• Title/Summary/Keyword: Fluoro

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A Convenient Preparation of Polychloroanisidine and Fluorochloroanisole Derivatives (Polychloroanisidine 및 Fluorochloroanisole 유도체의 간편한 합성)

  • Kim, Yu Seon;Kim, Tae Yeong;Kim, Yun Hui
    • Journal of the Korean Chemical Society
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    • v.18 no.4
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    • pp.278-288
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    • 1974
  • Starting from p-dichlorobenzene, 2-amino-4-chloroanisole could be prepared via a nitration, a methoxylation, and subsequent reduction. The repeated chlorination of 2-amino-4-chloroanisole resulted 2-amino-3,4,5-trichloroanisole without any isomeric products. The chlorination of 4-chloro-2-nitroanisole could easily give 2,4-dichloro-6-nitroanisole but polychlorination of the product could not be achieved at the atmospherical pressure. The repeated chlorination of 2-amino-4,6-dichloroanisole could give 2-amino-3,4,5,6-tetrachloroanisole, The Schiemann reaction of 2-amino-4-chloroanisole and 2-amino-4,6-dichloroanisole could give 2-fluoro-4-chloroanisole and 2-fluoro-4,6-dichloroanisole, respectively. The repeated chlorination of these fluorochloroanisoles could give 2-fluoro-3,4,5,6-tetrachloroanisole. In each chlorination process, the components of products were examined by means of NMR spectrometry and the chlorination reaction was repeated without isolating each isomeric product. The feasibility of the present routes of preparations was discussed in respects to the conveniency of reaction conditions and respective overall yields of the processes.

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Synthesis and Biodistribution of Flumazenil Derivative [F-18](3-(2-Fluoro) flumazenil for Imaging Benzodiazepine Receptor (벤조디아제핀 수용체 영상용 양전자 방출 핵종 표지 플루마제닐 유도체 [F-18](3-(2-Fluoro)flumazenil의 합성과 생체 내 분포)

  • Hong, Sung-Hyun;Jeong, Jae-Min;Chang, Young-Soo;Lee, Dong-Soo;Chung, June-Key;Cho, Jung-Hyuck;Lee, Sook-Ja;Kang, Sam-Sik;Lee, Myung-Chul
    • The Korean Journal of Nuclear Medicine
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    • v.33 no.6
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    • pp.527-536
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    • 1999
  • Purpose: Radiotracers that bind to the central benzodiazepine receptor are useful for the investigation of various neurological and psychiatric diseases. [C-11]Flumazenil, a benzodiazepine antagonist, is the most widely used radioligand for central benzodiazepine receptor imaging by PET. We synthesized 3-(2-[F-18]fluoro)flumazenil, a new fluorine-18 ($t_{1/2}$= 110 min) labeled analogue of benzodiazepine receptor imaging agent, and evaluated in vivo for biodistribution in mice. Materials and Methods: Flumazenil (Ro 15-1788) was synthesized by a modification of the reported method. Precursor of 3-(2-[F-18]fluoro)flumazenil, the tosylated flumazenil derivative was prepared by the tosylation of the ethyl ester by ditosylethane. [F-18] labeling of tosyl substitued flumazenil precursor was performed by adding F-18 ion at $85^{\circ}C$ in the hot ceil for 20 min. The reaction mixture was trapped by C18 cartridge, washed with 10% ethanol, and eluted by 40% ethanol. Bidistribution in mice was determined after intravenous injection. Results: The total chemical yield of tosylated flumazenil derivative was ${\sim}40%$. The efficiency of labeling 3-(2-[F-18]fluoro)flumazenil was 66% with a total synthesis time of 50 min. Brain uptakes of 3-(2-[F-18]fluoro)flumazenil at 10, 30, 60 min after injection, were $2.5{\pm}0.37,\;2.2{\pm}0.26,\;2.1{\pm}0.11$ and blood activities were $3.7{\pm}0.43,\;3.3{\pm}0.07,\;3.3{\pm}0.09%ID/g$, respectively. Conclusion: We synthesized a tosylated flumazenil derivative which was successfully labeled with no-carrier-added F-18 by nucleophilic substitution.

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Synthesis of 5-Deoxyhexoses (5-Deoxyhexose류(類)의 합성(合成))

  • Chun, Moon-Woo;Kim, Moon-Hwan
    • YAKHAK HOEJI
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    • v.32 no.3
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    • pp.177-181
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    • 1988
  • Methyl 6-0-benzoyl-3-0-benzyl-2, 5-di-deoxy-2-fluoro-allofuranose (11) and 1, 2-0-di-acetyl-6-0-benzoyl-3, 5-di-deoxy-3-fluoro-glucofuranoes (22), sugar moieties of potential antiviral and/or anticancer chemotherapeutic nucleoside, were synthesized from D-glucose.

