• Title/Summary/Keyword: Methyl

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Synthesis of N-(Alkyl-N'-nitrosocarbamoyl)-amino Acid Ester Derivatives and their Anticancer Activity (N-(Alkyl-N'-nitrosocarbamoyl)-amino Acid Ester류의 合成 및 抗癌 作用 評價)

  • Kim, Jeong-Gyun;Park, Moon-Tae;Shin, Hong-Dae;Koh, Young-Sim;Yoon, Ung-Chan;Ryu, Sung-Ho;Moon, Kyung-Ho;Kim, Min-Sook
    • YAKHAK HOEJI
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    • v.28 no.4
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    • pp.197-206
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    • 1984
  • The derivatives of N-(alkylcarbamoyl) amino acid methyl ester, N-(2-chloroethylcarbamoyl)-glycine methyl ester (7a), -valine methyl ester (8a), -phenylalanine methyl ester (9a), N-(N'-methylcarbamoyl)-glycine methyl ester (7b), -valine methyl ester (8b), and-phenylalanine methyl ester (9b), were prepared by reacting the corresponding free amino acid methyl ester (glycine-, valine-, phenylalanine-methyl ester) with isocyanate (R-N=C=O${\cdot};R=Cl-CH_2-CH_2-or\; CH_3-)$. The prepared N-(alkylcarbamoyl) amino acid methyl esters (7,8,9) were treated with $NaNO_2$/98% HCOOH in order to obtain their nitrosoated products, N-(alkyl-N'-nitrosocarbmoyl)amino acid methyl ester. The compound (7,8,9) gave N-(2-chloroethyl-N'-nitrosocarbamoyl)-valine methyl ester (14a),-phenylalanine methyl ester (15a), N-(N'-alkyl-N'-nitrosocarbamoyl)-glycine methyl ester (13b),-valine methyl ester. (14b), and-phenylalanine methyl ester (15b) respectively under the nitrosoation. On the other hand, N-(2-chloroethylcarbamoyl) glycine methyl ester produced N-(2-chloroethylcarbamoyl)-N-nitrosoglycine methyl ester (13a). The inhibitory activity of the prepared N-(alkylcarbamoyl) amino acid methyl ester (7,8,9) and N-(alkyl-N'-nitrosocarbamoyl) amino acid methyl ester (13,14,15) towards the growth of L1210 murine leukemia cells were examined. Among them the compound (14a) and (15a) exhibit excellent activity having $ED_{50}\; to\;be\;1.5{\mu}g/ml\;and\;3.0{\mu}g/ml respectively.

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Studies on the Development of weed Control Method for Paddy Rice by Bensulfuron-methyl Combination Suspension Concentrate (Bensulfuron-methyl 혼합(混合) 액상수화제(液狀水和劑)의 사용법(使用法) 개발(開發) 연구(硏究))

  • Ryu, G.H.;Park, J.E.;Lee, I.Y.;Lee, H.G.;Lee, J.O.;Park, Y.S.;Shin, H.S.
    • Korean Journal of Weed Science
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    • v.14 no.1
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    • pp.28-33
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    • 1994
  • This study was conducted to investigate the efficacy of weed control by pyributicarb{O-[3-tert-butylphenyl] N-[6-methoxy-2-pyridyl]-N-methyl thiocarbamate}/bensulfuron-methyl{methyl 2-[[[[[[4, 6-dimethoxypyrimidin-2-yl] amino] carbonyl] amino] sulfonyl] methyl] benzoate} SC and oxadiazon{5-tert-butyl-3-[2,4-dichloro-5-isopropoxyphenyl]-1,3,4-oxadiazol-2(3)-one}/bensulfuron-methyl SC, and to develope weed control methods for paddy rice. There was little difference between suspension concentrate and granule of pyributicarb/bensulfuron-methyl and oxadiazon/bensulfuron-methyl combination in the effect of weed control. Pyributicarb/bensulfuron-methyl SC and oxadiazon/bensulfuron-methyl SC were diffused from the point of application to 6m. Pyributicarb/bensulfuron-methyl SC applied on water surface from irrigation inlet and in paddy water from dike controlled more than 90% of weeds. Pyributicarb/bensulfuron-methyl SC was precipitated about 1-2cm per 1 hour after dripping on water surface. The efficacy of weed control by pyributicarb/bensulfuron-methyl SC was higher in 0-1cm than in 6-7cm standing water depth.

