• Title/Summary/Keyword: Methyl

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Dialkylaminomethylation of 1,4-Dihydropyridine (1,4-Dihydropyridine의 Dialkylaminomethyl화 유도체의 합성)

  • Suh, Jung-Jin;Hong, You-Hwa
    • YAKHAK HOEJI
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    • v.33 no.5
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    • pp.280-284
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    • 1989
  • When 2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester(3) was reacted with dimethyl methylene ammonium chloride (5a) and $K_2CO_3$ in DMF, 2,6-dimethyl-4-(3'-nitrophenyl)-5-(N,N-dimethylamino)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6a) was obtained in 41% yield. As the same procedure with compound (3) and the other dialkylaminomethylating reagents (5b, c, d, e), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(N,N-diethylamino)methyl-1,4-dihydropyridine-3-carboxylic acid methylester(6b), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-pyrrolidinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6c), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-piperidinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6d) and 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-morpholinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6e) were obtained in 28%, 49%, 48% and 18% yield respectively.

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Physiology of Anthocyanin Accumulation in Corn Leaves Treated with Metsulfuron-methyl (Metsulfuron-methyl 처리에 의한 옥수수의 Anthocyanin 축적 생리에 관한 연구)

  • Park, E.Y.;Kim, J.S.;Cho, K.Y.;Pyon, J.Y.
    • Korean Journal of Weed Science
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    • v.18 no.3
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    • pp.246-256
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    • 1998
  • The objective of this study was to investigate the cause of anthocyanin accumulation in the corn leaves treated with metsulfuron-methyl. The accumulation of anthocyanin and total sugar was increased with the time after metsulfuron-methyl application and with the greater herbicide concentration as well. The anthocyanin increase was alleviated by the combined treatment of DUMU or the tank-mixture treatment of metsulfuron-methyl, isoleucine and valine. Metsulfuron-methyl could not enhance the anthocyanin formation in the nonchlorophyllous tissue in which photosynthetic carbohydrate production was limited. Upon the exogenous supply of sucrose, however, the contents of anthocyanin was increased in the both chlorophyllous and nonchlorophyllous leaf segment of corn without the herbicide treatment. On the other hand, the herbicide itself did not influence Hill reaction in vitro and photosynthesis electron transport in vivo. The anthocyanin accumulation by metsulfitronmethyl did not occur in the corn mutants deficient in the structural gene of anthocyanin synthesis, but corns deficient in the regulatory gene had the anthocyanin accumulation only in R-r and r-r type. The above results suggest that the purple pigmentation in the corn leaves treated with metsulfuron-methyl is related to the accumulation of photosynthetic carbohydrate which can stimulate the. regulatory gene related to anthocyanin biosynthetic pathway.

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Vapour Effect of Kresoxim-methyl on Powdery Mildew of Barley and Cucumber (보리와 오이 흰가루병에 대한 Kresoxim-methyl의 훈증 효과)

  • Kim, Heung-Tae;Jang, Kyung-Soo;Choi, Gyung-Ja;Cho, Kwang-Yun
    • The Korean Journal of Pesticide Science
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    • v.10 no.4
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    • pp.359-366
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    • 2006
  • The protective effect of kresoxim-methyl was investigated on 6 important plant diseases, and the vapour effect of it did on barley and cucumber powdery mildews, respectively. With 2.0 ${\mu}g\;mL^{-1}$ of kresoxim-methyl, its high activities against wheat leaf rust and barley powdery mildew were showed such as 92 and 100%, while activities were very low against rice sheath blight, tomato gray mold, and tomato late blight. In vapour phase control activity of kresoxim-methyl against barley powdery mildew was positively correlated with the applied concentrations, except for azoxystrobin and metominostrobin. With 200 ${\mu}g\;L^{-1}$, its control value was 71.9%. When 1000 ${\mu}g\;m^{-3}$ of kresoxim-methyl in vapour phase was applied on 4 plants of cucumber in a vinyl chamber, 51.1% of control value on kresoxim-methyl-treated cucumber was showed 7 days after the application.

