride (PVDF)막을 기질막으로 하여 Pore-filled 이온교환막을 제조하였다. 먼저 다공성 PVDF막의 기공에 80%의 chloromethylate aryl ring을 가지고 있는 poly(vinylbenzyl chloride) (PVBCI)과 1,4- diaminobicyclo［2,2,2］octane (DABCO)을 tetrahydrofuran (THF)와 dimethylforamide (DMF)가 8:2로 혼합된 용액에 녹여서 채워 넣고 겔화시킨 후, 남아 있는 chloromethyl group에 trirnethylamine (TMA, 40 wt% in water)을 이용하여 양이온 암모니움 site를 형성시키면 pore-filled 음이온교환막이 형성된다. 이와 같이 2단계의 제조 방식으로 제조된 pore-filled 막은 크기의 변화가 없으며, 가교도의 조절로써 최종 막의 특성이 간단하게 조절되는 것을 보여주었다. SEM과 AFM의 표면촬영의 결과로부터 기질막의 기공 내에 고분자겔의 존재를 확인하였다. 투과도와 배제율에 많은 영향을 미치는 용매를 조사한 결과 tetrahydrofuran (THF)만을 사용하여 제조한 막보다 THF와 DMF를 함께 사용할 때 더 우수한 막이 제조되었다. 제조된 최종 막의 수투과도 조사결과, 가교도 10% 막의 경우 아주 낮은 압력에서(100 Kpa) 전형적인 한외여과막의 투과도(8∼10 kg/$m^2$hr)를 보여주었으며 배제율 또한 우수한 결과(55∼60%)를 보여주었다. 압력에 대한 pore-filled 이온교환막의 성능을 관찰한 결과 압력이 증가할수록 투과도와 배제율은 함께 증가하였다.