• Title/Summary/Keyword: 2-pyrrolidone

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Syntheses of Anilide Derivatives from Amino Acids ad Their Biological Activities (Ⅰ). Preparation of (R)-2-Pyrrolidine-5-carbox-anilide Derivatives and Their Effects on the Germination of Plant Seeds (Amino酸으로부터 Anilide誘濤體의 合成과 生理活性에 關한 硏究 (第1報). (R)-2-Pyrrolidone-5-carbox-anilide 誘濤體의 合成과 植物種子發芽에 미치는 影響)

  • Chun-Soo Lee
    • Journal of the Korean Chemical Society
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    • v.25 no.1
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    • pp.38-43
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    • 1981
  • Pyrrolidone-anilide derivatives from L-glutamic acid and anilines were synthesized as follows: The products were identified by elementary analysis, IR, NMR and Mass spectra with (R)-2-pyrrolidone-5-carbox-anilide, (R)-2-pyrrolidone-5-cabox-p-chloroanilide, (R)-2-pyrrolidone-5-carbox-o-toluidide, (R)-2-pyrrolidone-5-carbox-m-toluidide and (R)-2-pyrrolidone-5-carbox-p-toluidide. The products were testes for their phytotoxicity on the germination and the seedling growth of radish and rice plants. Among them, (R)-2-pyrrolidone-5-carbox-anilide and (R)-2-pyrrolidone-5-carbox-p-chloroanilide derivatives were strongly inhibitory especially on the germination and the seedling growth of radish seeds. All the compounds also showed an inhibitory activity upon the germination of rice seeds. Additionally, the inhibiting rate of radish growth differs according to the isomeric position(ortho, meta and para) of the methyl group; (R)-2-pyrrolidone-5-carbox-m-toluidide derivative was more effective than both (R)-2-pyrrolidone-5-carbox-o-toluidide and (R)-2-pyrrolidone-5-carbox-p-toluidide derivatives.

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The Synthesis of Pyrrolidone-N-sulfonyl Chloride and Its Catalytic Effect in Anionic Polymerization of Pyrrolidone (Pyrrolidone-N-sulfonyl Chloride의 합성 및 Pyrrolidone-N-sulfonyl Chloride / KOH 촉매작용에 의한 Pyrrolidone의 음이온 중합)

  • W.J. Chung;S.K. Choi
    • Journal of the Korean Chemical Society
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    • v.23 no.6
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    • pp.402-411
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    • 1979
  • The synthesis of pyrrolidone-N-sulfonyl chloride has been carried out by the reaction of pyrrolidone with sulfuryl chloride in benzene. It was attempted to study the catalytic effect of pyrroldone-N-sulfonyl chloride as an initiator for anionic polymerization of pyrrolidone. It was found that as a concentration of initiator decreased, inherent viscosity of the resulting polymer increased up to 1.8 dl/g. The highest rate of polymerization and equilibrium conversion was observed when mole ratio of PNSC to KOH was 0.25. In general, the observed value of polymerization and equilibrium conversion in circumstances using PNSC/KOH catalysis system were higher than using $CO_2$/KOH catalysis system.

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EFFECT Of PYRROLIDONE DERIVATIVES ON MULTILAMELLAR LIPOSOMES OF STRATUM CORNEUM LIPID: A STUDY BY UV SPECTROSCOPY AND DIFFERENTIAL SCANNING CALORIMERY

  • Hong, Myo-Sook;Kim, Chong-Kook
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1996.04a
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    • pp.286-286
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    • 1996
  • In order to elucidate the mechanism of action of transdermal absorption-enhancing compounds, i.e., pyrrolidone derivatives (2-pyrrolidone, 1-methyl-2-pyrrolidone, 1-ethyl-2-pyrrolidone, 1,5-dimethyl-pyrrolidone and 5-methyl-2-pyrrolidone), multilamellar liposome was prepared from the simulated stratum corneum lipid and employed as a model system for the barrier function of the stratum corneum. The liposomal membrane of the stratum corneum lipid liposome (SCLL) behaves as an osmometer and has an excellent barrier function. In addition, its phase transition temperatures are similar to those of human stratum corneum intercellular lipid region. Therefore, SCLL seems to be a useful skin model. To estimate the barrier function of SCLL, the osmotic behavior of SCLL was measured in the presence of pyrrolidone derivatives and the effect on the phase transition temperature of SCLL was also investigated using differential calorimetry. Above a certain concentration (MLAC), enhances perturb the barrier function of the liposome. The relationship between MLACs and the partition coefficient of the pyrrolidone derivatives was observed; the greater the partition coefficients, the smaller the MLAC. This suggests that the more hydrophobic enhancers penetrate into the lipid layer more easily and reduce the barrier function of membrane more effectively. The results of differential scanning thermograms of the SCLL suggest that the pyrrolidone derivatives had incorporated into the lipid layer in the liposome and increased the fluidity of the lipid layer in the liposome. Such activity might have some correlation with the transdermal absorption-enhancing activity these compounds.

