• Title/Summary/Keyword: Oxime

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Reaction of Cobalt Doubledecker Sandwich Complexes with Oximes for Synthesizing Cobalt Oxime Sandwich Complex (Cobalt Oxime Sandwich형 화합물을 합성하기 위하여 Oxime류와 (${\eta}^5$-Cyclopentadienyl)cobalt를 포함하는 착물과의 반응)

  • Won-Sik Lee;Hyuk Lee;Sang-In Byun;Young-Bae Park;Kwang Lee;Jae-Kook Uhm;Young-Woo Kwak;Tae-Jeong Kim
    • Journal of the Korean Chemical Society
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    • v.36 no.2
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    • pp.305-310
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    • 1992
  • (${\eta}^5$-Cyclopentadienyl)bis(ethylene)cobalt (Jonas reagent), (${\eta}^5$-cyclopentadienyl)di(carbonyl)cobalt, and bis(${\eta}^5$-cyclopentadienyl)cobalt (cobaltocene) were reacted with oximes, respectively, under various conditions for synthesizing cobalt oxime sandwich complex. Jonas reagent and a dienemonooxime, 2,4-hexadienealdoxime underwent the reaction. This produced unexpected compound, (${\eta}^5$-cyclopentadienyl)(2,4-hexadienenitrile)cobalt [VII]. The compound [VII] was identified by NMR, mass spectrometer, IR and elemental analyzer etc.

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Butanone oxime으로 봉지된 m-isopropenyl-$\alpha$, $\alpha$-dimethylbenzyl isocyanate계 공중합체 합성 및 자체 가교현상

  • 안종수;최동훈
    • Proceedings of the Korean Fiber Society Conference
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    • 1998.04a
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    • pp.50-53
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    • 1998
  • 코팅이나 접착제 분야에서 대기 중에서 불안정한 이소시아네이트기를 보호하기 위해 phenol, oxime, caprolactam계 화합물을 사용하는 봉지 방법을 본 연구에서 이용하고자 하였다. 선천적으로 위의 화합물들로 봉지된 이소시아네이트기는 결합쇄로 carbamate를 형성하나 이들은 열에 의해 특정 온도 영역에서 해리 되면서 다시 이소시아네이트기가 재 생성되는 과정을 거친다.(중략)

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Tc-99m Labeling of Dione Bisoxime Compounds (Dione Bisoxime 계통의 화합물에 대한 테크네슘표지 원리에 관한 연구)

  • Jeong, Jae-Min;Cho, Jung-Hyuk;Oh, Seung-Joon;Lee, Myung-Chul;Chung, Soo-Wook;Chung, June-Key;Lee, Dong-Soo;Kwark, Cheol-Eun;Lee, Kyung-Han;Koh, Chang-Soon
    • The Korean Journal of Nuclear Medicine
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    • v.29 no.1
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    • pp.110-117
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    • 1995
  • Tc-99m Labeled hexamethylenepropyleneamineoxime ([$^{99m}Tc$]-HMPAO) is a famous amino-oxime compound and is widely used to construct SPECT images of cerebral blood flow. To investigate the relationship between chemical structure and radiolabeling in these kind of diamine-oxime compounds, we synthesized seven compounds by Schiff's base formation and successive reduction with sodium borohydride. They were (RR/SS )-4,8-diaza-3,6,6,9-tetramethylundecane-2,10-dione bisoxime (2), (RR/SS/meso)-4,8-diaza-3,9-dimethy-lundecane-2,10-dione bisoxime (4), (RR/SS/meso)-4,8-diaza-3,10-dimethyldodecane-2,11-dione bisoxime (5), (RR/SS/meso)-4,7-diaza-3,6,6,8-tetramethyldecane-2,9-dione bisoxime (8), (RR/SS/meso)-4,7-diaza-5,6-cyclohexyl-3,8-dimethyldecane-2,9-dione bisoxime (10), (RR/SS/meso)-3,4-bis(1-aza-2-methyl-3-oxime-1-butyl)-benzoic acid (12), and (RR/SS/ meso)-2,3-bis(1-aza-2-methyl-3-oxime-1-butyl) benzophenone (14). Chemical structures of all the synthesized compounds were identified by taking $^1H$ spectrum. Among them, 2 and 4 are propyleneamine oxime (PnAO), 6 is butyleneamine oxime (BnAO) and 8, 10, 12 and 14 are ethyleneamine oxime (EnAO). Each compound (0.5 mg) was incubated with stannous chloride (0.5 g - 8 g), carbonate-bicarbonate buffer (final concentration = 0.1 M, pH 7 - pH 10) and Tc-99m-pertechenate (1 ml). Tc-99m labeling of these compounds were checked by ITLC (acetone), ITLC (normal saline), reverse phase TLC (50 % acetonitrile) and ITLC (ethyl acetate). According to the results, EnAO's were not labeled by Tc-99m in any of above condition. About 11 % of maximum labeling efficiency was obtained with BnAO. However, 4 (PnAO) was labeled with Tc-99m to 85 % which is similar to the labeling efficiency of 2 (HMPAO). Hydrophilic impurity (9 % ) was the most significant problem with the labeling of 4, however, pertechnetate (3 % ) and colloid (3 %) were minor problem. In conclusion, we synthesized seven diamine blsoxlme compounds. Among them, four EnAO compounds were not labeled by Tc-99m. A BnAO was labeled poorly and two PnAO's were labeled well. These labeling can be explained by tertiary structure of their Tc-99m chelate.