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9-Methyl Folate, an Antagonist of Folic Acid : Ist Effect on the Metabolism of Folic Acid in the Rat (염산의 항비타민제인 9-Methyl Folate가 흰쥐의 엽산대사에 미치는 영향)

  • Min, Hye-Seon
    • Journal of Nutrition and Health
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    • v.24 no.4
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    • pp.337-343
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    • 1991
  • The effect of 9-methyl folate on histidine oxidation, the uptake of an injected dose of $[^{3}H]folate$ by the livers and kidneys, the hepatic and blood folate levels were investigated by feeding crude x-methyl folate(XMF) at a level of 5 g per kg diet. 9-Methyl folate is konwn as a major forate antagonist in XMF to produce deficiency signs in rat. Feeding of XMF decreased histidine oxidation and hepatic folate levels significantly, which showed the function of 9-methyl folate as an antifolate in rats. The hepatic uptake of labeled folate in XMF- fed rats was decreased significantly. These data led to conclude that 9-methyl folate inhibited folate uptake and retention by tissue, especially liver, which could explain the low liver folate levels and the decreased histidine oxidation. However, only very low level of 9-methyl folate was detected in liver. It suggested that 9-methyl folate may be metabolized very quickly in the liver after uptaken.

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Oxidation Mechanism of Methyl Linoleate with ${\alpha}-Tocopherol$ (${\alpha}-Tocopherol$이 첨가된 Methyl Linoleate의 산화물 생성 기구)

  • Kim, Jeong-Sook;Lee, Gee-Dong;Kwon, Joong-Ho;Yoon, Hyung-Sik
    • Korean Journal of Food Science and Technology
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    • v.25 no.6
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    • pp.614-619
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    • 1993
  • Oxidation mechanisms of methyl linoleate with ${\alpha}-Tocopherol$(TML) were investigated by determining oxidized products using GC-MS during oxidation at $37^{\circ}C$ for 9 days. Oxidized products of TML were found to be methyl octanoate, methyl-8-(2-furyl)-octanoate, 9,13-trans, cis isomer and 9,13-trans, trans isomer. In previous report, oxidation products of methyl linoleate(ML) were methyl-8-(2-furyl)octanoate, 9,13-trans, cis hydroperoxide isomer, 9,13-trans, trans hydroperoxide isomer, and 9-TMSO-12,13-epoxy-10-octadecenoate. In the case of ML, 9-TMSO-12,13-epoxy-l0-octadecenoate was produced instead of methyl octanoate in TML. ${\alpha}-Tocopherol$ quinone, as a major oxidized product of ${\alpha}-Tocopherol$ was formed at the 6th day of oxidation. ${\alpha}-Tocopherol$ quinone was produced rather quickly in lipid media than aqueous media. In oxidation of methyl linoleate, it was shown that the first oxidized product was methyl-9,13-hydroxy-octadecadienoate. As second products, methyl-8-(2-furyl)-octanoate, 9-TMSO-12,13-epoxy-10-octadenoate, and methyl octanoate were oxidized from methyl-9-hydroxy-10-trans, 12-trans-octadecadienoate.

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Temperature Optimization and Scale-up for the Production of Methyl Undecenoate from Methyl Ricinoleate by Pyrolysis Process (Methyl Ricinoleate로부터 Methyl Undecenoate를 생산하는 열분해반응에서 온도의 최적화 및 스케일·업)

  • Kim, Hyun-Soo;Song, Hyo-Soon;Kim, Ho-Jung;Kim, Won-Ho;Hur, Byung-Ki
    • Applied Chemistry for Engineering
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    • v.16 no.3
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    • pp.403-407
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    • 2005
  • Pyrolysis of methyl ricinoleate, from castor oil, was performed to produce methyl undecenoate. Methyl undecenoate has excellent deodorant, bactericidal and fungicidal activity. The object of this study was to find the optimum temperatures to maximize the yield of methyl undecenoate. The optimum temperatures were at $500^{\circ}C$ and $590^{\circ}C$ for preheating and pyrolysis, respectively. The maximum yield was 46% on the basis of injected methyl ricinoleate. The feeding rate of methyl ricinoleate mixture was selected as the scale-up factor. Maintaining the maximium yield, the feeding rate was scaled-up 20 folds, while the reactor was scaled-up 18 times.

Biodegradation of Fungicide Tolclofos-methyl by Sphingomonas sp. 224 (Sphingomonas sp. 224 균주에 의한 살균제 tolclofos-methyl의 분해)

  • Kwak, Yun-Young;Shin, Kab-Sik;Lee, Sang-Man;Kim, Jang-Eok;Rhee, In-Koo;Shin, Jae-Ho
    • Korean Journal of Environmental Agriculture
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    • v.29 no.4
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    • pp.388-395
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    • 2010
  • In order to decrease level of an organophosphorus fungicide, tolclofos-methyl, from in situ ginseng cultivating soil, we isolated a tolclofos-methyl degrading bacteria from ginseng cultivating soil samples. The bacterial strain removed tolclofos-methyl around 95% after 3 days incubation with complete liquid media. The strain was identified as Sphingomonas sp. by 16S rDNA sequence comparison, and designated as Sphingomonas sp. 224. Through the GC-MS analysis, Sphingomonas sp. 224 was proposed to have an initiative degradation pathway generating the metabolite such as 2,6-dichloro-4-methyl phenol compound from tolclofos-methyl. In addition, Sphingomonas sp. 224 was confirmed representing the effective degrading capability to tolclofosmethyl in situ soil.