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Studies of Solid-Liquid Phase Equilibria for Mixtures of N-vinyl-2-pyrrolidone+2-pyrrolidone and Growth Rate of N-vinyl-2-pyrrolidone Crystal Using Melt Crystallization (N-vinyl-2-pyrrolidone과 2-pyrrolidone 혼합물의 고-액 상평형 및 용융결정화를 이용한 N-vinyl-2-pyrrolidone의 결정성장속도 연구)

  • Kim, Sun Hyung;Seo, Myoung Do;Tak, Moon Seon;Kim, Woo Sik;Yang, Dae Ryuk;Kang, Jeong Won
    • Korean Chemical Engineering Research
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    • v.51 no.5
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    • pp.587-590
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    • 2013
  • Solid-liquid equilibria for mixtures composed of n-vinyl-2-pyrrolidone (NVP) and 2-pyrrolidone were measured as a basic study for the melt crystallization process to remove 2-pyrrolidone as impurity included in NVP. A differential scanning calorimeter (DSC) and a crystallizer were used and the experimental results obtained from two methods were similar. The mixture showed a eutectic system which has a single composition at the minimum melting temperature. Calculation results from simple thermodynamic equations were found in general agreements with present data. To determine the growth rate of NVP crystal which is important for the design of crystallization process, thicknesses of the crystal were measured with the time using a layer melt crystallizer. The growth rates increased as cooling temperatures decreased. Heat transfer coefficient correlated from present data was found to successfully describe the crystal growth behavior.

Phase Equilibrium of Binary Mixture for the (Carbon Dioxide + 1-Phenyl-2-Pyrrolidone) System at High Pressure

  • Lee, Ho;Jeong, Jong-Dae;Byun, Hun-Soo
    • Korean Chemical Engineering Research
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    • v.56 no.5
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    • pp.732-737
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    • 2018
  • Experimental data of phase equilibria are reported for the binary mixture of 1-phenyl-2-pyrrolidone in supercritical carbon dioxide. Phase behavior data was measured in a synthetic method at a temperature ranging from 333.2 to 393.2 K and at pressures up to 97.14 MPa. The solubility of 1-phenyl-2-pyrrolidone in the carbon dioxide + 1-phenyl-2-pyrrolidone system increased as temperature increased at a constant pressure and it exhibited the type-I phase behavior. The experimental data for the binary mixture were correlated with the Peng-Robinson equation of state using mixing rule and the critical properties of 1-phenyl-2-pyrrolidone were predicted with the Joback and Lyderson method.

Determination of $\alpha$--pyrrolidone in panax ginseng Extracts (인삼 extract중의 $\alpha$-pyrrolidone검정)

  • 서정상
    • YAKHAK HOEJI
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    • v.13 no.4
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    • pp.111-120
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    • 1969
  • The determination of $\alpha$-pyrrolidone in ginseng extract by gas liquid chromatography (GLC) was established. $\alpha$-Pyrrolidone in extract was tentatively identified by comparison of the relative retention time of sample peak with those of reference compound and coinjection noted peak enhancement. The .alpha.-pyrrolidone peak elimination was demonstrated by formation of oxime when treated with excess of NH$_{2}$OH ${\cdot}$ HCl and NaOH, allowed to stand at room temperature for 5 minute. The elimination was also observed when samples were treated by the same procedure. The above method was proved to be useful for the determination of $\alpha$-pyrrolidone in ginseng extract and in ginseng extract mixed with 51 plant extracts.