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An improved synthesis of 2'-fluoro-2'-deoxyarabinofuranosyl pyrimidine nucleosides

  • Chun, Moon-Woo
    • Archives of Pharmacal Research
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    • v.6 no.1
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    • pp.79-81
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    • 1983
  • Several potent anti-herpes virus nucleosides, 2'fluoro-2'-deoxyarabinofuranosyl pyrimidine nucleosides, were prepared in good yields by a new condensation method using sodium iodide and a new solvent system, and FMAU could be also prepared directly from thymine by this method.

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Influence of 4,6-disubstituted Heterocyclic Group on the Herbicidal Activity of N- (4,6-disubstituted pyrimidin-2-yl)aminocarbonyl-2-(1,1-ethylenedioxy-2-fluoro)ethylbenzenesuIfonamide Derivatives (N-(4,6-이치환-pyrlmidin-2-yl)aminocarbonyl-2-(1,1-ethyl-enedioxy-2-fluoro)ethylbenzenesulfonamide 유도체의 제초활성에 미치는 Hetero고리의 영향)

  • Lee, Sang-Ho;Ko, Young-Kwan;Kim, Dae-Whang;Sung, Nack-Do
    • Applied Biological Chemistry
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    • v.39 no.4
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    • pp.297-303
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    • 1996
  • A series of the herbicidal N-(4,6-disubstituted pyrimidin-2-yl)aminocarbonyl-2-(1,1-ethylenedioxy-2-fluoro)ethyIbenzenesulfonamides, 1 and N-(4,6-disubstituted triazin-2-yl)aminocarbonyl-2-(1,1-ethylenodioxy-2-flu ore)ethylbenzenosuIfonamides, 2 were synthesized and their herbicidal activities in-vivo against rice(Oryza sativa L.), barnyard grass (Echinochloa crus-galli), bulrush(Scripus juncoides) and pickerel weed(Monochoria vaginalis presl.) were measured by the pot test under the paddy conditions. The structure activity relationships(SAR) between the herbicidal activity$(pI_{50})$ and a various physicochemical parameters of the hetero group and 4,6-disubstituents on the heterocyclic group were analyzed by the multiple regression technique. The SAR suggest that the 4,6-dimethoxypyrimidine substituent, 1a showed selective$({\Delta}obs.pI_{50}=1.12)$ and the most highest activity against barnyard grass, which depend on the hydrophobicity(log P<0) of heterocyclo group and molecular refractivity$((M_R)_{opt.}=14.58cm^3/mol)$ constant of 4,6-disubstituents on the heterocyclic group.

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Dyeing of High Strength and High Molecular Weight Polyethylene Fiber Using Super Hydrophobic Fluorescence Dyes (초소수성 형광염료에 의한 고강도/고분자량폴리에틸렌섬유의 염색)

  • Kim, Taekyeong;Park, Jihoon;Lee, Junheon;Kim, Taegun
    • Textile Coloration and Finishing
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    • v.29 no.4
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    • pp.223-230
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    • 2017
  • Three super hydrophobic fluorescence dyes were selected to dye high molecular weight polyethylene fiber and their molar absorptivity, emission spectrum, and quantum yield were measured. From the results of color strength on the fiber, all the three dyes exhibited linear increase according to the dye concentration and Fluoro3 dye showed the highest color strength among them. Emission strength of the fluorescence dyes on the fiber was investigated according to the dye concentrations. The emission was increased with the increase of the dye concentration at relatively low dye concentration and then after showing the maximum emission strength the emission was decreased at higher dye concentrations. The highest emission was obtained in Fluoro2 dye. Color fastness to washing and rubbing was generally good enough, however, especially to light, only Fluoro3 dye exhibited rating 3 acceptable practically and Fluoro1 and 2 was ratings 1 which is unacceptable level.

Synthesis and Herbicidal Activity of New N-{5-[(Pyrazolylmethyl)oxy]phenyl}imides (새로운 N-{5-[(Pyrazolylmethyl)oxy]phenyl}imide 유도체들의 합성 및 제초활성)

  • Kim, Kyoung-Mahn;Song, Jong-Hwan;Jeon, Dong-Ju;Kim, Hyoung-Rae;Choi, Jung-Sup;Oh, Do-Yeon;Ryu, Eung-K.
    • The Korean Journal of Pesticide Science
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    • v.4 no.2
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    • pp.72-75
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    • 2000
  • 3,4-Dimethyl-N-[4-chloro-2-fluoro-5-{(pyrazolylmethyl)oxy}phenyl]maleimides or 3,4,5,6-tetrahydro-N-[4-chloro-2-fluoro-5-{(pylazolylmethyl)oxy} phenyl]phthalimides were prepared and evaluated their herbicidal activities under paddy conditions. Those compounds which have N-methyl-5-pyrazolylmethyloxy moiety showed good tolerance in transplanted rice and strong herbicidal activities on barnyardgrass below 60 g/ha of dose.

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