A Study on a Passive Sampler for Indoor Formaldehyde Using Methyl Yellow and Methyl Orange Indicator (Methyl yellow와 Methyl orange 지시약을 이용한 실내공기중의 포름알데히드 간이측정기에 대한 연구)

  • Jeong Sang Jin;Jang Jae Chul
    • Journal of Korean Society for Atmospheric Environment
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    • v.20 no.6
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    • pp.793-801
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    • 2004
  • A passive sampler has been developed for measuring formaldehyde in air using methyl yellow and methyl orange indicator. It is based on the color change of the TLC plate on reaction with formaldehyde. TLC plates impregnated with three kinds of solutions containing methyl orange, methyl yellow, mixing of methyl yellow and methyl orange were shown rectilinear response to formaldehyde concentration at constant exposure time. The color change of impregnated TLC plate with criteria air pollution, such as NO$_2$, SO$_2$, CO, $O_3$ was investigated. The color change of TLC plate with $O_3$ is larger than other gases.

Glycoside Fatty Acid Polyester Synthesis by Emulsion Process (유화공정에 의한 글리코시드 지방산 폴리에스테르의 합성)

  • Kim, Hae-Sung
    • Journal of the Korean Applied Science and Technology
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    • v.19 no.2
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    • pp.137-144
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    • 2002
  • Methyl glycoside oleic acid polyester was successfully prepared from methyl glycosides and methyl oleate by emulsion interesterification in the presence of methyl fructoside oleic acid polyester as an emulsifier. Emulsion interesterification process was optimized to obtain 98% yield of methyl glycoside polyester within $3{\sim}5hr$ at temperatures as relatively low as $90{\sim}150^{\circ}C$ and $20{\sim}200mmHg$ pressure with a five-fold molar ratio of oleic acid methyl ester to methyl glycoside in the presence of 2(w/w)% potassium carbonate and 2O(v/v)% methyl fructoside polyester based on oleic acid methyl ester.

Effect of Mineral Nutrients and Mixed Herbicides on the Absorption and Translocation of Bensulfuron-methyl in Rice (벼에 있어서 bensulfuron-methyl의 흡수(吸收) 이행(移行)에 미치는 무기영양분(無機營養分)과 혼합제초제(混合除草劑)의 영향(影響))

  • Chun, Jae-Chul;Han, Kang-Wan
    • Korean Journal of Environmental Agriculture
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    • v.13 no.1
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    • pp.60-65
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    • 1994
  • Absorption and translocation of bensulfuron-methyl {methyl 2[[[[[(4,6-dimethoxy-2-pyrimidinyl) amino]carbonyl]amino]sulfonyl]methyl]benzoate} in rice (Oryza sativa L.) as affected by mineral nutrients and mixed herbicides were determined using the $^{14}C-labeled$ herbicide in culture solution. Absorption of $^{14}C-bensulfuron-methyl$ by the root decreased with increasing concentration of bensulfuron-methyl. However, increase in the application concentration did not affect movement of the $^{14}C$ to the shoot. There was no difference in total amount of $^{14}C-bensulfuron-methyl$ taken up between absorption periods of 12 and 48 hours, whereas $^{14}C-bensulfuron-methyl$ translocated to the shoot increased with increasing the absorption period. When bensulfuron-methyl mixtures were applied, butachlor [N-(butoxymethyl)-2-chloro-N-(2',6'-diethylphenyl)acetamide] did not affect absorption and translocation of $^{14}C-bensulfuron-methyl$. However, quinclorac (3,7-dichloro-8-quinoline carboxylic acid) mixed at a high concentration resulted in decrease in absorption and translocation of $^{14}C-bensulfuron-methyl$. Nutritional disorder such as deficient or excess supply of mineral nutrients caused to inhibit absorption of $^{14}C-bensulfuron-methyl$. The greatest decrease and delay of $^{14}C-bensulfuron-methyl$ absorption and/or translocation occurred in N-deficient and S-excess supply conditions.

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An Improved Synthesis of Methyl p-Hydroxyphenylalkanoates

  • Choi, Hong-Dae;Kowak, Yong-Sil;Geum, Dak-Hyun;Son, Byeng-Wha
    • Archives of Pharmacal Research
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    • v.17 no.3
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    • pp.190-193
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    • 1994
  • Friedel-Crafts reaction isopropoxybenzene with methyl $\alpha$-chloro-$\alpha$-(maethylthio)acetate 1 afforded methyl $\alpha$-methylthio-p-isopropoxyphenylacetate 2d, which was readily converted into methyl p-isopropoxyphenylacetate 3 by reductive desulfurization with zinc dust in acetic acid. Methylation of 3 with sodium hydride and methyl iodide gave methyl $\alpha$-(p-isopropoxyphenyl)propionate 5. Methyl p-hydroxyphenylakanoates (4,6), useful intermediates for some medicines, were easily prepared by treatment of 3 and 5 with titanium tetrachloride, respectively.

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