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Plasma-Induced Grafting of Poly(N-vinyl-2-pyrrolidone) onto Polypropylene Surface (폴리프로필렌 표면 위에 폴리비닐피롤리돈의 플라즈마 유도 그래프트 공중합)

  • Ji, Han-Sol;Jung, Si-In;Hur, Ho;Choi, Ho-Suk;Kim, Jae-Ha;Park, Han-Oh
    • Polymer(Korea)
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    • v.36 no.3
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    • pp.302-308
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    • 2012
  • The objective of this study is to investigate optimum reaction conditions for the grafting of poly($N$-vinyl- 2-pyrrolidone) (PVP) onto the surface of plasma-treated polypropylene film. The plasma treatment conditions were fixed as 200 W rf power, 6 LPM Ar flow rate, 30 sec treatment time, and 5 min exposure time after treatment. For graft copolymerization, we investigated the change of grafting degree with respect to reaction time, reaction temperature and $N$-vinyl-2-pyrrolidone concentration. Maximum grafting degree was obtained at the conditions of 6 h reaction time, $90^{\circ}C$ reaction temperature, and 40% $N$-vinyl-2-pyrrolidone concentration. The introduction of PVP was confirmed by ATR-FTIR, XPS, and SEM analysis.

Differential Scanning Calorimetric and Thermogravimetric Analysis of Silk Fibroin / poly (Vinyl pyrrolidone) (견단백질 / Poly (Vinyl pyrrolidone)의 열특성)

  • Kweon, Hae-Yong;Lee, Kwang-Gill;Yeo, Joo-Hong;Woo, Soon-Ok;Han, Sang-Mi
    • Journal of Sericultural and Entomological Science
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    • v.49 no.2
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    • pp.77-80
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    • 2007
  • Silk fibroin/poly (vinyl pyrrolidone) conjugates were prepared and characterized through differential thermal calorimeter and thermogravimetry. The glass transition temperature (Tg) of poly (vinyl pyrrolidone) was not changed by reaction with silk fibroin. However, abnormal exothermic peak was observed at the silk fibroin/poly (vinyl pyrrolidone) conjugates. Thermogravimetric analysis showed that thermal stability of silk fibroin was relatively increased by reaction with PVP.

Anionic Polymerization of 2-Pyrrolidone and $\varepsilon$-Caprolactam via $CO_2-KOH$ Catalysis (Ⅰ) ($CO_2$/KOH Catalysis 에 의한 2-Pyrrolidone 과 $\varepsilon$-Caprolactam 의 음이온 중합 (제1보))

  • Jung Bal;Choi Sam-Kwon;Seo Gil Soo
    • Journal of the Korean Chemical Society
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    • v.20 no.6
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    • pp.525-532
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    • 1976
  • Anionic polymerization of 2-pyrrolidone and ${\varepsilon}$-Caprolactam via $CO_2/KOH catalysis was attempted in order to find reaction condition and physical properties of polymers. In case of polymerization of 2-pyrrolidone, the yield of conversion was increased when the concentration of potassium hydroxide was reached above 8 mole percent. The optimum of CO_2/KOH$ mole ratio was 0.45. It was also found that the polymerization was taking place at moderate temperature which was around $50^{\circ}C$. With regard to polymerization of-caprolactam, the yield of conversion was relatively low at $80^{\circ}C$ to $90^{\circ}C$and higher yield of conversion was obtained at higher temperature between $150^{\circ}C$ to $180^{\circ}C$ regardless of $CO_2/KOH mole ratio. The inherent viscosity of nylon 4 and nylon 6 which was made via CO_2/KOH$ catalysis was measured. The observed inherent viscosity was between 2.0 to 5.0.

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Highly Convenient and Large Scale Synthesis of 5-chloroindole and its 3-substituted Analogues (5-Chloroindole계 화합물의 Large Scale 합성)

  • Keetha, Laxminarayana;Palle, Sadanandam;Ramanatham, Vinodkumar;Khagga, Mukkanti;Chinnapillai, Rajendiran
    • Journal of the Korean Chemical Society
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    • v.55 no.2
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    • pp.240-242
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    • 2011
  • A large scale and commercially feasible synthesis of 5-chloroindole and its 3-substituted analogues has been described via a halogen - halogen exchange reaction from 5-bromoindole and its derivatives using cuprous chloride and dipolar aprotic solvent N-methyl-2-pyrrolidone in one pot with good yields.