Fluorescence Detection for Protoporphyrin IX Induced from 5-ALA and ALA-methyl ester in Incubated Liver Cancer Cells (간암 세포주에서 5-ALA 및 ALA-methyl ester에 의해 유도된 Protoporphyrin IX의 형광 검출)

  • Kim, Myung-Hwa;Kim, Jung-Mi;Kim, Hyun-Jeong;Lee, In-Seon;Kim, Kyung-Chan;Lee, Chang-Seop
    • KSBB Journal
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    • v.22 no.3
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    • pp.168-173
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    • 2007
  • To clarify the usefulness of fluorescent diagnosis for cancer, we investigated the optimal method of administrating 5-aminolevulinic acid (5-ALA), 5-aminolevulinic acid methyl ester (ALA-methyl ester) by analyzing fluorescence signal of Protoporphyrin IX (PpIX) in the cultured normal and cancer cells. 5-ALA and ALA-methyl ester was injected as a photosensitizer to the cancer liver cells (HepG2) and normal liver cells (Chang). Chang and HepG2 cells were incubated with various concentrations of 5-ALA and ALA-methyl ester (0-800 ${\mu}g/mL$). The accumulation of PpIX induced by 5-ALA and ALA-methyl ester was in HepG2 and Chang. The cell viability was measured by MTT assay. Fluorescence of PpIX in HepG2 cell was excited at a wavelength ($\lambda$ = 410 nm) and showed an emission spectrum at 603.2 nm, 660.8 nm and 603.2 nm, 661.4 nm which could be related to the PpIX generation induced by the applied 5-ALA and ALA-methyl ester, respectively. The experimental results showed that fluorescence signal of PpIX was proportional to the concentration of 5-ALA and ALA-methyl ester in tumor cells, but measured with low concentration in normal cells. Another results showed that the PpIX formation rate induced by ALA-methyl ester is higher than that of 5-ALA.

Degradation of Fungicide Tolclofos-methyl by Chemical Treatment (살균제 Tolclofos-methyl의 화학적 처리에 의한 분해)

  • Shin, Kab-Sik;Jeon, Young-Hwan;Kim, Hyo-Young;Hwang, Jung-In;Lee, Sang-Man;Shin, Jae-Ho;Kim, Jang-Eok
    • Korean Journal of Environmental Agriculture
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    • v.29 no.4
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    • pp.396-401
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    • 2010
  • Tolclofos-methyl is one of the most widely used organophosphorous pesticides in control of soil-borne diseases in ginseng field. In Korea, residues of tolclofosmethyl in ginseng and cultivation soil is quite often detecting. The objective of this study was to know the possibility for the accelerated degradation of tolclofos-methyl by various chemical treatment under soil slurry condition. The degradation of tolclofos-methyl was accelerated by zerovalent metals treatment in soil slurry. The degradation rate of tolclofos-methyl was found to be at higher zerovalent zinc than unannealed zerovalent and annealed zerovalent iron. The effect of different sizes of zerovalent iron on tolclofos-methyl degradation was showed that the smaller size of zerovalent iron, the greater the degradation rate. In aqueous solution of pH 4.0 below the degradation rate of tolclofos-methyl was very high. Under this experimental condition, tolclofos-methyl degradation was the greatest at 2% (w/v) of ZVI under 0.1 N of HCl in 24 hours, the degradation rate was 94.4%. By testing various chemicals, it was found that $Fe_2(SO_4)_3$ as iron source showed better for degrading tolclofos-methyl in $H_2O_2$ 500 mM treatment and sodium sulfite also showed the degradable possibility tolclofos-methyl in soil slurry.

Synthetic Studies on the Nucleophilic Addition of 1-Methyl-5-mercapto-1,2,3,4-tetrazole to Vinylsulfilimines (Vinylsulfilimine유도체에 대한 1-methyl-5-mercapto-1,2,3,4-tetrazole의 친핵성 첨가물에 관한 연구)

  • Tae-Rin Kim;So-Young Lee;Sang-Yong Pyun
    • Journal of the Korean Chemical Society
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    • v.36 no.2
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    • pp.318-323
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    • 1992
  • Following seven new nucleophilic adducts of sulfilimine compounds were prepared by the addition of 1-methyl-5-mercapto-1,2,3,4-tetrazole to vinylsulfilimine derivatives; S-Phenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-m-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-chlorophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-bromophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-methoxyphenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine and S-p-nitrophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine. The structures of these adducts were confirmed by elemental analyses, MP, UV, IR-and NMR-Spectra.