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Synthesis of Furfural Derivatives (II). Oxime Formation of 2-Furfural and Some 5-Substituted Furfurals (Furfural 유도체 합성에 관한 연구 (제2보). 2-Furfural 및 5-치환 Furfural의 Oxime 생성반응)

  • Yong In Kim;Joo Hwan Sohn
    • Journal of the Korean Chemical Society
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    • v.21 no.2
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    • pp.139-148
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    • 1977
  • The rate of oxime formation of 2-furfural and 5-substituted-2-furfurals such as 5-methyl-2-furfural, 5-isopropyl-2-furfural, 5-tert-butyl-2-furfural, 5-isoamyl-2-furfural and 5-nitro-2-furfural have been measured at 15∼$45^{\circ}C$ in aqueous solution buffered at pH 7. Oxime formation for all the compounds investigated is second-order reaction and their activation energies observed are 5.50, 7.22, 7.03, 7.49, 7.78 and 4.97 kcal/mole, respectively. Hammett equation is obtained for 5-alkyl-2-furfurals and the reaction constants (${\rho}$) calculated at 15, 25, 35 and $45^{\circ}C$ are 2.010, 1.756, 1.541, and 1.311 respectively.

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Positive-Type Photosensitive Polyimide Based on a Photobase Generator Containing Oxime-Urethane Groups as a Photosensitive Compound

  • Jang Young-Min;Seo Ji-Young;Chae Kyu-Ho;Yi Mi-Hye
    • Macromolecular Research
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    • v.14 no.3
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    • pp.300-305
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    • 2006
  • The chemical structure of a semi-aromatic polyimide-I, which was prepared by the chemical imidization of cyclopentanetetracarboxylic dianhydride and 2,2-bis(4-aminophenyl)hexafluoropropane, was characterized by $^{13}C-NMR$ spectroscopy. The chemically imidized polyimide-I was used for the preparation of a photosensitive polyimide (PSPI) through the addition of benzophenone and benzophenone oxime hexamethylene diurethane (BOHD), a photobase generator containing oxime-urethane groups. The polyimide-I film containing benzophenone and BOHD was not soluble in 2.38 wt% tetrabutylammonium hydroxide solution in $H_2O$. However, it became soluble following irradiation with 310 nm UV light. A positive tone image with a resolution of $5{\mu}m$ was obtained with this PSPI, having sensitivity($D_c$) of $1.2J/cm^2$ and contrast(${\gamma}_p$) of 1.08. Thus, a polyimide, which is not intrinsically photosensitive, can become photosensitive through the addition of a photobase generator containing oxime-urethane groups as a photosensitive compound.