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Effects of Jasmonic acid and Methyl jasmonate on the Production of Ginsenosides in the Hairy Roots of Korean Ginseng (Panax ginseng C.A. Meyer) (고려인삼(Panax Ginseng C.A. Meyer) 모상근으로부터 Ginsenosides 생산에 미치는 Jasmonic acid와 Methyl jasmonate의 영향)

  • 박효진;오승용;최경화;맹성주;윤의수;양덕춘
    • Journal of Ginseng Research
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    • v.24 no.2
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    • pp.74-78
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    • 2000
  • To elucidate the effects of jasmonic acid and methyl jasmonate on the production of ginsenosides and growth, ginseng hairy root KGHR-8 clone was cultured on the 1/2 MS medium without growth regulators, which was supplemented with of various concentrations jasmonic acid and methyl jasmonate and culture period. The highest growth rate was obtained when 1$\mu\textrm{m}$ jasmonic acid and methyl jasmorlate were treated. However, the growth was inhibited at more than 30$\mu\textrm{m}$ of concentration. Treatment with high concen Dation of jasmonic acid (10$\mu\textrm{m}$) and methyl jasmonate (50$\mu\textrm{m}$) increased the contents and productivity of ginsenosides reversion of the growth inhibition. The highest contents and productivity of ginsenosides were appeared at 4 weeks after onset of the treatment of jasmonic acid and at 3 weeks in the case of methyl jasmonate.

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Synthesis of Methyl 3-methyloctanoate, the Key Perfume Component of African Orchid Aerangis confusa (아프리카 난 Aerangis confusa의 향기성분 methyl 3-methyloctanoate의 합성)

  • Kim, Hyun-Ok;Kim, Young-Ju;Kim, Bieong-Kil;Seu, Young-Bae
    • Applied Biological Chemistry
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    • v.48 no.3
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    • pp.292-295
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    • 2005
  • Synthesis of methyl 3-methyloctanoate, a perfume component isolated from African orchid Aerangis confusa (or Aerangis kirkii) was achieved starting from itaconic acid in 9 steps. Itaconic acid is one of the cheapest organic compounds which is the fermentation product of microorganism Asp. terreus. As the key intermediate, 2-methyl-1,4-butanediol 4-acetate was obtained through the enzymatic regioselective hydrolysis of 2-methyl-1,4-butanediol diacetate with lipase. After Grignard reaction and oxidation, 3-methyloctanoic acid was obtained and converted to the various corresponding scented esters with a variety of alkyl alcohols, and the resulting fragrancy esters are expected to be utilized as the aroma additive materials in cosmetics, drinks and foods.

Photocatalytic Degradation Mechanism of Methyl Mercaptan using $TiO_2$ (TiO$_2$를 이용한 메틸메르캅탄의 광촉매 분해메커니즘)

  • Lee, Byung-Dae;Lee, Jin-Shik;Kim, Yeoung-Chan
    • Journal of the Korean Applied Science and Technology
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    • v.24 no.3
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    • pp.296-300
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    • 2007
  • This paper presents applicability of photocatalytic decomposition of methyl mercaptan using $TiO_2$. A quartz reactor was used in order to elucidate reaction pathway in photocatalytic decomposition of methyl mercaptan. Experimental results showed that more than 99.9% of methyl mercaptan was decomposed within 30 minutes. It was found that the photocatalytic decomposition of methyl mercaptan followed pseudo first order and its reaction coefficient was $0.05min^{-1}$ During 30 minutes in the photocatalytic reaction, the concentration of methyl mercaptan, dimethyl disulfide, $SO_2$, $H_2SO_4$, COS, $H_2S$ were determined. These results showed that 64% of methyl mercaptan were compensated for the increase in sulfur after 30 minutes through the mineralization. The proposed main photocatalytic decomposition pathway of methyl mercaptan was methyl $mercaptan{\rightarrow}dimethyl$ $disulfide{\rightarrow}SO_2{\rightarrow}H_2SO_4$.

Synthesis of 2,4-Dienoic Acid Derivatives by Palladium Catalyzed Homogeneous Reaction (팔라듐 촉매 균일계 반응을 이용한 2,4-디엔산 유도체의 합성)

  • Jin Il Kim
    • Journal of the Korean Chemical Society
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    • v.27 no.6
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    • pp.441-448
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    • 1983
  • A wide variety of vinylic bromides such as (Z)-1-bromopropene, 1-bromo-2-methylpropene, 2-bromo-3-methyl-2-butene, (E)-ethyl 2-methyl-3-bromo-2-propenoate, 1-bromo-cyclohexene has been found to react with ethyl acrylate, ethyl 3-butenoate, allyl cyanide, (E)-ethyl crotonate, ethyl 4-pentenoate, methyl 10-undecenoate and methyl methacrylate in the presence of triethylamine and a palladium acetate-triorthotolylphosphine catalyst. In general, 2,4-dienoic acid derivatives were obtained in good yield and stereochemistry of the products was determined. Using this method, four, five and eleven carbon-carbon extension with ethyl 3-butenoate, ethyl 4-pentenoate and methyl 10-undecenoate was also possible.

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