In vitro Metabolism of Pyribenzoxim

  • Kim, Ki Young;Kim, Jin;Liu, Kwang Hyeon;Lee, Hye-Suk;Kim, Jeong-Han
    • Journal of Applied Biological Chemistry
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    • v.43 no.1
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    • pp.49-53
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    • 2000
  • The in vitro metabolism of a new herbicide pyribenzoxim, {benzophenone O-[2,6-bis[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzoyl]oxime} was studied using rice, barnyardgrass and rat liver microsomes. No metabolism of pyribenzoxim was observed with rice and barnyardgrass microsomes though the cvtochrome P450 was active, which was evidenced by the metabolism of cinnamic acid. With rat liver microsomes, four metabolites (M1, M2, M3, and M4) were produced while parent compound decreased. M1 and M2 were from the hydrolysis reactions and NADPH-dependent metabolites were M3 and M4 (major metabolite) which were hydroxylated by cytochrome P450. They were identified as bispyribac-sodium (M1), benzophenone oxime (M2), {benzophenone O-[2,6-bis[(5-hydroxy-4,6-dimethoxy-2-pyrimidinyl)oxy]-benzoyl]oxime}(M3), and {benzophenone O-[2[(5-hydroxy-4,6-dimethoxy-2l-pyrimidinyl)6-(4,.6dimethoxy-2-pyrimidinyl)oxy]benzoyl]oxime} (M4) through LC/MS/MS analyses. Based on the results obtained metabolic map of pyribenzoxim is proposed.

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A Solid Phase Synthesis of Dihydro-1,4-dioxin and Dihydro-1,4-oxathiin Carboxanilides Using Polymer-bound Oxime Ester (고체상에 연결된 옥심 에스테르를 이용한 다이하이드로-1,4-다이옥신 및 다이하이드로-1,4-옥사티인 카르복스아닐라이드 유도체의 고체상 합성)

  • Hahn, Hoh-Gyu;Bae, Su-Yeal;Nam, Kee-Dal
    • The Korean Journal of Pesticide Science
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    • v.10 no.1
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    • pp.1-6
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    • 2006
  • A methodology for the syntheses of carboxanilides using solid support of 4-chloro-3-nitorbenzophenone oxime resin 5 was developed. Condensation of 4-chloro-3-nitorbenzophenone resin 6 with hydroxylamine hydrochloride salt gave oxime resin 5. The reaction of oxime resin 5 with dioxin and oxathiin derivatives 7a-d afforded the corresponding polymer-bound dioxin and oxathiin derivatives 9a-d. These polymer-bound resins 9a-d were treated respectively with aniline in the presence of acetic acid resulted in the corresponding dioxin carboxanilides 10a-d (yield, 5%-quantitative).

Isolation and Structure Determination of an Imidazo-pyrimidine, 5-Chlorocavernicolin, Maleimide oximes and Nucleosides from a Marine Sponge Extract

  • Kulkarni, Roshan R.;Kim, Jang Hoon;Kim, Young Ho;Oh, Sangtaek;Na, MinKyun
    • Natural Product Sciences
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    • v.21 no.1
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    • pp.25-29
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    • 2015
  • In a continuation of our studies to discover bioactive secondary metabolites from marine sources, we further investigated samples from a tryptamine and phenyl-alkane producing sponge, which resulted in the isolation of four uncommon small molecules and five nucleosides. Their structures were determined to be 7,8-dihydroimidazo[1,5-c]pyrimidin-5(6H)-one (1), 5-chlorocavernicolin (2), maleimide-5-oxime (3), 3-methylmaleimide-5-oxime (4), uridine (5), 2'-deoxyuridine (6), thymidine (7), adenine (8), and adenosine (9) by spectroscopic analyses. The isolated compounds were evaluated for inhibitory activity against soluble epoxide hydrolase (sEH) as well as the Wnt/${\beta}$-catenine signaling pathway.

Determination of Acidic Drug with ISEs Using Ternary Complex of Metal-di-2-pyridyl Ketone Oxime-acidic Drug as Ion-Exchanger (이온교환체로서 금속-디-2-피리딜케톤옥심-산성의약품 3원 착물을 이용한 산성의약품의 정량)

  • 안문규;오원정;이언경;이순영;이재윤;정문모;허문회
    • YAKHAK HOEJI
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    • v.46 no.5
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    • pp.320-323
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    • 2002
  • A method for the determination of acidic drug, mefenamic acid and ibuprofen with ion-selective electrode(ISE) using Fe(II)-di-2-pyridyl ketone oxime complex as a counter ion were developed. Benzyl-2-nitrophenyl ether(BNPE) plasticized membrane was more selective and sensitive than the other tested membranes. The acidic drug selective electrode exhibits a linear response for 10$^{-2}$ M 510$^{-5}$ M of acidic drugs, mefenamic acid and ibuprofen with a slope of -55.9 and -56.3 mV/dec. in borate buffer solution (pH 8.9). Potentiometric selectivity measurements revealed negligible interferences from aromatic and aliphatic carboxylic acid salts. The electrodes were found to be useful for the direct determination of mefenamic acid and ibuprofen in pharmaceutical preparations.